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The Other Side of Sales

The Other Side of Sales

By Ashleigh Early

We tell stories, share insights, and provide resources for anyone that has ever felt like an outsider in the B2B sales world. By highlighting the expertise of underrepresented sales professionals, we are evolving the dominant sales culture into one that celebrates our differences and empowers everyone to thrive.

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Currently playing episode

Episode 46: Interview with Nikki Ivey

The Other Side of SalesJul 05, 2020

00:00
01:21:22
Episode 92: Interview With Brynne Tillman

Episode 92: Interview With Brynne Tillman

Brynne Tillman, the LinkedIn Whisperer and CEO of Social Sales Link, joins Ashleigh and Ryan to discuss social listening, authenticity, and leaving no connections left behind.


The Rolodex

-When Brynne found LinkedIn over a decade ago, she quickly recognized that it solved her biggest sales struggle, cold calling.

-LinkedIn is a dynamic Rolodex, giving you access to not just your network, but the networks of all your connections.

Social Listening

-Go by the “two under two” rule. Find two things in under two minutes that you can use to connect with a prospect.

-Before you reach out you need to understand who their clients are, the issues they face, and what’s happening in their industry.

Automation

-Ashleigh and Brynne are split on this topic. Brynne advocates for never using automation while Ashleigh advocates for light and strategic use of automation.

Content

-Good content talks to your buyer before they know they need you. You need to know what they are searching for two steps before you come into the process.

Authenticity

-The biggest problem in sales is that there is a dollar amount placed on a prospect prior to the first conversation. And, this is noticeable to the prospect.

-You need to enter the conversation aware that you have to earn the right and add value. Think about what you are worth to the prospect not what the prospect is worth to you.

Connect and Forget

-There is no point in building a Rolodex of people who don’t know who you are. Slow it down, connect personally, and start real conversations.

-Before you do anything, export your connections into an Excel spreadsheet and analyze it. Who are you connected with who you should be leveraging?

Resources

-The Little Black Book of Networking by Jeffrey Gitomer

-Gap Selling by Keenan

-The Challenger Sale by Brent Adamson and Matthew Dixon

-The Challenger Customer by Brent Adamson

-Endless Referrals by Bob Burg

Connect With Brynne

-Making Sales Social

-Social Sales Link

Connect With Ashleigh

-Instagram

-LinkedIn

-Twitter

Connect With Ryan

-LinkedIn

Connect With OSoS

-Instagram

-LinkedIn

-Twitter

Jan 13, 202253:50
Episode 91: Interview With Nirvanna Lildharrie

Episode 91: Interview With Nirvanna Lildharrie

Ashleigh and Sunanda are joined by Nirvanna Lildharrie, Senior Enterprise Account Executive at RippleMatch, to talk about in-person and virtual networking, leadership, and diversity in the workplace.

SHOW NOTES

Sunanda and Nirvanna

-Nirvanna attended a Women in Sales Everywhere Everywhere event in Boston, excited to connect with other femme-identifying Account Executives, but there were hardly any.

-Frustrated, she went on LinkedIn and searched for Account Executives in the area, adding the women she came across, which is how Nirvanna and Sunada met.

Networking

-Whether it’s LinkedIn connections, in-person events, or Zoom calls, finding the networking strategy that works for you is important.

Her Sales Journey

-Nirvanna didn’t take the SDR track. She began as an Account Executive in the advertising industry before crossing over into sales.

-It wasn’t until she started in her second sales position that she developed a love for the profession.

-And working specifically in SaaS is when she began to contemplate and see herself one day taking on managerial roles.

Advocating for Yourself

-After being passed over for a promotion she felt qualified for, Nirvanna started to be more vocal about what she wanted out of her career.

-It’s never too early in the hiring process to tell your interviewers what you want. In her interview with her new company, Nirvanna was upfront about wanting to be on a leadership track.

Leadership and “The Broken Rung”

-Leadership roles aren’t for everyone. Think about what you want and what the best position is for your skillset, not what you’re supposed to do.

-Across all industries, there are not enough women in leadership roles. This can be attributed to the crucial moments at the beginning of a woman’s career as they are continually passed over for promotions, slowing the overall pace of their career.

Resources

-The Broken Rung

-Radical Candor by Kim Scott

-Selling Above and Below the Line by William Miller

Connect With Nirvanna

-LinkedIn

Connect With Ashleigh

-Instagram

-LinkedIn

-Twitter

Connect With Sunanda

-LinkedIn

-Twitter

Connect With OSoS

-Instagram

-LinkedIn

-Twitter

Dec 30, 202156:50
Episode 90: Interview With DeJuan Brown
Dec 16, 202157:00
Episode 89: Interview With Jenny Anderson

Episode 89: Interview With Jenny Anderson

Ashleigh and Ryan talk to Jenny Anderson, Regional Director of Sales at DataRobot and founder of Maggie, about her Appalachian roots and hiring for those who can rather than those who have.

SHOW NOTES

Her Sales Journey

-Jenny grew up in the hills of Tennessee surrounded by people who were barely scraping by.

-She left college a few months after starting and, for a short period, worked as a flight attendant before moving home and applying for factory positions through temp agencies.

-One agency mentioned that a flooring store was attempting to fill a sales position, so she interviewed and was hired.

-Representing this business at trade shows, she realized she loved sales, eventually began in car sales before pivoting to retail sales, and finally B2B sales.

MLMs

-The reason why MLMs succeed at recruiting people is that they advertise the benefits and community.

-So many people that have previously joined MLMs don’t believe sales is for them because they couldn’t succeed in the pyramid scheme. But the system is rigged against you.

-There are plenty of transferable skills from MLM work to B2B sales. You could be a great SDR.

Hiring

-To diversify sales teams, leaders need to focus on finding the people that can do the job instead of the people who have done the job.

-It is the leader’s job to find diverse candidates and bring sales jobs to underrepresented communities.

-We’re currently expecting people who are unaware of sales positions to come to us with resumes that display their transferable skills when they’ve only ever applied for blue-collar jobs.

-This means we’re eliminating tons of candidates who could make exceptional talent because we’re looking at a niche profile of candidates.

DEI Conversations

-A lot of DEI conversations address what happens when someone is already in the company but don’t address the hiring process.

-It’s important to talk about what your company is doing to create safe spaces for underrepresented communities.

Resources

-Hand to Mouth: Living in Bootstrap America by Linda Tirado

Connect With Jenny

-LinkedIn

-Maggie

Connect With Ashleigh

-Instagram

-LinkedIn

-Twitter

Connect With Ryan

-LinkedIn

Connect With OSoS

-Instagram

-LinkedIn

-Twitter

Dec 02, 202156:31
Episode 88: Interview With Cythia Barnes

Episode 88: Interview With Cythia Barnes

Cynthia Barnes, established sales influencer, author, keynote speaker, and champion for women in sales, talks with Ryan and Sue about getting others to the 1%, embracing failure, and diversity in sales.

Nov 18, 202141:56
Episode 87: Interview With Tim Banks
Nov 04, 202146:40
Episode 86: Interview With Jackson Lieu

Episode 86: Interview With Jackson Lieu

Jackson Lieu, host of the 1UP Sales Development podcast, joins Ashleigh and Sue to talk about how he fell into sales, why people don’t buy from you, and what it’s like to be Asian in the sales space.

Oct 29, 202149:08
Episode 85: Interview With Mercy Bell
Oct 07, 202101:05:49
Episode 84: Interview With Roderick Jefferson

Episode 84: Interview With Roderick Jefferson

Roderick Jefferson, VP of Global Enablement at Netskope and author of Sales Enablement 3.0, joins Ashleigh and Ryan to discuss networking, leadership, and being an ally on the corporate and individual level.

SHOW NOTES

Sales Enablement

-Roderick started his career as a BDR and quickly got promoted to an AE. But, he realized he loved the process of selling, not the quota that hung over his head. So, he moved into sales training.

Networking

-Networking is about the other person. It has nothing to do with telling them about yourself or pushing your product, service, or solution.

-Stop selling and start helping. You want to find mutually equitable relationships.

Old Tactics

-The old sales tactics (think Glengarry Glenross) persist because old school salespeople refuse to mature their strategy.

-Embrace that the world changed and selling has never been more personal.

Video

-Many salespeople fear utilizing video because they can’t sell their product or platform. What they’re selling those videos is their personality.

-It takes time to become comfortable. However, once you do become comfortable, it’s a powerful tool.

Sharing

-You’re invaluable because of what you share. Sharing is how you build your trust, credibility, and brand. But, you can’t expect anything in return.

Leaders vs. Managers

-If your markers of success are awards and numbers, you’re a manager. True leaders don’t care about awards. They care about their people.

New BDRs and SDRs

-Use a guided learning path with new BDRs and SDRs. They had a syllabus and plan for each semester and year. Use that to your advantage instead of trying to retrain them.

-Don’t expect them to know everything. Expect them to be positive and open to learning new things.

Being an Ally - Corporate

-Think about the diversity of your hiring managers, the impression your website is making, inclusive mentorships, anti-racism education, community collaboration, marketing practices, entrepreneurial investments, among many other things.

