Over the Wall with Rob LoCascio artwork

Over the Wall with Rob LoCascio

37 episodes - English - Latest episode: over 1 year ago - ★★★★★ - 21 ratings

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.

Business
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Episodes

EP31: Mario Andretti

December 09, 2022 11:00 - 45 minutes - 34.1 MB

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 te...

EP30: OZ Pearlman

November 17, 2022 11:00 - 49 minutes - 36.7 MB

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 abou...

EP29: Julie Wainwright

October 21, 2022 10:00 - 59 minutes - 54.9 MB

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 ...

EP28: Joey Krug

September 16, 2022 10:00 - 37 minutes - 34.8 MB

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 cryp...

EP27: Anthony Scaramucci

July 22, 2022 11:00 - 46 minutes - 16 MB

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 technol...

EP26: Charles Hoskinson

June 24, 2022 11:00 - 52 minutes - 42.1 MB

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 in...

EP25: Jeremy Allaire

May 10, 2022 16:16 - 55 minutes - 76.2 MB

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...

BONUS: Greatest Hits 2021

December 27, 2021 18:28 - 1 hour - 56.2 MB

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, Resh...

EP24: Michael Clinton

December 15, 2021 20:27 - 47 minutes - 43.9 MB

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, rai...

EP23: Michael Chernow

November 29, 2021 19:43 - 55 minutes - 51.4 MB

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, fo...

BONUS: The Gremlin Part 2

November 11, 2021 20:31 - 19 minutes - 17.9 MB

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 answer...

BONUS: The Gremlin Part 1

October 26, 2021 17:07 - 22 minutes - 20.4 MB

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 fascin...

EP22: Leah Solivan

October 11, 2021 20:24 - 44 minutes - 40.6 MB

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...

EP21: Jim McKelvey

September 27, 2021 18:55 - 58 minutes - 54.2 MB

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 m...

EP20: Suze Orman

September 13, 2021 10:00 - 49 minutes - 45.2 MB

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: htt...

EP19: Marc Randolph

August 30, 2021 10:00 - 1 hour - 110 MB

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 recomme...

EP18: Reshma Saujani

August 16, 2021 17:36 - 48 minutes - 44.6 MB

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...

EP17: Chris Duffin

August 03, 2021 06:18 - 55 minutes - 50.7 MB

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.linkedi...

EP16: Kara Goldin

July 19, 2021 10:00 - 52 minutes - 48.3 MB

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: Overc...

EP15: Ryan Serhant

July 05, 2021 10:00 - 49 minutes - 45.2 MB

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 q...

EP14: Melissa Bernstein

June 21, 2021 10:00 - 50 minutes - 46.2 MB

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 enjoye...

EP13: Tim Storey

June 07, 2021 10:00 - 53 minutes - 48.7 MB

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 muc...

EP12: Dr. Jill Bolte Taylor

May 24, 2021 09:00 - 37 minutes - 34.6 MB

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...

EP11: Scott McNealy

May 17, 2021 09:00 - 46 minutes - 43.1 MB

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...

EP10: Anthony Di Iorio

May 03, 2021 09:00 - 1 hour - 56 MB

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

EP9: Scott Kelly

April 12, 2021 09:00 - 47 minutes - 43.5 MB

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! For more content, find me all over social: Instagram: https://www.instagram.com/roblocascio Twitter: https://t...

EP8: Claus Meyer

April 05, 2021 09:00 - 46 minutes - 85.6 MB

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 entrepren...

EP7: Edward Norton Part 2

March 29, 2021 09:00 - 33 minutes - 60.8 MB

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. Would love to hear your thoughts on the podcast so far. Find me all over social: Instagram: https://www.instagram.com/roblocascio Twitter:...

EP7: Edward Norton Part 1

March 22, 2021 10:00 - 51 minutes - 95.4 MB

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 releas...

EP6: Doug Evans

March 15, 2021 09:00 - 1 hour - 115 MB

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 th...

EP5: Dr. Frank Maurio

March 08, 2021 10:00 - 51 minutes - 93.7 MB

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 t...

EP4: Lisa Bilyeu

March 01, 2021 10:00 - 44 minutes - 41.5 MB

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 fr...

EP3: Ron Aniello

February 22, 2021 10:00 - 37 minutes - 34.2 MB

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 f...

EP2: Deepak Chopra Part 2

February 15, 2021 11:00 - 15 minutes - 14.3 MB

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.

EP1: Alfred Lin & Fred Mossler

February 15, 2021 10:00 - 42 minutes - 39.4 MB

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 Ton...

EP2: Deepak Chopra Part 1

February 15, 2021 10:00 - 20 minutes - 18.6 MB

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.

Trailer

December 22, 2020 17:02 - 1 minute - 1.16 MB

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.

Twitter Mentions

@roblocascio 30 Episodes
@joeykrug 1 Episode