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Over the Wall with Rob LoCascio

Over the Wall with Rob LoCascio

By Rob LoCascio

Rob LoCascio invented webchat for companies. He founded a billion dollar company and has been on the entrepreneurial journey for 25 years. Along the way, Rob had to take risks and make mistakes; his journey to success was not a clear path. In this show, Rob shares his journey, invites industry titans to discuss their biggest mistakes and lessons learned, and helps real entrepreneurs work through challenges big and small.
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EP19: Marc Randolph

Over the Wall with Rob LoCascioAug 30, 2021

00:00
01:00:10
EP31: Mario Andretti

EP31: Mario Andretti

Despite facing immense challenges, Mario Andretti has become one of the most successful drivers in racing history. In this episode, we discover how his lifelong experience in this dangerous and exhilarating competitive sport started and what it took for him to succeed. From a young age, Mario and his twin brother Aldo dreamed of becoming racecar drivers. Despite the multitude of adversities, Mario became a world-class competitive driver who is now a family man and philanthropist aiming to teach the next generations about discipline and the value of resilience.

Tune into the episode to learn the story behind Mario’s success and how he became a legend!


Key Highlights:


[01:30 - 05:35] Formula One Legend, Mario Andretti, shares his life advice and why determination and decision were key to his success in a highly challenging field.

[05:50 - 07:50] Mario Andretti tells the story of how he became a race car driver and the role that faith and family support played in allowing him to overcome struggles.

[15:45 - 20:30] A disciplined mind keeps a race car driver alive, and a positive thought keeps him motivated and focused. Family is also a key factor in success.

[23:48 - 25:20] F1 looks like an individual effort, but it’s all about teamwork, which is required to keep a complex machine running.

[26:10 - 27:15] Which is more important for racing competitions, the car or the driver?

[32:28 - 34:30] You can never take things for granted as a race car driver, because any race could be your last.

[34:40 - 35:45] There can’t be one individual victory that defines you because each victory has something special, and they all build up into a career.

[40:09 - 45:10] Inspiration to succeed doesn’t come just from individual ambition but from your family’s support and the drive to help others.


Tweetable Quotes:

“Nothing that’s worthwhile to pursue in life will be a bed of roses. There’ll always be challenges. If you waste your time dwelling on your mistakes or blaming others, you’ll end up losing yourself.” -Mario Andretti

“One of the keys to my success was learning that it is bigger than just me. There is a whole team behind. These are people who have families and dreams. To win meant to show them that their work was worth it.” -Mario Andretti

“The car and the driver are inherently intertwined. A car cannot make up for what the driver lacks, and vice versa, no matter how good either one of them is.” -Mario Andretti

“One of the key aspects for you to succeed as a driver is to always include your team. Make them proud to be there and make them feel like they’re an important part of why you’re there.” -Mario Andretti


Don’t forget to visit Mario Andretti’s website to learn more about him and his career:

https://www.marioandretti.com/career-highlights


Enjoying the podcast? For more content, find me all over social:

Instagram: https://www.instagram.com/roblocascio

Twitter: https://twitter.com/RobLoCascio

LinkedIn: https://www.linkedin.com/in/rlocascio

Dec 09, 202245:26
EP30: OZ Pearlman

EP30: OZ Pearlman

Get ready to be amazed! Magic is truly something that continues to capture the imaginations of humans. Today, Oz Pearlman is here to reveal that even though magic is in the mind, harnessing it can lead to something unique! Oz is a mentalist born in Israel (1982) before moving to America at 3. He was captivated by magic from a young age and started earning a profit from it at just 14 years old. He has since been featured on America's Got Talent and Jimmy Fallon. In this episode, we learn about his career journey and how he became successful in such a niche area. We dive into the importance of mastering the mind and how it can be used to take risks and succeed by overcoming failure.


Jump right into the show and learn how mastering the mind can help you do the impossible!


Key Highlights:

[00:00 - 06:47] How Oz was bit by the magic bug and hustled to make a living with it.

[06:48 - 10:50] Exploring humans’ innate intrigue with magic and the mind.

[10:51 - 18:46] Put in the 10,000 hours. How to harness the mind to grow beyond the point of failure.

[18:47 - 24:56] Human evolution is very telling. Survival traits passed down through humanity make it easier to read each other.

[24:57 - 31:20] Mental practices that build rapport and connections with people.

[31:21 - 39:01] Strong and creative minds stay ahead of the curve mentally and physically.

[39:02 - 43:03] Your drive to overcome difficulties will determine your success.

[43:04 - 49:32] (Oz performs a mental trick) How to set goals and exceed your expectations.


