https://www.pvig.com/madeit https://byldd.com/ RT Custer turned a passion for nostalgia into two thriving American watch brands: Vortic Watch Co., which transforms antique pocket watches into wristwatches, and the ambitious Colorado Watch Co., aiming to bring American watchmaking back at scale. In this episode, RT shares how he went from a $40K Kickstarter to a federal courtroom battle with the Swatch Group, what it took to buy out his co-founder after 10 years, and why scaling American manufact...
May 26, 2025•42 min•Ep. 33
Entrepreneur and investor Nick Huber joins Connor Tomkies and Alex Lieberman to break down how he built a $100M+ empire starting with sweaty, unsexy businesses like student storage. They discuss his new book The Sweaty Startup, the trap of chasing big ideas too early, and why momentum, urgency, and simplicity often beat innovation. From self-storage to buying a $50M company, Nick shares tactical advice, brutal honesty, and hilarious truths about what it really takes to make it. Plus: how Alex is...
May 12, 2025•48 min•Ep. 32
https://www.pvig.com/madeit https://byldd.com/ We sit down with Barry Stamos, a post-exit founder and investor focused on bold, world-changing companies. Barry shares his journey from corporate consultant to tech founder, detailing his early struggles, successful exits, and how he now supports other entrepreneurs through Supernova, a collective of exited founders backing groundbreaking startups. We explore his investments in companies like Colossal Biosciences, Apollo Neuro, and Brain Ritual, di...
Apr 28, 2025•44 min•Ep. 30
https://www.pvig.com/madeit https://byldd.com/ In this episode Connor sits down with hospitality legend and Modern Elder Academy founder, Chip Conley. From building Joie de Vivre into one of the largest boutique hotel brands in the U.S., to mentoring the Airbnb founders through their explosive growth, Chip shares the behind-the-scenes stories that shaped his career and personal transformation. He opens up about near-death experiences, midlife awakenings, and the powerful wisdom that comes from r...
Apr 14, 2025•50 min•Ep. 31
https://www.pvig.com/madeit https://byldd.com/ In this episode guest Lewis Schiff—a seasoned entrepreneur, author, and former dot-com founder—shares his journey from early entrepreneurial days to successful exits and strategic angel investing. Lewis dives into his experiences in the dot-com era, explains how technology is transforming traditional industries, and reveals insights on building wealth through founder-friendly capital and innovative business models. He also discusses his Birthing Gia...
Mar 31, 2025•39 min•Ep. 29
https://www.pvig.com/madeit https://byldd.com/ We sit down with Mike Lloyd, a seasoned entrepreneur who built and exited Corvus, a cyber insurance company, for nine figures. Mike shares his journey from Virginia Military Institute to MIT and Harvard, diving into the lessons learned from his first failed startup and how he pivoted to massive success. He also discusses his latest ventures, including a high-net-worth insurance agency and an innovative wildfire protection company. If you're interest...
Mar 17, 2025•48 min•Ep. 28
https://www.pvig.com/madeit https://byldd.com/ Episode Description: Connor sits down with Miles Lasater, founder of Purpose Built and co-founder of multiple successful companies, including HireOne, which went public in 2010. Miles shares insights on scaling a business from college startup to IPO, hiring a CEO as a young founder, and the challenges of breaking into difficult markets like higher education and government. He also discusses his venture studio, Purpose Built, and the innovative start...
Mar 03, 2025•32 min•Ep. 27
In this episode of Made It with Connor Tomkies, Justin Donald, the "Warren Buffett of Lifestyle Investing," shares insights into his journey as a post-exit entrepreneur, investor, and community builder. He discusses his early business exits, the power of strategic investing, and the philosophy behind The Lifestyle Investor . Connor and Justin dive into identifying emerging trends, the importance of tax strategies, and the evolution of investment opportunities—from private credit to blockchain an...
Feb 17, 2025•36 min•Ep. 26
In this episode of Made It with Connor Tomkies, Connor sits down with Barak Kaufman, founder of Post Exit Founders, to discuss life after exiting a company and the next steps for founders. They explore the three types of post-exit founders, dive into Barak's investment in a soccer team rivaling Ryan Reynolds' Wrexham, and talk about the challenges and rewards of building "missionary" companies. Barak also shares insights on navigating the "idea maze" and the importance of aligning passion with b...
Oct 21, 2024•38 min•Ep. 25
In this episode of Made It with Connor Tomkies, we dive into a groundbreaking concept with Charlie Olson, CEO of Pando. Charlie explains how his company helps individuals in high-risk careers like professional athletes and entrepreneurs pool their incomes, creating a supportive and incentivized community that shares both successes and setbacks. Learn how Pando has transformed the landscape of career risk management and what the future holds for this innovative business model. Join Our Community!...
