Introducing the WillPower podcast, hosted by a young author and accredited businessman, Will Holdren. Each week, he sits down with some of the top entrepreneurs in the industry to discuss their journey to success, the challenges they faced, and the insights they've gained along the way. From startups to Fortune 500 companies, Will delves into the stories of entrepreneurs who have made a significant impact in their field. Join him as he explores the mindset, strategies, and experiences of the…
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On this episode of the WillPower Podcast, Will sits down with co-host Rick Segal and special guest Anya Cheng, Founder & CEO of Taelor, an AI-powered clothing subscription service reimagining how men shop for and wear clothes. Before launching Taelor, Anya spent over a decade in Silicon Valley leading product and growth at companies like Meta, eBay, Target, and McDonald's — including a pivotal…
In this episode, we welcome Arti Finn, co-founder of Orijin, alongside co-host Rick Segal, for a conversation about reimagining opportunity for individuals impacted by the justice system. Arti shares the story behind founding Orijin in 2014 with a bold mission: creating pathways to living-wage employment for justice-impacted individuals and helping break the generational cycle of incarceration. We…
What happens when getting fired turns out to be the best thing that ever happened to you? For Ramon Ray, it was the spark that launched an entrepreneurial journey most people only dream about. Ramon spent years working a stable job at the United Nations, juggling two young kids and a growing family — until he was let go for being too entrepreneurial. Instead of seeing it as a setback, he took it…
What if you could skip the property altogether and buy the debt instead? In this episode, we sit down with Scott Carson — known throughout the industry as "The Note Guy" — to unpack the world of mortgage note investing. Scott has spent years teaching investors how to buy distressed and performing notes directly from banks, effectively stepping into the bank's shoes. Instead of managing tenants,…
What do commanding a nuclear submarine and building lasting wealth have in common? More than you'd think. In this episode, Rick and I sit down with Gary Pinkerton — a Navy veteran who spent over 30 years as a nuclear submarine officer, including commanding the USS TUCSON, before pivoting into a second career as a Wealth Strategist. Gary opens up about the wake-up call that changed his financial…
What if you could buy and sell real estate without ever walking into a bank? Chris Prefontaine, Chairman and Founder of Smart Real Estate Coach® and 4x best-selling author, has built an entire movement around exactly that. A 3-time Inc. 5000 honoree and former Forbes Business Council Member, Chris has guided his community to hundreds of successful creative finance transactions across North America…
What happens when a technology leader who's helped scale a therapy organization from 70 to 180 clinicians decides to build the tool he always wished existed? You get Ambiki — and you get Kevin Dias. Kevin is the founder of Ambiki, an EMR and practice management platform built specifically for pediatric speech, occupational, and physical therapy practices. Before launching Ambiki, Kevin served as…
What does it take for a high-achieving executive to step off the traditional path, relocate to Spain, and build a life of true freedom — without sacrificing success? Billy Keels has done exactly that, and he's made it his mission to help other ambitious C-Level leaders do the same. Billy is a national bestselling author, the host of the top 1% globally ranked podcast Going Long , and an…
Jon Ostenson has seen both sides of the business world — 15 years climbing the corporate ladder, including a VP of Sales role at Carter's overseeing $350M in revenue, and then a full pivot into franchising. Now, as Founder of FranBridge Consulting and a top 1% franchise consultant in the US, Jon spends 90% of his time helping everyday people discover the freedom and wealth that come with owning…
What do running ultramarathons and scaling a $283 million real estate portfolio have in common? Everything — if you're Jason Yarusi. This week, host Rick Segal joins the show as we sit down with the founder of Yarusi Holdings, a man who has built and exited a construction company, restaurants, a brewery, and now over 2,500 apartment units since 2017. Jason doesn't just talk about discipline and…