Quotes:


"Once I started doing well, I always wanted to give back. I've instilled that in my kids, but I think that if I had grown up where I didn't have that drive, I would've been lazier because I couldn't afford to be lazy." - Oz Pearlman


"[Magic] allowed me to get a lot of opportunities that I don't think I would've gotten otherwise because of the way you build rapport with people.” - Oz Pearlman


“It’s hardwired in our DNA to keep growing… Magic is amazing because it’s something that always stays ahead of what you know.” - Oz Pearlman


“There are certain things you have a gift for that I would call a talent, that’s innate, and you can develop it.” - Oz Pearlman


“It’s not physical; it’s mental. If someone had a gun to your kid’s head and said go run 50 miles right now to save their life, you would do it…! You can do it. You can dig deep and access those reserves.” - Oz Pearlman


“A lot of the best things come out of something difficult, traumatic; they create scarcity.” - Oz Pearlman


“Take on big things that you don’t know if you can do because otherwise, you’ll never push yourself on to the next level.” - Oz Pearlman



Want more from Oz? Check out https://www.ozpearlman.com/  and stay amazed.


Enjoying the podcast? For more content, find me all over social:

Instagram: https://www.instagram.com/roblocascio

Twitter: https://twitter.com/RobLoCascio

LinkedIn: https://www.linkedin.com/in/rlocascio

Nov 17, 202249:50
EP29: Julie Wainwright

EP29: Julie Wainwright

You hear all the time that your past shapes your future, but it’s the execution that truly matters. Julie Wainwright is a fantastic individual. She's the founder of The RealReal, and a dot-commer, like me. In this episode, we get to hear about her childhood, the challenges Julie faced in her past, and how they’ve shaped her as a CEO and business owner. We’ll also dive into some real talk about how Covid affected her business and the people in it, as well as the adventures she went on in her early career that shaped the skills she would need later.

Tune in and learn how to turn your past challenges into future success.


Key Highlights:

[00:07 - 07:59] How Julie created a more sustainable fashion industry and how Covid presented significant challenges to her business.

[08:00 - 14:27] A lesson in crisis management—how Julie dealt with the Covid chaos.

[14:28 - 19:39] How to keep yourself physically and mentally strong without running yourself down.

[19:40 - 30:41] Julie reveals her background and how your past can prep you for your future.

[30:42 - 36:15] Find out how a corporate job at Clorox helped hone and shape Julie’s writing, networking, and execution skills for when she would go off and build a business of her own.

[36:16 - 44:22] Knowing when to walk away from something you created to start building a legacy.

[44:23 - 50:15] Same thing, different way: Leaders need to find a way to transform their businesses, not keep it the same way.

[50:16 - 1:00:55] Sexism and discrimination against women in the workforce are still a reality, with challenges that people need to recognize.


Quotes:

“It was that whole idea of, ‘you're smart, you can figure it out,’ [that] was already in me from a very early age by both parents—and then I HAD to figure it out.” - Julie Wainwright

“I don't know if there's a higher hand. I think you can connect to something bigger than you, and if you listen, I think you can get comfort in that.” - Julie Wainwright

“I don’t have a victim bone in my body… I wake up, and I'm like, ‘this is gonna be a good day.’ That's my first thought.” - Julie Wainwright

“This is really important for entrepreneurs: doing nothing is always much worse than doing something.” - Julie Wainwright

“It’s been an honor for me to be able to run the company and see this idea come to life in a way that transcends what one person could do.” - Julie Wainwright

“Recognize that the world that men maneuver in is not the same as the world women do.” - Julie Wainwright


Be sure to connect with Julie Wainwright.

Enjoying the podcast? For more content, find me all over social:

Instagram: https://www.instagram.com/roblocascio

Twitter: https://twitter.com/RobLoCascio

LinkedIn: https://www.linkedin.com/in/rlocascio

Oct 21, 202259:55
EP28: Joey Krug

EP28: Joey Krug

These days, you can hardly talk about investing without cryptocurrency and decentralized finance entering the conversation in some capacity. Joey Krug, CIO of Pantera Capital, one of the largest asset managers in crypto, is here to shed some light on navigating this evolving asset class. We discuss how product and market analysis help them make decisions when investing in crypto, the relationship to traditional finance, dangers to consider when investing, and current events happening in crypto.

Dive in and learn how to mitigate risk and find opportunities in a very volatile market.

Key Highlights:

[00:00 - 06:23] Joey Krug and an Intro to the Defi Market: Alive, well, and not so different from traditional finance.

[06:23 - 12:38] What is a Maker DAO, and how do you participate in it?

