You work hard. Make your income go further.

Going Long Podcast: A podcast dedicated to helping high wage earners claim more of their time and money, the smart way.

Latest Episodes

Browse our list of special guests and episodes.
October 29, 2026
Episode Number
677

From $2.5B Regional COO to Future Ready Agency Founder - Cathy Ward

Are you a senior corporate executive, COO, or enterprise leader sitting on multi-billion dollar operational experience, wondering how to channel your skill capital into an independent venture that aligns with your energy? In this transparent guest conversation, host Billy Keels sits down with Cathy Ward—former Regional COO for SAP Asia Pacific & Japan (an 8,000-person region generating $2.5B in revenue), Operating Partner at Keensight Capital, and founder of The Future Ready Agency. Cathy shares her 30-year journey across 18 roles in 7 companies worldwide, detailing how writing a sabbatical policy in her late 30s allowed her to step off the corporate treadmill and pivot from sales leadership to HR and global operations. Discover how to distinguish between what skills to keep and what to let go, how to align organization, people, and AI into a unified growth system, and why "radical retirement" is actually about continuously retiring old selves to step into greater schedule sovereignty entirely by choice.
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October 27, 2026
Episode Number
676

Beyond Limiting Beliefs: How High Performers Walk Away with the Prize

Are you an overachieving director, VP, or enterprise leader holding yourself back from launching a side venture or pitching a new initiative because you feel you lack certain credentials or qualifications? In this inspiring solo episode, host Billy Keels breaks down a relatable lesson from a rainy summer afternoon at a Chicago White Sox baseball game. Billy shares how his oldest son overcame self-doubt, navigated around the crowds, and used his unique background as an international traveler from Spain to stand out and claim a souvenir foul ball from the ball boy. Discover why focusing on what you don't have is the ultimate limiting belief, how to identify and lean into your unique differentiators, and why taking calculated action during chaotic moments when others retreat is the secret to winning in your career and building independent assets.
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October 22, 2026
Episode Number
675

Navigating the Unknown: How to Use Calculated Risk to Reclaim Your Career Path - Kate Turner

Are you a senior enterprise executive, VP, or elite sales director performing at the absolute top of your game, yet feeling an inner friction about what your next logical career step should be ? In this transparent guest conversation, host Billy Keels sits down with Kate Turner, a veteran sales leader with over a decade of corporate experience, including five years executing strategic goals at Salesforce and scaling tech firms like Glassdoor. Kate maps out the profound, direct correlation between professional poker mechanics and elite enterprise execution, showing how she used a cyclical path between multi-billion-dollar brands, scrappy startups, and live card tables to anchor her own definition of lifestyle harmony. Discover how to disarm the external pressures of mainstream career paths, utilize corporate educational resources to fund your skill development, and analyze any professional rut through a simple three-choice framework so you can navigate your career entirely by intention, not obligation.
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October 20, 2026
Episode Number
674

Redefining 65: Shifting from Traditional Retirement to Lifelong Contribution

Are you an overachieving director, VP, or enterprise executive who has been told your entire career to climb the ladder, hit age 65, and magically "retire" to a quiet beach? In this provocative solo episode, host Billy Keels breaks down a recurring, honest realization that surfaces during client onboarding: high achievers are simply wired differently. Traditional retirement—sitting around sipping mai tais—is a myth built for someone else's definition of success. Drawing examples from legendary contributors like Warren Buffett and 80-year-old industry leaders who show up to work every day by choice, Billy explains that true career optionality isn't about stopping work. It's about reaching your "Optionality Number" so you can redirect your high-level skill capital into projects, independent assets, and community causes that give you deep personal energy and financial returns entirely on your own terms.
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First Generation Capital Partner Logo
May 8, 2021
May 8, 2021
35 MIN

What's the best smartphone camera?

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About Your Host -

Billy Keels

I'm just a regular guy from a middle-class family from Columbus, Ohio, who grew up knowing nothing about investing. When I started to become successful in my career, I had no idea how to invest my high salary. I was too embarrassed to ask because I felt like I “should’ve” already known. I remember hearing colleagues talking about being “accredited investors” and giving them fake nods like I knew who they were talking about.

From that point on I gave myself the challenge of learning everything I could about all things money and investing. My mission was to turn my high wages into financial freedom. 8 years later, I achieved it: I created a monthly passive income that met all of my expenses. I no longer had to work if I didn’t want to.

And now, I’m here to help you.

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