Being an Ally - Individual

-Think about owning your biases, speaking up against racism, holding your elected officials responsible, advocating for change with actions, financially supporting organizations that create change, voting, and preparing the next generation to carry the torch.

Resources

-Sales Enablement 3.0 by Roderick Jefferson

-Anti-Racism Resources

Connect With Roderick

-LinkedIn

-Twitter

Connect With Ashleigh

-Instagram

-LinkedIn

-Twitter

Connect With Ryan

-LinkedIn

Connect With OSoS

-Instagram

-LinkedIn

-Twitter

Sep 23, 202101:05:09
Episode 83: Interview With Gabrielle Blackwell (Part 2)

Episode 83: Interview With Gabrielle Blackwell (Part 2)

SDR Manager at Gong.io and Co-Founder of the Women in Sales Club, Gabrielle Blackwell, joins Ashleigh and Ryan to talk about building relationships as an SDR and managing your team of SDRs.

SHOW NOTES

Getting to know Gabi (and Ashleigh and Ryan)

- Lou Malnati's is the best deep-dish pizza. Period.

- Different experiences with different sibling order! Chuck E. Cheese = no. Matching outfits = no? Coordinating outfits = yes.

- Embrace kids’ interests to get them to gravitate to what you like. Don't force it, let them come to you!

Sales Styles

- If you're struggling in sales - maybe you're in the wrong type of sale!

- Try different products, cycles, styles and eventually you'll find a fit and it's magical.

Resilience in sales

- Everyone will struggle with different aspects of sales

- Sales professionals need to be able to speak up, share their experiences (ie call out microagressions)

- Gabrielle is proof - you can come through incredibly toxic situations and call out illegal behavior, your career IS NOT OVER.

- "When do I get to stop 'bouncing back?". Fatigue is real and the effects are lasting

- Receptive leadership makes a significant difference.

- Leadership must be a partner in the process, not "tell me what you want" which puts the burden on the under-represented and leads to unhealthy dynamics.

Selling on Linkedin

- Don't have an alternate agenda - make intentions clear to build trust.

- SDRs get distracted by desired outcome and fail to demonstrate GENUINE CURIOSITY.

- You become interesting, by being interested.

- Do some research, allow the other person to correct if needed.

-Think long term - even if there isn't a meeting or deal right now your curiosity can build pipe for next quarter!

Pipeline management

- Consistency is key. Monthly numbers are hard because it incentivizes shorter-term thinking

- Ashleigh: 3rd week of the month is most stressful because that's when month is won/lost. Week 4 is all about setting up next month so you can start with 20-30% of your number on the books.

- Plan for the worst, hope for best - be conservative!

- You own your numbers - not your leadership.

Different kinds of performers

- High activity - Lower conversion. Tons of data, cannot be allowed to be "activity for activity's sake"

- Lower activity - high conversion. Typically more senior...hard to spot trends because of lower volume.

- Both are valid - both need to be managed differently.

Resources

- Never Hire a Bad Salesperson Again by Christopher Croner and Richard Abraham

Connect With Gabrielle

- LinkedIn

Connect With Ashleigh

- Instagram

- LinkedIn

- Twitter

Connect With Ryan

- LinkedIn

Connect With OSoS

- Instagram

- LinkedIn

- Twitter

Sep 09, 202140:29
Episode 82: Interview With Gabrielle Blackwell (Part 1)

Episode 82: Interview With Gabrielle Blackwell (Part 1)

SDR Manager at Gong.io and Co-Founder of the Women in Sales Club, Gabrielle Blackwell, joins Ashleigh and Ryan to talk about building relationships as an SDR and managing your team of SDRs.

SHOW NOTES

Getting to know Gabi (and Ashleigh and Ryan)

- Lou Malnati's is the best deep-dish pizza. Period.

- Different experiences with different sibling order! Chuck E. Cheese = no. Matching outfits = no? Coordinating outfits = yes.

- Embrace kids’ interests to get them to gravitate to what you like. Don't force it, let them come to you!

Sales Styles

- If you're struggling in sales - maybe you're in the wrong type of sale!

- Try different products, cycles, styles and eventually you'll find a fit and it's magical.

Resilience in sales

- Everyone will struggle with different aspects of sales

- Sales professionals need to be able to speak up, share their experiences (ie call out microagressions)

- Gabrielle is proof - you can come through incredibly toxic situations and call out illegal behavior, your career IS NOT OVER.

- "When do I get to stop 'bouncing back?". Fatigue is real and the effects are lasting

- Receptive leadership makes a significant difference.

- Leadership must be a partner in the process, not "tell me what you want" which puts the burden on the under-represented and leads to unhealthy dynamics.

Selling on Linkedin

- Don't have an alternate agenda - make intentions clear to build trust.

- SDRs get distracted by desired outcome and fail to demonstrate GENUINE CURIOSITY.

- You become interesting, by being interested.

- Do some research, allow the other person to correct if needed.

-Think long term - even if there isn't a meeting or deal right now your curiosity can build pipe for next quarter!

Pipeline management

- Consistency is key. Monthly numbers are hard because it incentivizes shorter-term thinking

- Ashleigh: 3rd week of the month is most stressful because that's when month is won/lost. Week 4 is all about setting up next month so you can start with 20-30% of your number on the books.

- Plan for the worst, hope for best - be conservative!

- You own your numbers - not your leadership.

Different kinds of performers

- High activity - Lower conversion. Tons of data, cannot be allowed to be "activity for activity's sake"

- Lower activity - high conversion. Typically more senior...hard to spot trends because of lower volume.

- Both are valid - both need to be managed differently.

Resources

- Never Hire a Bad Salesperson Again by Christopher Croner and Richard Abraham

Connect With Gabrielle

- LinkedIn

Connect With Ashleigh

- Instagram

- LinkedIn

- Twitter

Connect With Ryan

- LinkedIn

Connect With OSoS

- Instagram

- LinkedIn

- Twitter

Aug 26, 202101:08:13
Episode 81: Interview With Ryann Dowdy

Episode 81: Interview With Ryann Dowdy

Ashleigh and Ryan welcome Ryann Dowdy, sales expert and Co-Founder of Social Sellers Academy, to discuss everything from pre-judging prospects to being a parent in sales.

SHOW NOTES

Her Sales Journey

-Ryann, like many others, landed in sales by accident. Her first job after graduating from college was in radio advertising.

-From there, she moved to the digital marketing space and eventually became the Sales Director of a digital marketing startup based in Kansas City.

-However, about four months into this role, she realized it wasn’t what she wanted. But she had no idea what her next opportunity would be.

-It wasn’t until she started networking that she learned about entrepreneurship and made the switch to teaching sales to female entrepreneurs before founding Social Sellers Academy.

Doors Sales Opened

-Sales opened many doors professionally, monetarily, and personally for Ryann. Not only did she have the opportunity to travel, but she became comfortable speaking about money and taking control over how much she makes. As well as enjoys making conversation with strangers.

Pre-Judging Prospects and Discounts

-One of the blocks Ryann had to work through is pre-judging prospects and prices they’re willing to pay based on certain biases.

-Many businesses undercut their value by believing the customer is always searching for the cheapest option. Discounts are not a necessity.

Training Someone Else

-A lot of business owners feel that nobody can sell the way they can. And, it’s true. A new salesperson will not be as good in the beginning.

-The goal is to play the long game. Invest the time to hire and train someone now because it’ll help to grow your future business.

Parenting and Sales

-There are many benefits to entering sales as a parent. As long as you perform, sales creates a lot of flexibility time-wise for parents. And there is ample opportunity for rapid growth. Sales allows you to make more money at a faster rate than most industries.

Finding the Right Product

-Sometimes it’s not how you’re selling, but what you’re selling. Finding a product that you’re passionate about is the most important building block to a successful sales career.

Connect With Ryann

-ryanndowdy.com

Connect With Ashleigh

-Instagram

-LinkedIn

-Twitter

Connect With Ryan

-LinkedIn

Connect With OSoS

-Instagram

-LinkedIn

-Twitter

Aug 12, 202158:05
Episode 80: Interview With Joe Paranteau

Episode 80: Interview With Joe Paranteau

A leading expert on sales performance, Joe Paranteau, joins Ashleigh and Ryan to talk about his cultural identity and time in the military and how both have helped throughout his journey in sales.

SHOW NOTES

His Sales Journey

-Joe grew up without much, and one of his first memories is selling rocks as paperweights door-to-door.

-Throughout high school and college, he found himself in various sales roles. And, after college, he decided to make it his career.

Terminology

-Although the use of the terms Native American or American Indian is frequent, Indigenous is a term that works well globally, so Joe recommends it most often.

Cultural Identity and Sales

-People don’t look at Joe and see his cultural roots. They look at him and instantly think he’s white and suburban. It wasn’t until the last ten years that he felt comfortable enough to share his heritage in the workplace.

-But, there are many aspects of his culture that helped in his various sales roles. One of the most prominent examples is the circular reference to time in most indigenous cultures. So, he never thought of the sales process as linear and was able to build stronger relationships. He never stopped selling.

