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.
September 10, 2026
Episode Number
663

Shifting from Hours to Outcomes: How Tech Dads Trade Overwhelm for Presence - Derek Schutz

Are you a senior corporate leader, director, or enterprise tech VP who has climbed to a high-paying salary, yet you find yourself completely exhausted from putting 60 to 70 hours a week into the machine? In this transparent guest conversation, host Billy Keels sits down with Derek Schutz—a senior director leading a massive services team and a multimillion-dollar account portfolio at a market-leading enterprise software brand. Derek pulls back the curtain on his own profound personal wake-up call, sharing how the compounding physical and psychological stress of corporate "busyness" led him to completely audit his calendar capital. Discover how to utilize corporate execution principles—like tracking lead measures instead of lag measures—to compress your working schedule down to a high-impact 40 hours. Learn how to have direct, proactive conversations with your management team to establish unbreakable professional boundaries, and see how to parlay your enterprise leadership capital into an independent, highly rewarding side project completely by choice, not obligation.
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September 8, 2026
Episode Number
662

Move 37: How to Shatter Corporate Limiting Beliefs with a Beginner’s Mind

Are you an overachieving sales leader, director, or enterprise tech executive feeling trapped by the assumption that your only choices are grinding up the rigid corporate ladder or risking everything by walking away? In this thought-provoking solo episode, host Billy Keels explores the profound lessons hidden inside Rick Rubin's book The Creative Act: A Way of Being, drawing a direct parallel between modern career design and the legendary board game Go, a game played for over 3,000 years. Billy breaks down the famous "Move 37" executed by DeepMind’s AlphaGo artificial intelligence, a move so unprecedented that it shocked the world's greatest master because it completely ignored 30 centuries of human limiting beliefs. Discover how adopting a true beginner’s mind (innocent ignorance) allows you to strip away standard corporate conditioning, break free from conventional linear promotion steps, and execute your own "Move C,” allowing you to continuously overperform in your corporate role while simultaneously building a high-impact, independent side venture that puts you in complete control of your time and income.
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September 3, 2026
Episode Number
661

Leveraging Corporate Communication Habits to Build Global Career Options - Derek Smith

Are you an overachieving director, VP, or enterprise leader who wants to take the high-level communication habits you mastered in the corporate world and turn them into a sovereign, global career? In this transparent guest conversation, host Billy Keels sits down with Derek Smith—a public speaking coach and veteran MC of over 5,000 events who used his corporate foundation to engineer an international lifestyle spanning 54 houses across three continents. Derek reveals how winning Samsung's content creator competition at the 2010 Winter Olympics served as a turning point, why over 70% of communication is non-verbal when navigating global boundaries, and how asking one life-changing question shifted his entire trajectory. Discover how to leverage corporate team dynamics, overcome the fear of starting late, focus on "Who, Not How," and build a business in your personal zone of genius entirely on your own terms.
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September 1, 2026
Episode Number
660

Finding the Right Side Business Model for Your Corporate Skill Set

Are you an overachieving director, VP, or senior AE burning the candle at both ends because you’re forcing a cookie-cutter side business that doesn't fit your background? In this highly strategic solo episode, host Billy Keels breaks down why choosing the wrong side venture model leads to intense overwhelm, wasted energy, and a loss of your most critical asset—your time. Drawing from his 26-year corporate career managing $100M EMEA operations for a legacy German enterprise software titan, Billy shares how he built a side asset engine generating $212,000+ per year in additional revenue. Discover how to analyze your current resources using the high-level "invest or build" framework, calculate your exact optionality number down to the decimal place, and trade the limiting fear of failure for a powerful mindset shift: What if it actually works?
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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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