Oct 07, 2024•31 min•Ep. 24
In this episode of "Made It with Connor Tomkies," Nick Telson-Sillett shares his journey from founding "Design My Night" to exiting for over £35 million. Nick talks about the challenges of scaling a company in a competitive market, the importance of financial freedom, and how to navigate earn-outs. He also discusses his ventures in angel investing through Horseplay Ventures and his efforts to support the LGBTQ+ founder community. Tune in for insights on business growth, exit strategies, and the ...
Sep 30, 2024•37 min•Ep. 23
In this episode of Made It with Connor Tomkies, entrepreneur Praveen Ghanta shares the unconventional story behind his bootstrapped exit, including a nine-figure success with Hidden Levers. Praveen dives into his philosophy on bootstrapping versus raising capital, the power of fractional work, and what he’s focusing on now with his new ventures. Tune in for an insightful conversation on growing a company with limited resources and timing your exit for maximum gain. Join Our Community: https://in...
Sep 23, 2024•33 min•Ep. 22
In this episode of Made It with Connor Tomkies , Gil Eyal returns to discuss the unpredictable nature of success in the world of social media and business investment. They dive deep into the challenges of investing in consumer products, the importance of identifying businesses with billion-dollar potential, and the pitfalls of the dating app industry. With a mix of humor and insight, Gil and Connor explore the highs and lows of entrepreneurial ventures, leaving listeners with valuable lessons an...
Sep 09, 2024•27 min•Ep. 21
Join Connor Tomkies in this exciting episode of the Made It Podcast as he chats with Darrell Lerner, the man behind All Paws and Snap Interactive. Discover how Darrell transitioned from revolutionizing online dating to creating a successful platform connecting dogs with their forever homes. Listen as Darrell shares the unconventional journey of founding Snap Interactive, leveraging Facebook's app platform, and the unexpected challenges of taking a company public. Learn how his passion for pets l...
Aug 26, 2024•28 min•Ep. 20
Join us for a captivating conversation with Benji Markoff, a returning guest who initially appeared in Episode 3. In this episode, Benji opens up about his latest venture, Padel United Sports Club. He discusses the intricacies of launching a high-end social wellness club focused on the fast-growing sport of Padel. Discover how Benji is building a vibrant community, the strategic decisions behind membership offerings, and his vision for combining sports with wellness modalities like cryotherapy, ...
Aug 12, 2024•46 min•Ep. 19
In this episode we sit down with Alexander White, the co-founder of Next Big Sound. Alexander shares his journey from launching a music data business during his senior year at Northwestern to its acquisition by Pandora for a remarkable 10x revenue multiple. Discover how Alexander's passion for data led him to his next venture, focusing on uncovering and optimizing tax incentives and credits for businesses. Tune in for insights on entrepreneurship, the music industry's data revolution, and the un...
Jul 29, 2024•58 min•Ep. 18
In this episode of "Made It with Connor Tomkies," Connor sits down with Vadim Rogovskiy, a successful entrepreneur who sold his first company in 2014 and has since been involved in various ventures, including the innovative AR company 3DLOOK. Vadim shares his journey from early entrepreneurial efforts in Ukraine, dealing with the challenges of in-game advertising, to his pivot into augmented reality and computer vision technology. Learn about his insights into the startup ecosystem, the importan...
Jul 15, 2024•40 min•Ep. 17
Boris shares his journey from working at Atlassian to founding his own company Atlas Authority, navigating the challenges of being a solo founder, and eventually exiting the business. Dive into their discussion about unsexy business ideas, the importance of shared context in startups, and Boris's candid insights on his entrepreneurial experiences. Whether you're an aspiring entrepreneur or a seasoned business owner, this episode is packed with valuable lessons and unique perspectives. Chapters [...
Jul 01, 2024•37 min•Ep. 16
Eric Bahn, co-founder of Hustle Fund, discusses his journey as an entrepreneur and investor. He shares insights on building genuine communities, identifying true "hustlers", and redefining wealth and success. Eric opens up about his family's story, working with his wife and sister, and the importance of vulnerability in leadership. He also discusses Hustle Fund's unique investment approach and their flagship event Camp Hustle which aims to build meaningful connections. This candid conversation t...
Jun 24, 2024•47 min•Ep. 15
Andrew Warner, founder of Mixergy, returns to the pod to share his insights on the post-exit journey of entrepreneurs. The two discuss the importance of finding meaning and purpose after selling a business, the value of shadowing successful entrepreneurs, and the potential of building a community for post-exit founders. With a focus on personal growth and the unique challenges faced by entrepreneurs after an exit, this podcast offers valuable lessons for anyone looking to navigate the next chapt...