Building Rapport

-Although quotas can be intimidating and anxiety-inducing, it’s best not to focus on them. Shifting your focus instead to the customer and the problem you’re solving will help you build stronger relationships and hit your quota.

Tenacity

-Tenacity is something Joe learned early on. Because he comes from a poor background, opportunity wasn’t abundant, and he had to make it for himself.

-If people doubt you, use it as motivation to propel you forward.

Being a Veteran

-Many commercial companies don’t understand veterans and the skills that are gained through serving.

-The military starts everyone from the same place, assuming nobody is confident nor competent. Corporate America could take this note. It spends too much time assuming people know things or are capable of things because of points on a resume.

-Not to mention, veterans are reliable in high-stress situations and culturally aware.

Resources

-Billion Dollar Sales Secrets by Joe Paranteau

-Rich Dad Poor Dad by Robert Kiyosaki

-‘Horrible History’: Mass Grave of Indigenous Children Reported in Canada on the NY Times

Connect With Joe

-jparanteau.com

Connect With Ashleigh

-Instagram

-LinkedIn

-Twitter

Connect With Ryan

-LinkedIn

Connect With OSoS

-Instagram

-LinkedIn

-Twitter

Jul 29, 202152:39
Episode 79: Interview With Natalie Klun

Episode 79: Interview With Natalie Klun

Ashleigh and Ryan talk to Natalie Klun, a sales pro of 20 years, author of Taking the Sell Out of Sales, and creator of Be Magnetic Online.

Show Notes

Sales Journey

-Natalie fell into sales when she started selling real estate investment funds in her early 20s.

-After this, she transitioned into real estate and founded a property management company.

-She didn’t fully grasp sales until she went to prospecting training, and the coach pulled her aside and told her that sales is about helping people.

Prospecting

-Sending mass emails pushes the notion that you are only interested in serving your agenda. For someone to be interested in you, you have to be interested in them.

-From a biological standpoint, our brains are wired to accept what is familiar and reject what isn’t. Build rapport and demonstrate how you can help them.

Building Rapport

-Formulating better messages comes down to truly understanding the problem your prospect has. It’s often as simple as being curious and asking questions. They need to feel that you care.

-Practice with anyone and everyone that will listen to you. The more comfortable you are talking through your points, the less nervous and rehearsed you will sound.

-Mirror your prospect’s energy.

Supportive Environments

-In Natalie’s first sales role, she had a highly competitive manager. So, when she left, creating a supportive environment was a priority.

-Leaders are only as strong as their team. Give your team everything they need to win and succeed.

Resources

-The Power of Intention by Wayne Dyer

Connect With Natalie

-LinkedIn

Connect With Ashleigh

-Instagram

-LinkedIn

-Twitter

Connect With Ryan

-LinkedIn

Connect With OSoS

-Instagram

-LinkedIn

-Twitter

Jul 15, 202101:02:10
Episode 78: The Importance of Sleep
Jul 08, 202136:01
Episode 77: Interview With Kris Holmes

Episode 77: Interview With Kris Holmes

Ashleigh and Kasey talk with Kris Holmes, Founder of Reframing Joy and Opportunity Creator at Proof Point Marketing, about alternative pronouns, being a parent, and how to support non-binary folx.

SHOW NOTES

Their Sales Journey

-After a difficult divorce left them as a single parent, they began to work in construction part-time to support their family.

-Connections in construction led them to sales. They’ve now been in sales for 5 years.

Being a Parent

-Kris had to quickly learn who they were outside of a long, toxic relationship and how to be a parent at the same time.

-But, as they developed their parenting skills, they became more confident overall. And, they brought that newfound confidence to their sales career.

Pronouns

-Throughout their journey, they’ve grown more comfortable presenting themselves however they wish.

-Their first girlfriend introduced Kris to the world of non-traditional pronouns, and they began to identify as non-binary (they/them).

-They’ve found small ways to integrate this identity into the workplace. One instance is changing their name on Zoom to include their pronouns. And, if they ever are misgendered in a safe working relationship, they will correct the person.

Supporting Non-Binary Folx

-Part of supporting is practicing owning a mistake. It’s okay, and it will happen. Lean into the awkward conversations.

Being Your Full Self

-They waited a long time to feel comfortable being fully themselves, and they’d like to see people do that sooner. First, by parents raising their children to be confident in who they are. Second, by others not being assholes and treating people like human beings.

-You don’t have to understand a decision to respect someone.

Allies

-It’s essential to find an ally in your organization. You can leverage them to help you find a safe working environment.

-Finding allies is about the micro-moments that compound to build trust.

Resources

-The Challenger Sale by Matthew Dixon

Connect With Kris

-Reframing Joy

-LinkedIn

Jun 24, 202137:34
Episode 76: Interview With Rob Napoli

Episode 76: Interview With Rob Napoli

Rob Napoli, Founder of Rise Up Coaching and Co-Founder of the HapDay Group, joins Ashleigh and Sue. They break down his sales journey, experience in working abroad, and international stereotypes.


Show Notes

His Sales Journey

x-Rob attended a small college in Iowa, played Division III football, and majored in Athletic Training until he watched Mad Men in an Intro to Marketing class, and his trajectory pivoted to business.

-After graduation, his first job was in recruitment, and he was there until his then-girlfriend, now wife decided she wanted to move to Europe. He moved with her to Milan, Italy, and began studying for his Master’s in International Multichannel Marketing.

-While studying, he coached professional American football, and through this was connected with a startup creating wearable sports devices and joined the team to help them scale.

-U.S. expansion wasn’t in the cards for the company, so he left and went to one of the largest global corporate recruiting firms, but realized this wasn’t for him and joined a smaller firm until his boss let him go, telling him to start his own business. That’s why he started HapDay Group and RiseUp Coaching.


International Business

-The global community provides a lot of opportunity for growth, but many organizations are afraid to work across borders. It’s a fear of the unknown and uncertainty.

-Venturing abroad means you have to trust your product and have a plan if things go wrong.


Stereotypes

-Sue works in the U.S. market from India. And, because of this, people assume many things about her. Trust is something she has to earn and prove she’s worthy of over and over again.

-Americans have to prove they’re not boisterous, arrogant assholes all the time.


Resources

-The Go-Giver by Bob Burg and Jon David Mann

-Spin Selling by Neil Rackham


Connect With Rob

-Rise Up Coaching

-LinkedIn

-Instagram


Connect With Ashleigh

-Instagram

-LinkedIn

-Twitter


Connect With Sue

-LinkedIn


Connect With OSoS

-Instagram

-LinkedIn

-Twitter

Jun 17, 202144:33
Episode 75: Mission Statements

Episode 75: Mission Statements

SHOW NOTES

How Did He Start?

-One moment that stands out is February of 2020 when he attended a conference. One of the speakers was Sara Blakely, Founder of Spanx.

-Sara mentioned her “why” was to elevate women. Francisco had just read Start With Why by Simon Sinek. So, he began thinking about what his why is.

How To Create One?

-It may be beneficial for you to start with a stream of consciousness or large ideas and narrow them down. This process is iterative.

-It’s important to separate personal and professional statements because you are not your job.

-If you run into writer’s block, try to find three overarching themes as guiding points. The writing will flow from there.

How To Separate Personal From Professional?

-Your professional should have something to do with the product you sell. And, should change as you change jobs.

Resources

-Start With Why by Simon Sinek

Connect With Ashleigh

-Instagram

-LinkedIn

-Twitter

Connect With Francisco

-LinkedIn

-Instagram

-Twitter

Let’s Connect!

-Instagram

-LinkedIn

-Twitter

Jun 10, 202125:12
Episode 74: Interview with Evan Patterson

Episode 74: Interview with Evan Patterson

Senior BDR at Reprise and Social Selling Coach at SDR Nation, Evan Patterson, talks to Ashleigh and Sue about his journey into sales, how to socially sell, and why you should incorporate it in your strategy.

SHOW NOTES

His Sales Journey

-Evan’s first job was in high school as a freelance content writer for businesses operating within Second Life.

-However, he needed a more steady income to supplement the writing. So, he started working in a restaurant. While here, someone approached him about a job selling furniture, which he accepted.

-One of his regular retail customers noticed that this job wasn’t fulfilling him. She worked as an insurance agent and offered to help him get involved in that world.

-He worked in insurance for a couple of years before taking everything he learned in B2C and moving to the B2B sales world.

Social Selling Strategy

-Understanding that people like to talk about themselves, he tries to find a way for them to do so through which he can bring in Reprise. And, he approaches them in the way a friend or family member would.

-He also has to make this strategy scalable. So, he looks at the people his ICP follows and admires. Diving into each of their posts’ comments and reactions, he creates campaigns tailored to each post and talks to people he feels he can help.

How He Got Started

-In his first professional sales role after retail, he was given a phonebook, bottle of vodka, red solo cup, and box of tissues. He stayed for a couple of weeks but realized this pace of selling was too slow.

-He explored other options like email marketing but wanted to step it up further. Thinking about how he could do so, he thought about building himself something like a fanbase, creating his referral program and Facebook pages, and sponsoring local events.