[12:40 - 19:04] Joey talks about how he mitigates risk as a CIO managing highly volatile assets and sentiments surrounding DeFi right now.

[19:04 - 25:42] The most significant lessons Joey learned in DeFi trading: Being too aggressive, taking risk off too soon, and missing out on-chain analytics.

[25:42 - 31:49] The relationship between crypto and traditional finance and how knowing it can help you navigate the market.

[31:49 - 37:18] The cultural shifts within crypto have played a major role in what it is today and why it correlated with tech.  Culture is also essential when it comes to building a business.

Quotes:

"I think DeFi has drastically changed the way finance works.” - Joey Krug

"The biggest mistakes I've made when it comes to trading are basically in two categories.: One is taking risk off too soon, and the other is not taking risk off soon enough." - Joey Krug

“Twenty years from now, banks will compete on the UI layer, like what the experience is like for the user and all the stuff under the hood.” - Joey Krug

“What I hate in a culture is people who complain about a bunch of problems… What you should do is solve it for yourself, and if you can’t, service it to the person who can.” - Joey Krug

Be sure to follow Joey Krug.

Enjoying the podcast? For more content, find me all over social:

Instagram: https://www.instagram.com/roblocascio

Twitter: https://twitter.com/RobLoCascio

LinkedIn: https://www.linkedin.com/in/rlocascio

Sep 16, 202237:38
EP27: Anthony Scaramucci

EP27: Anthony Scaramucci

The markets had been brutal, given the fluctuating conditions, pressing political issues, and fiascos all around. How do we navigate through this when it comes to business and investments? In this episode, Rob and Anthony advise listeners to be patient, size appropriately, and ignore the market drama. The risk involved with cryptocurrency investment requires the participation only of the brave and patient. With this, listen in as Anthony provides his insights into what’s ahead in the technology sector.

Key Highlights:

[02:04 - 05:39] - The key is to choose realism over philosophy when navigating the market. Have a plan and be more patient when things go wrong.

[06:20 - 08:40] - Be wary of confusing brains with a bull market. Understand the risk involved and be cautious of the cash flow.

[17:08  - 19:00] - When the business comes crashing down, the greatest bull market run in your life can happen. Don’t pretend that you know everything.

[21:31  - 23:14] - Cryptography requires adaptation and faith. This game is not for the impatient and fearful.

[26:38 - 27:58] - The administration is making a mistake by being indifferent to the stock market and failing to understand the harmony between Main Street and Wall Street.

[28:45  - 30:22] - Reclaiming America’s former glory requires strong-willed political leadership.

[37:02  - 39:05] - Anthony shares how he entered politics during the Trump administration, got blasted, and moved forward.

Tweetable Quotes:

"In the beginning, I was super frightened Rob, I made all of the classic bad decisions, overreacting to my emotions, and all the fear… And so you could be philosophical about that. Or you can be realistic, I'm going to choose realism over philosophy." - Anthony Scaramucci

"You're in a situation right now where a lot of really good things are happening, but current market sentiment is very negative… But if you're not patient, you can't be in this market.” - Anthony Scaramucci

“If you're not failing a little, you're not really living, you're not pushing yourself to where you can go.” - Anthony Scaramucci

“You don't wallow and you don't play the victim, you know? And you go forward.” - Anthony Scaramucci

Enjoying the podcast? For more content, find me all over social:

Instagram: https://www.instagram.com/roblocascio

Twitter: https://twitter.com/RobLoCascio

LinkedIn: https://www.linkedin.com/in/rlocascio

Jul 22, 202246:39
EP26: Charles Hoskinson

EP26: Charles Hoskinson

How do we picture a financially free world? In our current status, does identity privacy truly exist? In this episode, Rob and Charles tackle challenging the status quo with the Web 3 systems. Listen closely as they discuss its implications on inclusivity, governance, and identity under this ecosystem and how Cardano aims to solve the pressing issues of the design areas to make this feasible.

Key Highlights:

[03:08 - 05:32] - The bitcoin movement proved that it is here to stay. It is an industry to be taken seriously.

[09:59 - 11:55] - The winners of the online world are centralized companies. Web 3.0 focuses on undoing this by enforcing decentralization and a token-based economy through blockchain.

[16:59  - 18:57] - In the blockchain system exists transparent logic, which allows control over data transmission and availability.

[21:17  - 23:45] - Cryptography now focuses on new capabilities and building on the next generation of identity.

[39:23 - 30:10] - Cardano came about from solving three design areas - scalability, interoperability, and governance.

[40:54  - 42:59] - Facebook or Google should not decide your identity, but in Web 2.0, the vast majority of utility about you is heavily controlled by third-party actors.