Jun 17, 2024•42 min•Ep. 14
In this episode, serial entrepreneur Dan Reich shares his remarkable journey of building and exiting multiple companies across various industries. From his early ventures in high school to co-founding Spinback, which was acquired by Buddy Media and later Salesforce, Dan's experiences highlight valuable lessons in entrepreneurship, partnerships, and the importance of pursuing passion projects. He also discusses his current approach to building companies and investing through his informal venture ...
Jun 10, 2024•44 min•Ep. 13
In this candid interview, Noah Abelson, founder of ShareRoot, shares his entrepreneurial journey from starting up in a garage to taking his company public. He discusses the challenges of pivoting, fundraising, and navigating co-founder relationships, as well as the emotional toll of life after a successful exit. Noah also shares his passion for making a positive impact and his personal mission to help others heal strained family relationships. Filled with valuable insights and lessons learned, t...
Jun 03, 2024•38 min•Ep. 12
Alex Lieberman, co-founder of Morning Brew and host of the Founders Journal podcast, takes us on a whirlwind journey through his post-exit adventures. From getting a full-body MRI to launching a quirky backyard game, Alex candidly shares the highs and lows of life after a successful startup. He delves into Morning Brew's evolving content strategy, the future of marketing, and the challenges of finding product-market fit with his new venture, StoryArb. Filled with relatable stories and valuable i...
May 27, 2024•46 min•Ep. 11
Jason Kirby shares hard-earned wisdom with Connor, from exiting his company to Walmart, after a failed acquisition by Samsung. Jason explains key lessons for founders in the acquisition process, like getting your own legal counsel and maintaining multiple options. He also details his new venture Thunder, an investment bank aiming to provide founders with the M&A and fundraising guidance he wished he had. The two discuss the rise of eSports in schools, navigating the stresses of being an acqu...
May 20, 2024•48 min•Ep. 10
In this episode, we sit down with Luke Bonney, co-founder of Redox, a healthcare tech company that raised $95 million. Join us as Luke shares his journey from med school dropout to successful entrepreneur, discussing the challenges of building a startup, the importance of strong co-founder relationships, and the future of healthcare technology. Tune in for valuable insights and lessons learned from a founder who's been in the trenches. 00:00:00 - Intro 00:05:07 - The Power of a Big, Bold Purpose...
May 13, 2024•40 min•Ep. 9
From celebrity crashes to influencer insights, lessons from a marketing pioneer. Join Connor Tomkies as he sits down with Gil Eyal, a serial entrepreneur who's seen it all in the world of influencer marketing. Discover the ups and downs of Gil's journey, from working with A-listers like Lil Wayne and Leonardo DiCaprio to navigating the ever-changing landscape of social media. Packed with valuable insights on leveraging celebrity partnerships, adapting to data restrictions, and the future of infl...
May 06, 2024•48 min•Ep. 8
Entrepreneur Shane Neman shares his incredible journey from founding Junebug, a nightclub software and events company, to building EZ Texting, a pioneering mass texting platform. Discover how Shane spotted opportunities, pivoted when necessary, and bootstrapped his way to success. He also shares insights into his current ventures, including an investment in humanoid robotics and the acquisition of the iconic Santa Monica Pier. 00:00:00 - Intro 00:01:00 - Junebug's Origins 00:04:05 - Launching Ju...
Apr 29, 2024•30 min•Ep. 7
Serial entrepreneur Adam Spector shares his journey of building and exiting multiple startups, including his current venture, Levy, which revolutionizes back-office support. In this engaging episode, Adam discusses the lessons he's learned from navigating the entrepreneurial rollercoaster, the importance of solving real problems, and his outlook on the future of work in an era of AI and globalization. He also shares insights on running a VC-backed vs. bootstrapped company, the challenges of attr...
Apr 22, 2024•46 min•Ep. 6
Join along as I sit down with the incredibly inspiring Vlada Lotkina, the brain behind ClassTag, for a journey filled with dreams, determination, and the drive to make a difference in the world of education. From her early days in Ukraine to creating waves in the U.S. tech scene, Vlada's story isn't just about building a successful platform; it's about bridging gaps, overcoming the naysayers, and transforming challenges into triumphs. We're not just sharing her success story; we're diving into t...
Apr 15, 2024•38 min•Ep. 5
We dive into the journey of Benji Markoff, a visionary entrepreneur who transformed the insurance industry with his startup, Founder Shield. Benji shares his rollercoaster experience from the early days of grueling work and personal challenges to achieving a monumental exit. Listeners will gain insights into the importance of resilience, innovation, and the unexpected paths of entrepreneurship, as well as a peek into his next venture, revolutionizing wellness and beyond. [00:00:00] Opening [00:0...
Apr 08, 2024•56 min•Ep. 4