-When he made the switch to B2B sales, he thought this same mentality might work.

Is Social Selling Necessary?

-There’s more than one way to get a job done. Social selling is not a necessity, but if you can and want to, you should.

-There are also other factors at play as to whether it would be a good idea to try. The ICP you have and the nature of your product also tie in.

Making Social Selling a Part of Your Strategy

-If your company has a process in place, try to integrate social selling with it and track the meetings it brings in.

-Start with finding the brands and people your ICP loves. Look at the posts they’re interacting with, and tie that in with how your product can solve a problem they face.

Resources

-The Sales Development Playbook by Trish Bertuzzi

-The Sales Acceleration Formula by Mark Roberge

-The Guy Who Decides Packaging

-Supporting Your LGBTQ+ Employees

Connect With Evan

-LinkedIn

-Twitter

Connect With OSoS

-Instagram

-LinkedIn

-Twitter

Jun 03, 202143:51
Episode 73: Interview With Daisy Chung

Episode 73: Interview With Daisy Chung

Daisy Chung, Account Executive at Orum, joins Ashleigh and Sue to talk about how she fell into sales, what it’s like being an Asian woman in the profession, and how she’s better at her job because of her background.

SHOW NOTES

Her Sales Journey

-Like most salespeople, Daisy fell into the profession. After graduating from college, she began looking for roles in HR.

-Daisy did well as an SDR in San Francisco, so they moved her to a team lead position in New York. In New York, she moved into management and then moved to LA for an Account Executive role.

-Her manager then joined Orum, and she followed. She’s now an Account Executive there.

Being an Asian Woman in Sales

-It can be lonely. Daisy’s been in the profession for years now and has only encountered three other Asian women in sales.

-However, this can be an advantage. Because there aren’t many people who look like her, she’s much more memorable when selling or pitching a product.

Open Doors

-Race, sex, age, or religious discrimination comes in when trying to enter the sales industry without any experience or competing for a management position.

-However, you can’t dispute results and numbers. And, this gives an advantage when interviewing at other companies.

Going Against Culture Norms

-Asian culture promotes listening and teaches to be humble and follow the rules. But, in SaaS or tech sales, it’s essential to talk about yourself to be noticed for a promotion. Great work often gets done behind the scenes, and it goes unnoticed unless it gets vocalized to management.

-Many Asian cultures also value prestige, pushing professions like engineering or medicine to the forefront.

How Her Background Makes Her Better

-A lot was expected of Daisy, being raised by a “tiger mom.” And, this instilled a drive in her to achieve. 

-There was also an emphasis placed on education. Because many Asian immigrant parents had education taken away from them, they know the importance of it. And, though she now has the freedom to choose how she spends her time, she knows the importance of continuing to learn and grow.

Unlearning

-There were also many things she had to unlearn. One of them being the concept of comparison. A big part of Asian culture is comparing yourself to others. However, this adds a lot of unneeded stress and takes away from your self-worth.

-Instead, Daisy focuses on competing with herself, making sure she’s the best salesperson she can be.

Outreach to Underrepresented Communities

-When it comes to getting more underrepresented communities involved in sales, highlighting people from those groups that have found success is extremely important.

-University recruiters also play a role. Going into communities of underrepresented groups and educating on what sales is could open many doors.

Resources

-Anti-racism resources to support Asian American, Pacific Islander community

-Rise of Anti-Asian Hate Crimes

-Rich Dad Poor Dad by Robert Kiyosaki

Connect With Daisy

-LinkedIn

-YouTube


May 27, 202139:29
Episode 72: Interview With Jared Robin

Episode 72: Interview With Jared Robin

Jared Robin, Co-Founder of RevGenius, a sales community with over 12,000 active members, joins Ashleigh and Ollie to talk about how his sales and mental health journies overlap and how he made it out from rock bottom.

SHOW NOTES

His Sales Journey

-After leaving school, Jared realized he wanted to be in a customer-facing role. So, he started his first sales position.

-However, he left after only three months. On a surface level, because he hated cold-calling. And, on a deeper level, because he wasn’t getting the validation he needed.

-He joined FedEx and ascended the company ladder but didn’t feel challenged. So, he left to join the startup world.

Rock Bottom

-Making the transition from FedEx to SaaS was difficult on many levels. He didn’t believe in the product he had to sell. He had taken a pay cut to pursue this. And, he was in a relationship that wasn’t working.

-While he was able to shrug these doubts and anxieties off for a while, they still surfaced. And, he began waking up at 2:30 in the morning with his heart racing.

-This was something he couldn’t ignore. With the help of his dad, he started therapy and was introduced to the book The Presence Process by Michael Brown.

-Though his therapist was phenomenal, he ultimately realized there was nothing she or anyone else could do to solve his problem. He had to embark on a solo journey.

Common Self-Care Mistakes

-Jared emphasizes the difference between motion and movement. Motion is the surface-level mental or physical activity that people do to try and solve problems. While movement requires diving deep emotionally, attempting to understand reactions that have been there for years.

Managing Triggers

-Managing triggers is about integrating fears and acknowledging your perceptions of the world. Attempt to understand the way you react to events and how they make you feel.

His Journey and RevGenius

-The values of giving and community had always been prevalent in his life, and empathy was lacking in sales. So, he combines these in RevGenius, creating a space where people can go when work or the world isn’t treating them well.

Resources

-The Presence Process by Michael Brown

-Gap Selling by Keenan

-Never Split the Difference by Chris Voss

-NAMI

-MHA

-ADAA

-SAMHSA

-Suicide Prevention Lifeline

May 20, 202135:32
Episode 71: How Practicing Gratitude Will Help Your Sales Career

Episode 71: How Practicing Gratitude Will Help Your Sales Career

Ashleigh and Francisco dive into how having an attitude of gratitude impacts your life, transforming your relationships with the people around you for the better.

Show Notes

Gratitude’s Impact on the Brain / 00:01:55

-Expressing gratitude activates the ventral and dorsal medial prefrontal cortex. The part of the brain that produces dopamine, serotonin, and oxytocin - or the “happy hormones.”

-One thing to note: expressing gratitude consistently is the only way to see real benefits.

Changing Patterns / 00:04:10

-In an experiment, participants counted the people wearing blue suits in a video. A third of the test group focused so much on counting that they missed the person in a gorilla suit.

-When the brain focuses on negatives, objections, or blockers, it misses opportunities to expand and move forward. Practicing gratitude changes how the brain recognizes patterns, forming a more positive and optimistic outlook.

Francisco’s Positivity / 00:07:05

-Francisco was born with a physical disability, so he’s in a wheelchair. He remembers how difficult his first semester was as he transitioned from Puerto Rico to Rhode Island.

-However, at Thanksgiving that semester, he reflected on the amazing friends he’d made that made him feel that he could be himself. And, he thought about how he could best express his gratitude, writing each a note.

-It became a habit during each major holiday to write a note of gratitude to the people in his life. And, at work, he sets aside an hour each week to write to the team members that helped him.

Francisco’s Guide to a Gratitude Note / 00:12:46

-First and foremost, make it personal. Don’t send the same note to everyone.

-Talk about a moment you shared, whether it was big or small, and how it impacted you. Be specific.

-And, find a way to make that person feel like a hero.

Homework Assignment / 00:21:18

-Share something, either personally or publicly, to express gratitude to someone.

Resources

-JB Sales On Demand - Ashleigh’s Persona Masterclass

-The Happiness Advantage by Sean Achor

May 13, 202123:15
Episode 70: Interview with Jason Bay

Episode 70: Interview with Jason Bay

Chief Prospecting Officer of Blissful Prospecting, Jason Bay, joins Ashleigh and co-host Ollie to discuss his success in door-to-door sales, feeling pride in his ethnicity, and how leaders can better support people of color on their teams.


SHOW NOTES

His Sales Journey

-Jason was studying to be a Forensic Scientist when his friend came into one of his classes to talk about a company, College Works Painting, that hires college students and teaches them how to run a house painting business.

-Much of this teaching was marketing and sales. Particularly door-to-door sales. And, he did well despite being introverted and coming from a culture that emphasizes blending in and isn’t well-represented in sales.

-This decision to pursue sales as a career was instant because doing well gave him the approval and validation he craved throughout his life. Once he received this approval, it didn’t matter to him that no one else looked like him.

Embracing Being Asian 

-He’s accustomed to justifying racism and microaggressions in the people around him, so it’s only recently, thanks to the help of his wife, that he fully embraced his Asian heritage.

-And, though his mom was doing her best in a conservative Oregon town, her advice to ignore it only reinforced that this behavior was normal.

The Absence of Asian Role Models in Sales 

-The first time he felt he could truly identify with someone was when he met his wife and watched how she fully embraced her Korean roots.

-This absence of role models in his career path made him doubtful of what he could achieve. Not to mention the pressure to be a “model Asian.”

Is Being Asian a Help or Hindrance?

-Jason sees being Asian in sales as a hindrance to his mental health but great for his career because people aren’t intimidated by him.