Tweetable Quotes:

"It [decentralizaton] is really been a game of how do you make it better, faster, cheaper? It's also a game of how do you make it more accessible? And also a game of how do you make it secure, because the problem is, the bigger these things get, the larger their attack surfaces are. And there's no accountable party for when they fail." - Charles Hoskinson

"One of the big design areas that we have to figure out as an industry is how do we build protocols where the bottom up can maintain the systems, upgrade the systems and keep them competitive, and create reliability and security as if there was a centralized custodian, but no one's in charge?” - Charles Hoskinson

“We shouldn't live in a world anymore in a world that has overwhelming data and digitization to say, ‘Trust us.’ ” - Charles Hoskinson

Enjoying the podcast? For more content, find me all over social:

Instagram: https://www.instagram.com/roblocascio

Twitter: https://twitter.com/RobLoCascio

LinkedIn: https://www.linkedin.com/in/rlocascio

Jun 24, 202252:22
EP25: Jeremy Allaire

EP25: Jeremy Allaire

In this episode, Rob tells a story about how he began using one of Jeremy’s first products, Allaire Forums, and how it eventually led to the creation of Live Person. Rob and Jeremy also discuss how they got into the Internet in the early days, before the Web. They discuss the development of Bitcoin as a reaction to the financial crisis and a way to decentralize power. Additionally, they explain how the internet has evolved into an organism, birthing new platforms and technologies in response to data sovereignty, privacy, and security threats.

Key Highlights:

[04:05 - 04:47] - The open nature of the Internet enables anyone to communicate and connect with others around the world.

[07:33 - 11:43] - Web2 excitement was about democratizing access and enabling openness and communication for everyone.

[11:44  - 12:41] - The birth of Bitcoin and the vision for Web3 came from a need for humans to progress.

[24:29  - 26:32] - DAOs (Distributed Autonomous Organizations) could produce more value than even some of the world's biggest companies within the next few years.

[39:23 - 45:36] - The purpose of USDC is to provide a digital alternative to fiat currency backed by real assets.

[50:23  - 50:59] - Interpol's head of financial crimes research says that 98% of money laundering is in the banking system and goes undetected.

Tweetable Quotes:

"As entrepreneur, you're constantly being told why you're wrong." - Jeremy Allaire.

"The US Treasury Department's top priority in this space is not how do we go launch a digital dollar. It's how do we put in place a regulatory framework around large-scale dollar stable coin issuers like Circle” - Jeremy Allaire

Enjoying the podcast? For more content, find me all over social:

Instagram: https://www.instagram.com/roblocascio

Twitter: https://twitter.com/RobLoCascio

LinkedIn: https://www.linkedin.com/in/rlocascio

May 10, 202255:21
BONUS: Greatest Hits 2021

BONUS: Greatest Hits 2021

What a year it's been here at Over The Wall. I've been fortunate to interview incredible guests, from an astronaut to a chef to a neuroanatomist...I could go on. In the spirit of that, I wanted to present you to you some of my absolute favorite moments from the year in this special edition episode. It was incredibly hard to pick, but in this greatest hits mashup, you'll hear from: Ryan Serhant, Edward Norton, Anthony Di Iorio, Suze Orman, Deepak Chopra, Melissa Bernstein, Marc Randolph, Reshma Saujani, Lisa Bilyeu, Tim Storey, and Kara Goldin. All incredible minds I was lucky to speak with.

I look forward to many more riveting conversations in the future and hope you enjoy this special episode to cap off the year.

I'd love to know who you think I should be speaking with in the New Year. Who is inspiring you? Who is pushing themselves and being upfront about the mental game it takes to be an entrepreneur? I'd love to have them on. Let me know. You can find me all over social:
Instagram: https://www.instagram.com/roblocascio
Twitter: https://twitter.com/RobLoCascio
LinkedIn: https://www.linkedin.com/in/rlocascio

Dec 27, 202101:01:18
EP24: Michael Clinton

EP24: Michael Clinton

This week's guest is a man who has made an enormous impact on the world of culture, media, fashion and beyond. Michael Clinton has served as executive vice president at not only Condé Nast but also their direct competitor Hearst. He was the publisher that grew GQ to be the iconic publication it is today. Not only that, he is a prolific photographer, writer and world traveler. His story will push you beyond your comfort levels.

