
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.

November 5, 2026
Episode Number
679
Action Leads to Evidence: How a High-Performing Corporate Mom Built Side Revenue - Makeda Boehm
Are you an overachieving sales director, VP, or enterprise tech leader sitting on valuable skill capital, wondering how to build an independent business without risking your steady corporate paycheck? In this transparent guest conversation, host Billy Keels sits down with Makeda Boehm, an enterprise software professional, Amazon bestselling author, podcast host, and founder of Seed and Society. Makeda details the "lightning bolt" moment she realized that depending on a single corporate income source was a major risk and how she used AI automation to build a thriving side business while managing a 7-figure quota and raising two young children. Discover how to implement Makeda’s "Context Training" framework to automate business operations, why taking fast action builds the evidence you need for real confidence, and how to structure your time so your independent assets always serve your family first.
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November 3, 2026
Episode Number
678
Beyond W-2 Dependency: How to Navigate Corporate Fragility & Reclaim Time Capital
Are you a senior director, VP, or enterprise leader who has experienced the sudden disruption of a new boss, a bad cultural fit, or a sudden corporate restructuring?In this real-world solo episode, host Billy Keels shares an insightful story from a recent mentee call with a seasoned executive who managed hundreds of millions of dollars in enterprise revenue. Billy breaks down what happens when the leader who hired you leaves and a "wrecking ball" manager steps in, creating instant instability in a role you loved. Discover how this executive pivoted away from traditional W-2 dependency into independent 1099/subcontracting work, taking control of his earning power, reclaiming his schedule sovereignty, and opening up high-value international opportunities without giving up the corporate game.
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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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May 8, 2021
May 8, 2021
35 MIN
What's the best smartphone camera?
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