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The Founder’s Focus: Culture, Capital, & Conviction w/ Vijay Rajendran of Startup System
What happens when you jump into entrepreneurship without a co-founder and without a safety net? Vijay Rajendran has done just that, and more. In this episode, he shares his journey from launching Hungry Globetrotter to leading digital innovation at global banks and advising hundreds of startups. We dig into the emotional weight of solo founding, the value of structured support, and why your “path to moat” matters more than having one on day one. Vijay also talks about his approach to hiring, staying in your zone of genius, and increasing your surface area for opportunity. Packed with practical wisdom and honest reflections, this one is for anyone building from zero to one.
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Episode Resources
“The Hard Thing About Hard Things” by Ben Horowitz (https://a.co/d/5sivXFO)
“Zero to One” by Peter Thiel (https://a.co/d/8q4Dut7)
“Venture Deals” by Brad Feld and Jason Mendelson (https://a.co/d/brj0OO0)
“How Will You Measure Your Life?” by Clayton Christensen (https://a.co/d/8l6kqb7)
“Never Split the Difference” by Chris Voss (https://a.co/d/ir3M1YX)
“The Funding Framework” by Vijay Rajendran (https://a.co/d/7szE3tu)
“The Illusion of Invincibility or Why Cannons > Moats” article by Vijay Rajendran (https://open.substack.com/pub/startupsystem/p/the-illusion-of-invincibility-or?r=1z3bi1&utm_campaign=post&utm_medium=web&showWelcomeOnShare=false)
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Validating Your Startup Idea w/ Iñaki Gonzalez of Climatta
Iñaki joins the show to share how he turned a no-code prototype and one powerful ally into his fast-growing climate-tech startup, Climatta. He dives into the power of starting lean, why building with customer feedback is everything, and how trust—not just traction—wins investors. From co-founder dynamics to bootstrapping with nothing but a Figma file and a favor, this is a raw, insightful look at what it really takes to build something that matters.
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Episode Resources
“Only the Paranoid Survive” by Andrew Grove (https://a.co/d/acCH658)
“Predictable Revenue” by Aaron Ross (https://a.co/d/iFC7efW)
“The Mom Test” by Rob Fitzpatrick (https://a.co/d/drMFDyi)
“Crossing the Chasm” by Geoffrey Moore (https://a.co/d/9tq5mlq)
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Healthcare, AI, and Challenging the Status Quo w/ Daniel Yeboah of Revella Health
What do successful entrepreneurs have in common? They ask the questions no one else is asking. Today, I sit down with Daniel Yeboah—founder, problem-solver, and challenger of the status quo. From his first paper route to successfully exiting multiple startups, Daniel has always seen opportunities where others see roadblocks. Now, he’s tackling one of the toughest industries—healthcare—with AI-powered, real-time insights for providers. We cover so much in this episode. We break down the myths of building a business, the realities of fundraising, and why running lean is critical in a company’s early stages. There’s a ton in here to chew on, and anyone in the Startup space will take something practical and insightful away from his perspective.
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Episode Resources
Check out what Daniel and his co-founder are building at Ravella Health (https://www.revellahealth.com)
“Startup Success” by Gordon Daugherty (https://a.co/d/b50Xzn5)
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The Billion-Dollar Problem No One Is Talking About w/ Tom Chapman of Peeq Pro
“Eyelids are gross—people should wash them.” That’s the message that today’s guest, Tom Chapman, is on a mission to share with the world. In our interview, we talk about how his experience as a serial entrepreneur is helping him tackle a problem most of us don’t even realize we have. Dry eye disease is exploding, thanks to our screen-heavy lifestyles, and yet almost no one is doing anything about it. Tom and his co-founders started Peeq Pro to address the issue by revolutionizing eyelid hygiene. We dive into what it takes to build a business in an industry that’s still waking up to its own problem, the hard truths of entrepreneurship, and why taking bigger swings is the key to real impact. Tom transparently shares invaluable perspective on everything from starting a company with your spouse, to navigating the challenges of building hardware vs. software. There’s something here for everyone. Let’s dive in!
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Episode Resources
Check out what Tom and his co-founders are building at Peeq Pro (https://peeqpro.com)
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Building the Future of Fitness, Health, and Longevity w/ Ben Mason of Athlete
What if life insurance didn’t just protect you financially but actually helped you live longer? In this episode, we sit down with Ben Mason, co-founder and CEO of Athlete, a startup that’s disrupting the insurance industry by pricing based on fitness, instead of based on risk level. Ben shares his journey from advertising to entrepreneurship, the hard lessons he learned about chasing ideas vs. listening to customers, and why he believes mental health doesn’t have to be a sunk cost for founders. We dive into the challenges of launching a product in two countries at once, the myths that hold startups back, and how Athlete is planning to navigate data privacy concerns for its customers. Ben’s experience and skillsets are extensive, and I took away so much even from our short time together. You don’t want to miss this one!
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Episode Resources
Check out what Ben and his co-founder are building at Athlete (https://lifeathlete.co)
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Leveraging Accelerators to Build & Scale Your Startup w/ Tom Griffiths of Gale Payments
In today’s episode I talk with Tom Griffiths, co-founder of Gale Payments, as we uncover the realities of startup life and accelerators. Tom shares his journey through multiple ventures, including lessons learned from building without customers, balancing speed with craft, and why accelerators like Techstars were crucial for his company’s growth. He dives deep into the power of networks, the importance of traction when applying, and how founders can overcome common pitfalls. Whether you’re considering an accelerator or just curious about the startup process, this episode is packed full of valuable insights anyone can learn from. --- Episode Resources Check out what Tom and his co-founder are building at Gale Payments (https://www.withgale.com) The Underdog Founder by Adrezio de la Cruz (https://a.co/d/gD2GnaI) The Founder University "Pre-Accelerator" Course by Jason Calacanis (https://www.founder.university)
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