For more content about entrepreneurship, founding a company, raising funds, or to just ask me a question, you can find me all over social:
Instagram: https://www.instagram.com/roblocascio
Twitter: https://twitter.com/RobLoCascio
LinkedIn: https://www.linkedin.com/in/rlocascio

Dec 15, 202147:48
EP23: Michael Chernow

EP23: Michael Chernow

On this episode of Over The Wall, I interviewed renowned restaurateur Michael Chernow. You may know Michael as the founder of the immensely successful Meatball Shop, or his seafood spot Seamore's. We talk about all of that in this episode, but also dig deeper into his past, how it affected who he is today, his strict morning routines and workout regimens and the mental capacity it takes to make it all happen.

I know you're going to love this one.

For more content about entrepreneurship, founding a company, raising funds, or to just ask me a question, you can find me all over social:
Instagram: https://www.instagram.com/roblocascio
Twitter: https://twitter.com/RobLoCascio
LinkedIn: https://www.linkedin.com/in/rlocascio

Nov 29, 202155:50
BONUS: The Gremlin Part 2

BONUS: The Gremlin Part 2

This is Part 2 of The Gremlin bonus episode of Over The Wall.

I'd like to welcome you to a very special edition episode of Over The Wall. You might have noticed that, in most of the interviews I've done here, I'll ask my guests the same question: what does the little voice in your head tell you? The voice that makes you doubt yourself and second guess. I like to call it the "gremlin" in their head sometimes. Well, we've taken each time that question was asked and compiled some of the answers here for you. Presented back to back, I thought it was fascinating to see how much we really all have in common at the end of the day, no matter our experiences, age, industry, whatever.

In this episode you'll be hearing from:

00:37 - Ryan Serhant
02:33 - Melissa Bernstein
14:30 - Reshma Saujani

For more content about entrepreneurship, founding a company, raising funds, or to just ask me a question, you can find me all over social:
Instagram: https://www.instagram.com/roblocascio
Twitter: https://twitter.com/RobLoCascio
LinkedIn: https://www.linkedin.com/in/rlocascio

Nov 11, 202119:33
BONUS: The Gremlin Part 1

BONUS: The Gremlin Part 1

I'd like to welcome you to a very special edition episode of Over The Wall. You might have noticed that, in most of the interviews I've done here, I'll ask my guests the same question: what does the little voice in your head tell you? The voice that makes you doubt yourself and second guess. I like to call it the "gremlin" in their head sometimes. Well, we've taken each time that question was asked and compiled some of the answers here for you. Presented back to back, I thought it was fascinating to see how much we really all have in common at the end of the day, no matter our experiences, age, industry, whatever.

In this episode you'll be hearing from:
00:35 - Lisa Bilyeu
08:22- Chris Duffin
10:49 - Anthony Di Iorio
16:38 -Suze Orman

And we'll be back next week with a part two with some other amazing guests so make sure to tune into that as well.

Anyway, here it is - hope you enjoy this special edition episode of Over The Wall. Keep walking.

For more content about entrepreneurship, founding a company, raising funds, or to just ask me a question, you can find me all over social:
Instagram: https://www.instagram.com/roblocascio
Twitter: https://twitter.com/RobLoCascio
LinkedIn: https://www.linkedin.com/in/rlocascio

Oct 26, 202122:14
EP22: Leah Solivan

EP22: Leah Solivan

This week I speak with TaskRabbit founder Leah Solivan. Leah had so much wisdom and advice for feeling burnt out in the world of startups. Her stories really resonated with me as someone who has struggled in the past with continuously moving forward in the face of failure or roadblocks. Now, with TaskRabbit having been acquired by Ikea, she has a wealth of experience to share with you all about life after being a founder and what comes next.

For more content about entrepreneurship, founding a company, raising funds, or to just ask me a question, you can find me all over social:
Instagram: https://www.instagram.com/roblocascio
Twitter: https://twitter.com/RobLoCascio
LinkedIn: https://www.linkedin.com/in/rlocascio

Oct 11, 202144:16
EP21: Jim McKelvey

EP21: Jim McKelvey

Very excited about this week's guest: Square founder Jim McKelvey. Jim had so many fascinating pieces of wisdom to share. He is the definition of an entrepreneur, able to use his outside the box thinking to create a brand new product in a space that hadn't been innovated in years. We also discussed becoming an founder for the right reasons and whether those you love might be the ones holding you back. You're going to love this conversation, I just know it. Let me know what you think. 

For more content about entrepreneurship, founding a company, raising funds, or to just ask me a question, you can find me all over social:
Instagram: https://www.instagram.com/roblocascio
Twitter: https://twitter.com/RobLoCascio
LinkedIn: https://www.linkedin.com/in/rlocascio

Sep 27, 202158:56
EP20: Suze Orman

EP20: Suze Orman

This week's guest is the incredible Suze Orman. A legend in the finance world and beyond, Suze shared some of her biggest tips with me on the podcast but also went beyond that to dig into what truly attracts money, how we can prepare for the future, and what makes a great leader. I hope you enjoy the episode as much as I did recording it.