Supporting Your Asian Employees 

-Empathize, validate, and offer. Let them know you recognize their experience is different, and you support them.

-If you can’t hire for diversity, take a look at who you can bring in to speak and provide a different perspective.

Resources

-Anti-racism resources to support Asian American, Pacific Islander community

-Rise of Anti-Asian Hate Crimes

-Compound Effect by Darren Hardy

-The Subtle Art of Not Giving a Fuck by Mark Manson

Connect With Jason

-Blissful Prospecting

-LinkedIn

May 06, 202149:55
Episode 69: Interview with Michelle Beauchamp

Episode 69: Interview with Michelle Beauchamp

Ashleigh and co-host Ryan Woodard interview Michelle Beauchamp, CEO of The Champ Group, about what it is that keeps her in sales, creating significance, and supporting your team.


Show Notes

Her Sales Journey

-Like almost every other person in sales, Michelle accidentally fell into the profession. She started in marketing, promoting Coors on her college campus.

-After college, she worked in a sales support role in the telecommunications field and, as she moved up the ranks, began helping the company’s offices develop their sales teams. Through this, she discovered how much she enjoys helping people and developing relationships with prospects.

Why Sales? 

-Sales allows her to learn about different industries and people while solving problems and taking charge of her income. All of which energizes her.

Forming a Sales Approach

-A good sales approach starts with the right mindset. You have to understand your purpose and commit to understanding others’ purposes by being curious and listening.

Creating Significance

-Sales is about creating success, or significance, for the buyer. Because if you help enough people get what they want, you’ll get what you want.

Discussing the Chauvin Verdict

-Michelle is a big believer in speaking about this news in the workplace.

-Though it might be uncomfortable, as a leader, you must pay attention to the well-being of your employees. Ask open-ended questions and see what you can do to help.

Supporting Yourself and Others

-Think about one person you can turn to and trust in your organization. A person who’s been an ally to you or to whom you’ve been an ally. Tell them what’s bothering you, ask for help, don’t suffer in silence.

-And, if you can’t think of one person, it’s time to start looking for a new organization.

Resources

-Simon Sinek: How great leaders inspire action

-Zig Zigler

-Sales for the Culture

-Leader Shift by John Maxwell

-Win the Day by Mark Batterson

-If You Want to Walk on Water, You’ve Got to Get Out of the Boat by John Ortberg

Connect With Michelle

-michelle@thechampgroup.com

-The Champ Group

-LinkedIn

Apr 29, 202141:48
Episode 68: Interview with Marcus Chan

Episode 68: Interview with Marcus Chan

Marcus Chan, Founder of Venli Consulting Group, joins Ashleigh and Sue to discuss being an Asian man in sales, why there aren’t many Asian people in leadership roles, and how to advocate for yourself.


SHOW NOTES

His Experience in Sales

-Many Asian parents expect their children to work in a prestigious field. So, when he decided to work in sales, they weren’t happy.

-When he began, he was the only person of color on his team and within the region. Being different, he felt pressure to overdeliver, but he struggled at the beginning of his career.

-He decided that because there were so few people that looked like him, he would try to be the best to be a good representation for his demographic.

Asians in Leadership Roles

-It’s still common to see Asian people break into leadership roles in sales. One of the primary reasons is that many Asian people don’t view sales as a viable career path.

-In many Asian cultures, children are taught to listen and follow directions, and these aren’t traits that typically lead to promotions. So, while there are great Asian sales professionals, few are seen because of the necessity of self-promotion to move upwards.

Hiring Introverts or Extroverts

-Top-performing sales professionals have excellent listening skills. They can focus on the customer, ask deep questions, and gain trust. Both introverts and extroverts can do this, but it’s most often introverts who have this trait.

-Possessing excellent listening skills is also rooted in culture. Both Marcus and Sue come from cultures that emphasize listening over speaking.

Advocating for Yourself

-To avoid coming across as if you are bragging, think of the skills you developed throughout the process to get a great result and how you can share those to help other people. Because when you help other people, it highlights that you know what you’re talking about and builds your brand.

Being Different and Making Friends

-Marcus naturally wants to make other people happy, so developing relationships with co-workers has never been a scary task. Plus, having a community in sales is important because it can be very lonely.

Resources

-Anti-racism resources to support Asian American, Pacific Islander community

-Rise of Anti-Asian Hate Crimes

-Career Warfare by David D’Alessandro

-The Psychology of Selling by Brian Tracy

Connect With Marcus

-LinkedIn

Apr 22, 202143:07
Minisode - Introducing Francisco!

Minisode - Introducing Francisco!

Francisco Oller Garcia, a Customer Advocate at Drift, joins the team as one of our newest co-hosts. He and Ashleigh discuss his physical disability and how his positivity and honesty have propelled his career forward.

SHOW NOTES

His Sales Journey

-He graduated with an MBA in 2018 and went to work in marketing. As a marketer, you need to wear many hats, one of the most important is business development.

-He now works as a Customer Advocate at Drift but realizes every person is in sales no matter what they do.

Getting Connected With OSoS

-Ashleigh and Francisco met through Kasey last year while he was in the process of determining his next career move.

Feeling Like an “Other” In Sales / 00:05:17

-Francisco has felt like an “other” throughout his life because of his physical disability. In a pre-pandemic world, he rolled into conferences and received stares.

-He’s always chosen to use humor, vulnerability, and honesty to address that elephant in the room and make deeper connections.

-In a post-pandemic world, he doesn’t have to reveal he’s in a wheelchair. He chooses to because it’s an integral part of his identity.

What Is He Most Proud Of?

-As a Latino man with a physical disability and not much SaaS or B2B experience, he’s proud he made it into his dream company, Drift.

The First Thing He’ll Do When “Normality” Resumes?

-Francisco’s heading back to Puerto Rico to see his family.

Connect With Francisco

-LinkedIn

-Instagram

-Twitter

Let’s Connect!

-Instagram

-LinkedIn

-Twitter

Apr 18, 202113:08
Minisode - Introducing Ollie!

Minisode - Introducing Ollie!

Get to know Ollie Whitfield, one of our newest co-hosts. He currently works in product marketing for VanillaSoft and talks to Ashleigh about how his age has made him feel like an outsider in the sales world and why he said yes to this opportunity.

SHOW NOTES

His Sales Journey

-Ollie was never a sales rep, and at one point said that he never wanted to be in sales.

-His journey starts when he worked in marketing for CreationAgency and ended up connecting with a lot of people in sales. Being around people in sales, he began to try it as a side hustle, winning his company more clients.

-He now does product marketing for VanillaSoft.

Feeling Like an “Other” in Sales

-Age is a factor that often sets Ollie apart from his teammates. Having never attended college, he entered the workforce earlier than most. He often hears that older executives don’t have anything to learn from lower-level, younger employees.

What Is He Most Proud Of?

-Ollie and his team produced a webinar for John Barrows, and they got a record number of webinar signups.

Why Did He Join OSoS?

-It’s an opportunity to gain more experience in the podcasting world. And, he’s excited to shed light on other people in sales who deserve it.

The First Thing He’ll Do When “Normality” Resumes?

-You’ll find Ollie playing pool.

Connect With Ollie

-LinkedIn

-Twitter

Let’s Connect!

-Instagram

-LinkedIn

-Twitter

Apr 18, 202121:49
Minisode - Introducing Sunanda!
Apr 18, 202105:28
Minisode - Introducing Ryan!

Minisode - Introducing Ryan!

Get to know more about Ryan Woodard, BDR Manager at Edify, as he and Ashleigh discuss his passion for electronics, his networking group Sales for the Culture, and how he’s felt like an outsider.

SHOW NOTES

His Sales Journey

-Ryan was able to transform his passion for tech into a sales career, first selling electronics, appliances, and furniture then moving to industrial equipment.

-He’s now back in the world of electronics working as the BDR Manager for the fast-paced startup, Edify.

Getting Connected With OSoS

-As one of the co-founders of Sales for the Culture, a networking group for Black sales pros, we asked him to come on the show initially as a guest. We loved him so much we made him a co-host!

Feeling Like an “Other” In Sales

-Ryan remembers being at a dinner for a sales kickoff and feeling pressured by colleagues to vote a certain way in the 2016 election because of the industry they were in. It wasn’t appropriate, and being one of the only people of color at the table, he felt like an outsider.

The First Thing He’ll Do When “Normality” Resumes?

-Ryan’s heading to the beach, preferably out of the country, with his fiancé.

Connect With Ryan

-LinkedIn

Let’s Connect!

-Instagram

-LinkedIn

-Twitter

Apr 18, 202113:01
Minisode - Introducing Sue!
Apr 18, 202106:51
Episode 67: Interview with Raul Gutierrez

Episode 67: Interview with Raul Gutierrez

Ashleigh and Kasey talk to Raul Gutierrez, Inside Sales Account Manager at Dell Boomi, about improving the interview process, finding the right environment, and his future.

SHOW NOTES

His Sales Journey / 00:00:58

-Raul’s sales journey began in college when he co-founded a small cyber-security software solution with friends, and they tasked him with pitching to investors.

