Jim sits down with Sara Blackmer, retired Air Force Lieutenant Colonel, senior partner at Salaiko Capital, and CEO of FluidLogic. This conversation is about leadership that holds up in the real world, not theory. You’l...

This episode puts a bow on the “Best Year Ever” series and pulls the threads together. Jim Oliver and Nick Kosko walk through what actually keeps you on course when motivation fades - vision without systems drifts, and...

In this final teaching episode of the new year series, Jim closes the loop on how to design the best year of your life on purpose. This is not about motivation; it’s about identity, systems, faith, and ownership. 2026 ...

Most people think discipline is the problem. It’s not. The problem is that their life is perfectly engineered for distraction, convenience, and drift. In this episode, Jim breaks down why willpower always loses, how en...

Most people think they fail because they lack discipline. That is false. They fail because their environment is perfectly designed to pull them off course. In this episode, Jim breaks down why willpower always loses, h...

Everybody wants bigger results in 2026—more money, more freedom, more impact. Almost nobody wants the pressure that actually builds the capacity to handle it. In this episode, Jim breaks down the “furnace” moments of l...

In this solo episode, Jim resets the 2026 “best year ever” series and takes you back to the real starting line: identity. This isn’t motivation, resolutions, or another empty goal-setting rant. This is a structured, id...

Most people are trying to “goal” their way into a better year. They set resolutions, white-knuckle new habits, and wonder why everything falls apart by March. In this episode, Jim breaks that pattern wide open. 2026 wo...

Most business owners, investors, and high-income earners are losing money—not because they’re bad at making it, but because they’re bad at keeping it.  In this episode, Jim sits down with tax strategist Chris Shockowit...

In this episode of Breakaway Wealth, Jim breaks down 10 universal success habits every top performer uses—whether they realize it or not. From structured mornings to time blocking, from health optimization to rapid-fir...

In this episode of Breakaway Wealth, Jim Oliver sits down with leadership coach Adrian Koehler—a former pastor and prison leadership trainer who now coaches founders and “type A dickheads” who feel the weight of respon...

In this solo episode of Breakaway Wealth, Jim Oliver dismantles one of the biggest lies in finance: that income equals wealth. He shares hard-earned lessons from his early career in financial planning, where assets mea...

In this episode of Breakaway Wealth, Jim Oliver sits down with Dr. Erin Wilson, a powerhouse in leadership development and the creator of the “NAP Framework” for strategic rest. Together, they unpack relationship intel...