For more content about entrepreneurship, founding a company, raising funds, or to just ask me a question, you can find me all over social:
Instagram: https://www.instagram.com/roblocascio
Twitter: https://twitter.com/RobLoCascio
LinkedIn: https://www.linkedin.com/in/rlocascio

Sep 13, 202149:06
EP19: Marc Randolph

EP19: Marc Randolph

This week's guest is an exciting one: Marc Randolph, co-founder of Netflix, and host of the extremely popular podcast That Will Never Work. Speaking with Marc, I was absolutely blown away by his ability to see ideas in everything and his grit and determination in making them happen. We can all learn so much from what he did with Netflix. His story will blow you away.  His book, "That Will Never Work: The Birth of Netflix and the Amazing Life of an Idea", came out in 2019 and I highly recommend you check it out.

For more content about entrepreneurship, founding a company, fundraising, or to just ask me a question, you can find me all over social:

Instagram: https://www.instagram.com/roblocascio

Twitter: https://twitter.com/RobLoCascio

LinkedIn: https://www.linkedin.com/in/rlocascio

Aug 30, 202101:00:10
EP18: Reshma Saujani

EP18: Reshma Saujani

I'm honored to welcome Reshma Saujani to the show this week. An outspoken activist, founder of Girls Who Code and champion and leader of the Marshall Plan for Moms, Reshma has brilliant ideas and solutions for how we can best support the next generation of female entrepreneurs.

For more content about entrepreneurship, founding a company, fundraising, or to just ask me a question, you can find me all over social:
Instagram: https://www.instagram.com/roblocascio
Twitter: https://twitter.com/RobLoCascio
LinkedIn: https://www.linkedin.com/in/rlocascio

Aug 16, 202148:43
EP17: Chris Duffin

EP17: Chris Duffin

This week's guest is the legendary and incredible Chris Duffin. Not only is Chris one of the physically strongest people in the world, he is an entrepreneur in every sense of the word. His story will inspire and move you, as it did me.

For more content about entrepreneurship, founding a company, fundraising, or to just ask me a question, you can find me all over social:

Instagram: https://www.instagram.com/roblocascio
Twitter: https://twitter.com/RobLoCascio
LinkedIn: https://www.linkedin.com/in/rlocascio

Aug 03, 202155:08
EP16: Kara Goldin

EP16: Kara Goldin

I am so excited to share this week's guest: Hint Water founder Kara Goldin. Kara is a true entrepreneur in every sense of the word. Her journey to founding her company is full of twists and turns and reminded me that the path to being a founder and a leader is never a straight road. You have to be open to some detours. I found her advice to be refreshing, straight forward, and actionable, something we need more of when it comes to talking about founding a company.

Her book, Undaunted: Overcoming Doubts and Doubters, is excellent and is available now - I highly recommend it to anyone looking for how to overcome the voices who want to see you fail.

For more content about entrepreneurship, founding a company, fundraising, or to just ask me a question, you can find me all over social:  Instagram: https://www.instagram.com/roblocascio
Twitter: https://twitter.com/RobLoCascio
LinkedIn: https://www.linkedin.com/in/rlocascio

Jul 19, 202152:28
EP15: Ryan Serhant

EP15: Ryan Serhant

This week's guest is real estate legend Ryan Serhant. Ryan and I covered a huge range of topics and I was so impressed with him. A true entrepreneur, he talked about leaning into moments when others might pull away, forging ahead, listening to his gut, and how he got his start.

His new book, Big Money Energy, is a New York Times bestseller and chock full of lots of wisdom. I highly recommend it.

For more content about entrepreneurship, founding a company, fundraising, or to just ask me a question, you can find me all over social:

Instagram: https://www.instagram.com/roblocascio
Twitter: https://twitter.com/RobLoCascio
LinkedIn: https://www.linkedin.com/in/rlocascio

Jul 05, 202149:12
EP14: Melissa Bernstein

EP14: Melissa Bernstein

On this episode, I sit down with a titan of the toy industry, Melissa Bernstein. Not only did Melissa found one of the most successful toy companies of all time, she also has overcome immense mental health walls and obstacles in her journey doing so. She was so candid and raw during our conversation, so open, I was moved by her story and changed by meeting her. Her struggle is something so many of us can relate to, but we don't discuss enough. I hope you enjoy the episode as much as I enjoyed the conversation.