-Through doing this, he found out he could be successful in career technology sales and started at New Relic as an SDR before moving to another big tech company and eventually realizing he enjoys being at startups.

DEI Dialogue / 00:05:19

-Raul stresses that people shouldn’t be afraid to have these hard conversations. When we speak openly and respectfully about what makes us uncomfortable or nervous, it not only makes it easier to discuss but brings us together.

Company Culture and Interviewing / 00:09:23

-Almost all companies, small or large, will sell you a vision during the interview process that seldom is accurate, and you won’t know what it’s actually like until starting.

-Raul would rather companies be honest from the beginning about the shortcomings of their company and the ugly parts of the job at hand. It would make it easier in the long run for both parties to decide if they’re the right fit for each other.

Gauging the Work Environment / 00:13:53

-Ask about the challenges this role will face and what skills or characteristics are necessary to succeed in the position.

-It’s also okay to reach out and ask someone in the company that’s not part of the interview process questions about the culture.

The Right Environment / 00:23:21

-It’s imperative to be introspective and understand what the situation is, how you’re interpreting it, and how it’s making you feel.

-Making a list of the pros and cons of your previous job as well as the job you want can be helpful.

-Remember that you have choices. Your decisions and goals are what form your obligations. You can always make a change if you’re not happy.

His Future / 00:30:48

-He has two overarching goals. The first is to share the knowledge he gains to help others achieve. The other is to seek fulfillment in himself through setting up weekly professional and personal goals.

His Best Advice / 00:33:18

-Just start. It can be poor quality or half-assed; it doesn’t matter. Whatever it is, start.

Resources

-How Successful People Get Ish Done by Ish Verduzco

Connect With Raul

-LinkedIn

-Instagram

Apr 15, 202144:06
Supercut: Ashleigh & Kasey Lightning Round

Supercut: Ashleigh & Kasey Lightning Round

Kasey and Ashleigh have asked everyone else these lightning round questions, and now it’s their turn. Find out everything from their morning routines to favorite sales books.

Apr 11, 202119:54
Episode 66: What's Next for OSoS
Apr 08, 202117:31
Ashleigh Goes Gold

Ashleigh Goes Gold

Plans for the rest of 2020

Kasey and Ashleigh are taking a break and this will be the last episode of 2020! We have a lot of great things cooking(plus Ashleigh has a special announcement) - and to make sure we do them right we need to pause releasing new episodes for the rest of 2021 and for potentially a couple of weeks into 2021.

Thank you all for coming with us on this journey and we hope you have a wonderful holiday season!

And now our regularly scheduled programming…

Ashleigh is moving to the Netherlands!

After a decade of dragging her husband around the US supporting her sales career (and various failed attempts to move to Europe) Ashleigh’s husband Michael is going to graduate school in the Netherlands and since Ashleigh is her own boss she can finally support him as he chases his dreams.

They’ll be moving to a city called Leiden, and will be leaving pretty much...anytime. House is sold - furniture is done. Everything is packed up and ready to go.

It hasn’t been easy - but very excited about this new adventure!!

Nov 27, 202024:22
Episode 64: Selling While LGBTQ+
Nov 15, 202001:02:28
Episode 63: Why and How to Assemble a Sales Squad

Episode 63: Why and How to Assemble a Sales Squad

Ashleigh and Kasey offer their expertise on how to grow your network among your peers because that’s how this podcast came to be, and it’s what makes life and work a whole lot more fun.


Show Notes

Why

-Growing a network of strong relationships is beneficial for both your professional and personal life.

-It was Kasey’s network of people whom she met through sales events and LinkedIn that got her through the attack this summer. And it was Ashleigh’s network that helped her through various lay-offs.

Who

-Be willing to cast a wide net, but be sure that there is an actual connection or mutual interest.

-Become friends with anyone that strikes you as interesting. We often, women particularly, feel that there must be a specific reason to reach out, but there doesn’t.

How

-It can be anything from mentioning how interesting you think their profile is to the fact that you work in similar positions at competing companies. Even simply stating that you’re trying to build your network of sales professionals works. Just stay clear of generic messages and try to personalize it.

-Remember that if you’re connecting with someone that seems super busy, don’t take it personally if they don’t respond the first time you send a message. It’s okay to send another.

-This doesn’t just apply to LinkedIn, but to Discord, Slack, Twitter, Instagram, really any messaging or social site.

What Next?

-Don’t be afraid of complimenting them or being effusive first.

-Utilize the first rule of improv, “yes, and….” If someone asks you for a favor, say you can do it, and tack on something else that might help them out.

-Engage and amplify their content.

-Ask them what they’re excited about and if they need help with anything relating to that.

-Be open to referring people to them as well as them to other people.

Nov 06, 202021:35
Episode 62: 2020 Election Endorsement
Oct 29, 202014:12
Episode 61: Selling While Black
Oct 22, 202001:01:54
Episode 60: Interview With Reuben Swartz

Episode 60: Interview With Reuben Swartz

Show Notes

Sales Journey

-To say Reuben was reluctant to join sales is an understatement, but with a background in software development and pricing, he started a consulting business and had to begin selling.

-He tried to copy the enterprise salespeople he’d seen at previous companies but felt out of place until he realized selling his way was an option.

-It took a change of mindset to feel comfortable in his sales role; he wasn’t selling or manipulating, but rather helping. This vocabulary switch made everything more natural.

Leaning into Science

-As a software developer, he was brought onto sales calls to answer the deep technical questions the clients had, but that the salesperson wasn’t capable of explaining.

-When he leaned into his technical expertise, rather than trying to be what he thought a salesperson was, he had better interactions with prospects.

Aligning Interests

-All companies tinker with the question of how to align what salespeople say their company can offer versus what the company can provide. A lot of this boils down to incentives.

-If sales reps are purely trying to close deals to get a check and move on, it’s going to work a lot differently than closing deals and receiving compensation as the customer grows more successful over time.

-With his background, he has a unique perspective. He can think about what the customer needs from a sales, technology, and service standpoint.

Acceptance

-Traveling consulting was his primary business until he had children. Missing their big moments was never an option, so he began virtual and local consulting. He might not get a penthouse in New York, but that wasn’t important being present for his kids was.

-This shift allowed him the flexibility he needed to take care of his family and forced him to be more open about his personal life at work.

-Accepting where you are and who you are is powerful. Finding your niche and being the master of your domain brings confidence and security.

His Podcast

-Reuben was having a hard time keeping up with his workload and didn’t have time to meet for informational interviews, so he thought about writing a book or starting a podcast.

-The book is still in the works, but the podcast is up and running, and he interviews sales and marketing experts so that you don’t have to make the same mistakes he did.

Resources

-Sales for Nerds

-LinkedIn

Oct 11, 202050:02
Episode 59: How to React When You Get Called Out

Episode 59: How to React When You Get Called Out

As human beings, we have to accept that we’ll occasionally screw things up. Ashleigh and Kasey offer their advice on what to do when someone calls you out.

SHOW NOTES

Listen

-If someone tells you that you did something they felt was wrong, inappropriate, or harmful, your first instinct will most likely be to defend yourself. Fight this instinct and be open and curious by listening and encouraging the feedback.

-Substitute “why” questions with “what” questions like:

-What is it about what I did that made you feel that way?

-What could I have done differently to give you a better impression?

-What makes you say that?

Quick Reactions

-We live in a culture in which assuming the worst of people and running with that assumption is common practice, so it’s inevitable that you will get called out wrongly.

-Even if this is the case, coming from a place of curiosity rather than defensiveness will serve you better. Show appreciation for their willingness to bring this up and ask those same questions.

Reflection

-Ask for time to reflect before you further discuss the matter. You do have to get back to them about what it is you’ve learned and what you’ll do moving forward.

-This time for reflection is also a great time to gather feedback. Sometimes it’s unclear who’s in the right and you can take this time to ask others.

Conclusion

-Getting it wrong isn’t the end of the world. The real mistake is not taking the time to understand and fix it.

Oct 04, 202014:42
Episode 58: How to Call Someone Out

Episode 58: How to Call Someone Out

The world is in a contentious climate currently. Ashleigh and Kasey offer their best advice on how to call someone out when you see them do or say something you feel is wrong.

SHOW NOTES

What Does This Mean?

-Calling someone out is when you see someone say or do something that you don’t feel is right, and you let them know.

-This episode is focused on relatively minor situations, not threatening, discriminatory, or harassing behavior.

Why Do It?

-It’s important to educate. Sometimes people say or do something that they don’t know is bad.

-The intent should be growth, not to make a person look or feel bad.

Publicly or Privately?

-Kasey has called out people both publicly and privately, and it has never been received well, being either blocked, ignored, or dismissed.

-Ashleigh has called out a few people privately to mostly positive responses. The downside of calling someone out privately is that much may not change

Negative Reactions

-Nothing would change if we all kept silent when we saw something we thought was wrong. Even if the person reacts negatively, it doesn’t mean they haven’t learned or grown.

SDRs

-Many of the people Kasey has called out publicly shame SDRs for bad emails. Be an advocate for SDRs because the job is already hard enough.