For more content about entrepreneurship, founding a company, fundraising, or to just ask me a question, you can find me all over social:

Instagram: https://www.instagram.com/roblocascio
Twitter: https://twitter.com/RobLoCascio
LinkedIn: https://www.linkedin.com/in/rlocascio

Jun 21, 202150:19
EP13: Tim Storey

EP13: Tim Storey

On this episode, I speak with acclaimed author, life coach and speaker Tim Storey. A spiritual guide to stars like Oprah, Robert Downey Jr. and Quincy Jones, Tim is one of the most inspiring people in my life and I am so grateful to have him on the show today. We dug into his new book, The Miracle Mentality, and how you can shift your life into one of abundance by tapping into the sources that fuel transformation and growth. He is a wealth of knowledge and I know you're going to learn so much from this episode. Thank you, Tim, for coming on!

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Jun 07, 202153:00
EP12: Dr. Jill Bolte Taylor

EP12: Dr. Jill Bolte Taylor

On this episode, I spoke with Dr. Jill Bolte Taylor, a neuroanatomist and author with years of experience in understanding and unpacking the intricacies and details of the brain and mental health. We talked about her incredible path from early career to her breakout TED Talk and book on witnessing her own stroke. We also talked about how we can take each part of our consciousness and brain and actively get them to work together more cohesively. She is a fountain of wisdom and information and it as an honor to speak with her. Really hope you enjoy the episode!

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May 24, 202137:20
EP11: Scott McNealy

EP11: Scott McNealy

This week I speak with Sun Microsystems founder Scott McNealy. Scott is a Silicon Valley legend. He stands alongside Steve Jobs and Bill Gates as one of the pioneers of the tech space and his thoughts on how to run a company still inspire me today. I even hosted the very first LivePerson code ever written on a Sun Microsystem server. Needless to say, talking to him and getting to pick his brain was an exciting glimpse into how one of the original founding tech companies came to be and how he made tough important decisions to keep them going along the way. Hope you enjoy the episode!

We'll be back with a new episode in a couple weeks! 

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May 17, 202146:49
EP10: Anthony Di Iorio

EP10: Anthony Di Iorio

It's an honor today to have on my friend Anthony Di Iorio. Co-founder of Ethereum, a pioneer in blockchain, a true visionary - Anthony is brilliant and any time I'm able to sit with him and have a conversation, I feel fortunate. We discussed innovation, the future of blockchain, his current projects, overcoming the impossible and so much more. 

We'll be back with a new episode in a couple weeks. Our next one is a big one. Stay tuned.

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May 03, 202101:00:55
EP9: Scott Kelly

EP9: Scott Kelly

This week I am joined by legendary astronaut Scott Kelly, who holds the record for the longest time spent in space among so many other impressive incredible feats. I learned so much from my conversation with him, especially when it comes to overcoming obstacles and his way of viewing the world.

Enjoy the conversation and be sure to tune back in next week for a brand new episode!

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Apr 12, 202147:16
EP8: Claus Meyer

EP8: Claus Meyer

This week's guest is Claus Meyer, a world renowned chef, culinary entrepreneur, food activist and author. Claus is responsible for what is called the Nordic Food Movement, a renaissance of food innovation in the Nordic countries. His restaurant, Noma, was consistently rated as the best restaurant in the world multiple years in a row. Needless to say, our conversation was fascinating and I'm lucky to have him on today. We discussed difficult childhoods, finding your calling, and why entrepreneurs need to consider the bigger picture when starting a business. 

Enjoy the conversation and be sure to tune back in next week for a brand new episode!

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Apr 05, 202146:40
EP7: Edward Norton Part 2

EP7: Edward Norton Part 2

This is part two of my conversation with the actor Edward Norton. To listen to part one, check out last week's episode! You won't want to miss the entire in depth discussion.

In the conclusion of our talk, we dig into why waiting for everything to perfectly align isn't the answer to realizing your goals and dreams, and Edward shares a valuable lesson.

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Mar 29, 202133:03
EP7: Edward Norton Part 1

EP7: Edward Norton Part 1

On this week's episode, I bring you part one of my conversation with my dear friend, actor Edward Norton. Edward comes from a long line of entrepreneurs, and the vigor and tenacity with which he attacks every new project in his life reflects that. We discussed being raised in an entrepreneurial household, the importance of defining what it means to fail, and how disappointment has affected his career and life path. 

Make sure to tune back in for part two next Monday! New episodes are released weekly on Monday mornings.