Conclusion

-If you’re going to call someone out online, understand what you’re walking into, and be ready for their reaction or lack thereof.

-Understand the dynamics of public versus private and make a decision accordingly.

-If you’re in a situation in which someone is threatening, discriminatory, or harassing, talk to Tara Furiani, who deals with this daily as an HR leader.

Sep 27, 202023:18
Episode 57: Heroes

Episode 57: Heroes

In response to the passing of Ruth Bader Ginsburg, Ashleigh and Kasey take this week to highlight a couple more of the most influential heroes in their lives.


SHOW NOTES

Ruth Bader Ginsburg

-On September 18th, Supreme Court Justice Ruth Bader Ginsburg passed away. She was dedicated, eloquent, determined, and honest, among many other things. She leaves a legacy inspirational to so many people, including Ashleigh and Kasey.

Kasey’s Heroes

-Maya Angelou: A guiding quote for Kasey is Angelou’s, “I've learned that people will forget what you said, people will forget what you did, but people will never forget how you made them feel.”

-Mr. Rogers: He celebrated each individual, stating, “As human beings, our job in life is to help people realize how rare and valuable each one of us really is, that each of us has something that no one else has- or ever will have- something inside that is unique to all time. It's our job to encourage each other to discover that uniqueness and to provide ways of developing its expression.” What makes each person unique is what makes them powerful, and if we could recognize this, we’d all be a lot better.

Ashleigh’s Heroes

-John McCain: Ashleigh was lucky enough to meet him during a campaign stop when she was a kid and, as she grew older, watched him grow into a political force. In addition to his service story, he had an unparalleled ability to build compromise and consensus.

-Marie Curie: She devoted her life to science and, though she didn’t know what the outcome of her research would be, persisted with the help of her support system that championed her the whole way through.

Why Have Heroes?

-Not only can you learn from watching them, but they can also instill a sense of hope. Heroes remind us that there’s a light at the end of the tunnel.

Resources

-I Know Why the Caged Bird Sings by Maya Angelou

Sep 20, 202018:60
Episode 56: Interview with Lauren Bailey

Episode 56: Interview with Lauren Bailey

Ashleigh and Kasey talk to the Founder of Factor8 and Girls Club, Lauren Bailey, otherwise known as LB, about salary negotiations, justification, and perfectionism.

SHOW NOTES

#GirlsClub

-Lauren spent 15 years in the inside sales industry, and as she grew, found she was one of the only women at the table. However, it wasn’t until she started Factor8 and joined the Women Sales Pros group that she realized the power of female mentorship.

-#GirlsClub helps women who want to get to the next level in their sales career achieve that goal by providing skill training, confidence boost, and a supportive community.

Encouragement

-A confidence gap exists between men and women, from promotions to salary negotiations, women are sure that if they work hard, they will get the promotion or the raise, but this isn’t the case.

-As a leader, you have a financial responsibility to your company, but women need the encouragement to negotiate. Teach them the skills to do that, and it will pay off, you won’t lose them.

-As a woman, start advocating for yourself, and don’t be afraid to raise your hand if you want or need something.

Justification

-Finding a mentor seems like a daunting task, but you don’t need a great reason to ask someone you admire a question or to send a connection request.

-Lauren coaches women to get past this thinking by offering a community that encourages risk-taking. Women find their voices in a supportive environment and automatically connect with a mentor.

Perfectionism

-The most important thing to remember is that everybody makes mistakes, even the people you admire. It’s okay to screw up.

-Move past the shame of a mistake by being vulnerable. Speak about it and watch others do the same.

-This is a moment that’s highly intense for everyone. You might not want to speak about how you feel for fear of saying the wrong thing, but as long as you’re earnest and open to learning, it’s okay to mess it up. It’s a part of the process.

Connect with Girls Club

-LinkedIn

-Website

Connect with Lauren

-LinkedIn

Resources

-The Confidence Gap

-How to Have Impossible Conversations: A Very Practical Guide by James Lindsay and Peter Boghossian

Sep 14, 202001:23:45
Episode 55: Interview with Blake Hudson

Episode 55: Interview with Blake Hudson

Ashleigh and Kasey talk to Blake Hudson, the Admission Manager at Victory Lap, about gratitude, his background in politics, and how to clarify your identity and purpose.

Show Notes

The Gratitude Gap

-Blake hit the ground running in his first sales role, hitting quota for the first three months. In the fourth month, the stakes increased. His quota doubled, leads narrowed, and he felt he wouldn’t be able to meet the metrics.

-After spending the better part of the quarter sulking, a conversation with a friend helped him to realize that if he could change his viewpoint to one of gratitude, he would be happier and more likely to succeed at work.

Politics

-In his junior year of high school, Blake attended Boys State, a week for learning about civic engagement and responsibility that impacted him greatly. He returned for his senior year, signed up for an American Government class amid the 2008 election, and his group won the mock campaign assignment.

-Believing that politics could be where he would shine, Blake went to college and studied Political Science and Communication and, upon graduating, began working on the Senate Floor.

-While there, he saw what the real work in politics is: listening to your constituents, understanding their needs, taking that to the state or national level, and building coalitions around it.

-He then went on to get his Master’s in Public Administration before running for State Senate.

Sales

-His Senate campaign ended, and he worked on a congressional campaign. After this, he found himself at a very liminal spot in his career.

-While attempting to make sense of his resume, he worked as an admissions counselor. His manager emphasized that this role was a sales position he was selling the university.

-Blake realized he wasn’t getting paid or trained like a sales professional, so he brainstormed ways he could break into sales and eventually found Victory Lap.

Talking to People About Sales

-A tactic he learned early on from giving speeches is to put your focus on the audience. Think about how they are benefitting from your interaction. Sales is about solving problems for other people.

-For underrepresented groups, it can be hard to picture success in the sales industry. Someone must be actively seeking individuals of those groups out and presenting the job in a way that instills the confidence that they can learn and succeed in the role.

Sales as a Start

-Sales is a phenomenal launching point for a variety of different careers. Not only are you able to dip your toe into a wide array of departments, but the skillset relates to every industry and even to personal life to build better relationships.

Who You Want the Be

-The question of who you want to be is overwhelming but can be approached practically.

-Blake helps professionals find clarity and understand what they want by asking what they needed when they were growing up. From there, they then think about how they can provide that for other people, and how those people then change as a result.

-Another tactic would be to ask why multiple times.

Resources

-Ditch the Pitch by Steve Yastrow

Connect with Blake

-LinkedIn

Sep 06, 202050:24
Episode 54: Trauma, Kasey Shares Her Story

Episode 54: Trauma, Kasey Shares Her Story

Kasey went through a very traumatic event in early June and recently returned to the podcast. Today she shares what happened and offers guidance on how to best support survivors of traumatic experiences.

SHOW NOTES

The Attack

-Kasey had two dogs, Mae, who she lovingly refers to as her “ride or die bitch,” and Pillsbury, who had a troubled upbringing and had shown aggression towards Mae, but had never been aggressive to Kasey or her boyfriend, Andy.

-One afternoon while Andy was gone, Kasey heard Mae barking. Knowing Pillsbury was about to attack, she grabbed Mae to bring her outside as he charged, biting Kasey’s arms, chest, face, and ear.

-She managed to get the door open and scream for help. One of her neighbors ran to the end of the driveway, saw what was happening, grabbed her husband, and called 911.

-Paramedics and firefighters arrived but refused to come and get her because of the proximity of the dog. Kasey mustered all of her strength to get up and walk to the end of the driveway where she passed out.

The Hospital

-She spent the next several hours in the emergency room, having doctors take x-rays of her wounds.

-Her orthopedic surgeon was familiar with the genetic degenerative neurological disease that affects her extremities and alters her pain tolerance. Because of this knowledge, he recognized she was strong enough for him to clean and close her wounds right then to make her more comfortable throughout the night.

-The surgery went smoothly, but she felt physically and emotionally drained. Though she wanted to shut down and hide, she knew that she needed to communicate, so she texted Ashleigh and a few close friends as well as posted on LinkedIn.

Recovery

-Being triggered is no joke for those recovering from a traumatic experience. It comes out of nowhere, puts you right back in the traumatic moment, and leaves you feeling disempowered and out of control.

-While it’s helpful to not go through this experience alone, one of the hardest parts is that the trauma isn’t her own, she shares it with other people who have been affected by it in very different ways.

How to Support

-Don’t ask questions that force someone to relive their experience. Don’t ask questions that minimize their experience. Don’t act as if nothing has happened.

-The details that a person chooses to tell about an experience are a gift, but not the full story. You don’t have permission to ask for more or make assumptions.

Surviving

-Kasey’s consistent work with a therapist throughout the years before the attack helped her to navigate her emotions more adeptly afterward.

-Form a strong sense of self and support system before anything happens, so that you’re prepared if something occurs.

Resources

-On Being: Trauma and Resilience Land in Our Bodies with Bessel van der Kolk 

-How to Support Someone Who Has Experienced Trauma

-Dealing with Trauma

-Talk to Someone

Aug 30, 202001:05:54
Episode 53: One Year Anniversary

Episode 53: One Year Anniversary

Ashleigh and Kasey celebrate the one year anniversary of this podcast by discussing what they’ve learned throughout this journey and what’s to come in the next year.