Would love to hear your thoughts on the podcast so far. Find me all over social:

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Mar 22, 202151:57
EP6: Doug Evans

EP6: Doug Evans

This week, please welcome to the show a personal friend of mine and legendary entrepreneur and founder, Doug Evans. Doug and I went deep on this episode into some of the tougher topics around leadership - things like admitting when something isn't working, finding purpose, making sacrifices in our personal lives, and how being an entrepreneur can be a selfish act. I hope you enjoy the conversation as much as I did. There is a lot of wisdom in this one.

Would love to hear your thoughts on the podcast so far. Find me all over social:

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Mar 15, 202101:02:34
EP5: Dr. Frank Maurio

EP5: Dr. Frank Maurio

This week, I'm joined by renowned neuropsychologist Dr. Frank Maurio. I found my way into Dr. Maurio's office at one of the most challenging points of my life. I was lost and unsure of where to go next or what to do. The advice and guidance he gave me resonated with me so much, and the lessons he taught me I have used every year since in so many of the decisions I make, especially as it pertained to starting LivePerson. He is full of wisdom and I'm very excited to have him on Over the Wall today.

Mar 08, 202151:04
EP4: Lisa Bilyeu

EP4: Lisa Bilyeu

My latest guest on Over the Wall is an incredible entrepreneur, podcast host, speaker, and co-founder, Lisa Bilyeu. You might know Lisa as the partner and wife of Tom Bilyeu, who, alongside, she eventually founded and sold health bar company Quest Nutrition for a cool billion dollars in 2019. Lisa’s journey took her from growing up in a conservative Greek family in London to eventually meeting Tom and relocating to Los Angeles when Tom was struggling to build his career in tech. Lisa went from a stay-at-home wife married to a high-functioning entrepreneur to eventually joining Tom in his career pivot, which led them to founding Quest and building it into a billion-dollar success. In the episode, Lisa talks about some of the pressures and emotional difficulties of building a massive business with your significant other, how to navigate personal and professional tension, the troubles and triumphs of building Quest, as well as her experiences (and challenges) being a female entrepreneur.

Mar 01, 202144:33
EP3: Ron Aniello

EP3: Ron Aniello

Leave it to a world-renowned music producer and songwriter who’s worked with everyone from Bruce Springsteen to Shania Twain to understand what inspires people to be their most creative—and create something incredible. My friend Ron Aniello joined me on Over the Wall from the studio in New Jersey for an inspiring conversation about how to surround yourself with talented people who can boost your creative process and set you off towards success. There’s tons of helpful knowledge in this one for anyone experiencing creative frustration, self-doubt, or issues answering the call of their own curiosity.

Feb 22, 202137:21
EP2: Deepak Chopra Part 2

EP2: Deepak Chopra Part 2

For part two of Over the Wall with Deepak Chopra, we hear from the iconic doctor  about some of his tips for finding your true purpose, navigating creative breakthroughs, the basics of meditation, and how all of these teachings can serve you in fulfilling your greatest dreams and visions. Deepak also shares more about how to cope with anxiety in your life and entrepreneurial career, and the key to trusting your gut feelings when facing difficult situations.

Feb 15, 202115:33
EP2: Deepak Chopra Part 1

EP2: Deepak Chopra Part 1

For the second episode of Over the Wall, I'm honored to welcome Deepak Chopra. In part one of the episode, Deepak focuses on one of the many difficulties that plague entrepreneurs: getting unstuck. Deepak also explains how “reflective inquiry,” the concept of asking yourself purposeful questions, can help you gain more control of some of the unpleasant emotions. In closing, Deepak shares his “happiness formula,” and how to use this mental exercise as an entrepreneur.

Feb 15, 202120:18
EP1: Alfred Lin & Fred Mossler

EP1: Alfred Lin & Fred Mossler

In November of 2020, the world of entrepreneurship lost an incredible leader and business icon with Tony’s Hsieh’s tragic passing. I was lucky enough to have spent time with Tony over the years and always looked up to him as someone who reinvented customer service while creating a culture-first company at Zappos and community built on passion and the quest for providing happiness. For the first episode of Over the Wall, I had the honor of being joined by Alfred Lin & Fred Mossler, two of Tony’s best friends and early Zappos executives, for an intimate and insightful conversation about Tony's core values, early challenges and inspirations, his unique leadership style, and how he took Zappos to unimaginable heights by attention to persistence and partnership in the face of challenges.

Feb 15, 202142:44
Trailer

Trailer

Rob LoCascio invented webchat for companies. He founded a billion dollar company and has been on the entrepreneurial journey for 25 years. Along the way, Rob had to take risks and make mistakes; his journey to success was not a clear path. In this show, Rob shares his journey, invites industry titans to discuss their biggest mistakes and lessons learned, and helps real entrepreneurs work through challenges big and small.

Dec 22, 202001:15