SHOW NOTES

The Basics

-This shit is hard. We figured out a few things quickly, but we are learning and improving each week.

The Mission

-When we started this, our mission was to tell stories from a wide variety of sales professionals. We wanted our demographics to match those of the United States, but we failed.

-A lot of people have good intentions, but don’t do the work. Having good intentions isn’t enough. We have to hold each other to a higher standard to make a change in our industry.

Fixing It

-To be sure that we are staying true to our mission, we are setting up an accountability board. It will be a group of individuals representing various demographics that we will report to, will advise us, and will call us out so that we stay true to our goals.

The State of Sales Survey

-We had some lofty goals for this endeavor, and we’re very excited to share the results. The demographics of the study don’t entirely match the demographics of the United States, but they come close. We got some great feedback, and there will be another one.

Flexibility

-It’s much more valuable for us to be flexible about the content that we share and how we deliver it based on what we feel our community needs and wants. The mission is rigid, the format isn’t, and being flexible in this way allows us to stick with our goals.

Thank you to everyone who has listened and participated. We’re so excited for this next year!

Aug 24, 202036:55
Episode 52: How The Turntables- Interview with Brian Smith

Episode 52: How The Turntables- Interview with Brian Smith

Ashleigh and Kasey flip the script on temporary co-host Brian Smith Jr. this week, asking him about his future in sales, sharing failure, and finding motivation.

Show Notes

Being a Cohost

-Brian’s biggest takeaway while filling in for Kasey as a cohost was that everybody has a story that can help move the sales industry forward, but no one is taking the time to listen. Listening to the unheard voices will help to build better organizations.

Staying in Sales

-Most salespeople struggle with the decision to stay in sales or move on. Sales is a hard industry filled with rejection and many ups and downs, a lot of it out of your control.

-Brian’s unafraid of hard work, and he’s proven that throughout his career, but this has intimidated a lot of people.

-He’s reflected enough to understand that he has the discipline for sales. It’s not his work ethic. He’s dealing with a lot of people that aren’t upfront about their discrimination.

Connection

-Reach out to the people that you admire and follow up if they don’t respond. Throw the rules out the window because they’re only optional. Make moves based on your instinct and experience.

Sharing Failures

-Salespeople only talk about the wins, brushing failures under the rug, and quickly moving on because they think it might cost them their job or a promotion. A lot of positives come from discussing failure.

-Sharing failure allows you to understand where you went wrong and prevent others from making the same mistake.

Motivation

-The quota isn’t a motivator. Dig deeper into your motivation by asking yourself why five times. It’s important to have a personal connection with the work that you do.

-Do the work yourself, don’t wait for your manager to do his with you. The people that understand what they need and bring this information to their managers end up getting way more support.

-We’re told that if you put your head down and work hard, someone will notice and give you a promotion. It rarely works this way. You have to carve a path for yourself.

Perception

-Brian was an outgoing kid, always the loudest in the room. As he grew older, that shifted, and he became much more reserved, feeling he needed to tone himself down.

-He’s been able to use this shift to his advantage. It’s powerful to be able to listen, but he does feel that people haven’t been able to see the real him because he was afraid of how they would perceive him.

Resources

-David and Goliath by Malcolm Gladwell

-Good Life BBQ

Connect with Brian

-LinkedIn

-Twitter

Aug 16, 202001:05:57
Episode 51: Interview with Travis King

Episode 51: Interview with Travis King

Ashleigh and Brian talk to Travis King, host of The Community Builder Show, and advocate for human connection. Travis has worked with Fortune 500 brands, venture-backed technology startups, and rising entrepreneurs. This week they discuss downplaying insight, connecting with the Black community, and strategically jumping from job to job.

Show Notes

Power of Human Connection

-The professional world mimics school. Often, you see someone or scroll past their content every day on LinkedIn, but never stop to connect or communicate with them.

-Forming new connections seems like work, and there are so many other things that need your attention, but it’s an important part of sales.

-You don’t have to do much. It can be as small as taking a few more seconds to write a full comment rather than leave an emoji.

Downplaying Insight

-Travis tried to bring his talented friend, Brandon, onto his sales team. Travis went to his manager after the interview to ask how it had gone and was told that Brandon was too cocky.

-This story resonated with Brian, who tends to downplay his insight. If he comes into a room confident and knowledgeable, he’s often treated as a threat.

-No one should feel the need to downplay their insight. Just because you know something does not mean someone else does. It’s a disservice to the entire team to not share your knowledge.

Black Sales Professionals

-Representation does matter. If people don’t see others that look like them in sales roles, they don’t know that it’s a possibility.

-Companies need to start targeting the many talented Black salespeople working in retail stores or fast-food chains. Most aren’t aware that sales is a viable career and that they’ve already acquired many of the necessary skills through their current job.

How to Resonate with the Black Community

-Travis advocates for completely stripping the fluff of the job description. According to him, companies should say, “We need hungry, curious, coachable people who are looking to grow. What will you be doing? Setting up meetings with decision-makers to potentially purchase this technology.”

-The sales world needs to figure out how to communicate with underrepresented communities, not force those groups to communicate in the same way they do.

Acquiring Information

-Little strategic career steps that may not make sense to the outside world will help in the long run.

-Play the game. Acquire all the information you can, take what you need, and use it for what you want. Information will empower and enable you.

Resources

-The Art of Gathering: How We Meet and Why It Matters

Connect with Travis

-LinkedIn

Aug 10, 202051:47
Episode 50: Interview with Tara Furiani

Episode 50: Interview with Tara Furiani

Show Notes

HR Background

-Tara always saw herself in sales but fell into HR while working as a leasing consultant. After receiving little training before starting the position, she documented her learning process and used that knowledge to help all incoming employees.

Influences

-Tara grew up in Orange County with her adoptive parents, an interracial couple. Both experiencing hate herself and seeing the hate her parents received strongly influenced who she is personally and professionally.

-She has five biological and two adopted children and a passion for changing the workforce so that they never have to fight the same battles that she or her parents have.

The Right Environment

-It’s tough to immediately know if a company’s culture is right for you, so do some digging. Figure out if they have publicly spoken about the issues most important to you.

-Look beyond their words and into their actions. If they’re not actively giving opportunities to underrepresented groups, that’s a major red flag.

-Don’t be afraid to ask about their stance on these tough subjects. Asking lets them know that you’re passionate.

HR’s Role

-HR’s current role is to protect the company, not the employees, and this needs to change.

-The organization’s general counsel or employment attorney should protect the company, and HR should focus on ensuring employees are protected.

Filing a Complaint

-Problems won’t be fixed unless you work to solve them, speak up if you feel uncomfortable or see mistreatment.

-Document every instance in a notebook. Include the following information: date, time, place, people involved, and what was specifically said or done. Doing this provides evidence of a pattern should the situation escalate.

-You will not be blacklisted from any industry for filing a complaint.

Paperwork

-If you are terminated, never sign anything immediately. Take it home and have someone look through the paperwork.

Connect with Tara

-LinkedIn

-Not the HR Lady

Aug 02, 202040:35
Episode 49: Interview with Reland Logan

Episode 49: Interview with Reland Logan

Show Notes

Hair

-Reland grew up in a fairly affluent White neighborhood constantly asked if her hair could be touched. She didn’t truly understand the negative nuances of that question or action until later on.

Being Mixed

-It’s fair to say she’s privileged as a mixed-race person. Most people assume she’s White, but that doesn’t mean she’s a stranger to racism.

-Reland is tired of frequently receiving questions concerning her ethnicity. They make her feel boxed in, and once she’s been labeled as a Black person, her status changes.

Positivity

-Experiencing racism in any form is incredibly taxing, but Reland is naturally positive, resilient, and energetic. Her motto is that when one door closes, another opens, and she’s not going to sit and stare at a closed door.

Her Sales Journey

-She began in retail then worked at a bank for a period before returning to retail as a Regional Merchandising Manager for Michael Kors. She left Michael Kors after being recruited to do business development for staffing.

The Health Toll

-To express an opinion as a Black woman makes you angry, but constantly being everyone’s cheerleader takes a physical and emotional toll.

-Reland ended up in the hospital for four days because her kidneys were on the verge of failure and she hadn’t paid attention to the signs. She’s held to a higher standard and feels she needs to show up for work no matter what.

Starting a Business

-After losing her job due to COVID and unable to get ahold of unemployment benefits, she started her own business in late March.

-As she built it, the push to amplify Black voices began, so her launch has been successful.

-Register to vote and vote with your dollar. Support the Black-owned businesses in your community.

Performative Ally-ship

-You won’t get a gold star for posting on Instagram. Your actions speak louder than words or posts.

Resources

-Racial Disparities in healthcare on The Washington Post

-Everyone Communicates, Few Connect by John C. Maxwell

Connect with Reland

-Website

-Twitter

-Facebook

-Instagram

Jul 26, 202057:58