Breakaway Wealth Podcast

In this conversation, Jim Oliver and Nick Kosko explore the hidden costs of comfort and the importance of embracing discomfort for personal growth. They discuss how complacency can lead to stagnation and how high performers leverage tension to achieve their goals. The guys share personal anecdotes and challenge listeners to confront their comfort zones, emphasizing that true growth often comes from uncomfortable experi...

In this powerful episode of Breakaway Wealth, Jim Oliver sits down with Bronson Hill—once a successful (yet time-strapped) medical sales professional who transformed his life through multifamily real estate syndication and smart tax strategies. Bronson shares the pivotal mindset shifts that pushed him to walk away from the comfortable corporate path and into the world of real estate, passive income, and true time freed...

Jim Oliver sits down with men’s coach and author, GS Youngblood, to uncover the secrets of modern masculinity. If you’ve ever wondered how to balance drive, presence, and emotional connection, this conversation delivers. GS shares why being fully grounded doesn’t mean you’re less powerful—rather, it supercharges your relationships, boosts your confidence, and amps up your success in every area of life.

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In this conversation, Jim and Tyler Dunagin discuss the challenges and opportunities in property management and real estate investment. Tyler shares insights from his company, TurnServe, which provides innovative solutions for property managers. They explore the barriers that prevent people from investing in real estate, the importance of systems and processes, and how to build confidence with lenders and sellers. Tyle...

In this conversation, Jim talks with Paul Davis talk about the journey of business ownership, emphasizing the transition from being self-employed to becoming a true business owner. They explore the challenges business owners face, the importance of having a clear exit strategy, and the need for accountability and mentorship. The discussion highlights the significance of defining personal and financial goals, as well as...

In this conversation, Jim Oliver and Rob Walling discuss the world of bootstrapped software entrepreneurship, focusing on the value of SaaS and subscription models. Rob shares his journey in building a community for software entrepreneurs, emphasizing the importance of investing in what you know and leveraging resources for growth. They explore real-life success stories, the significance of continuous learning, and the...

Buckle up for a great conversation as Jim welcomes Robert White to share his experience transforming adversity into opportunity. With vivid storytelling, Robert recounts a childhood marked by hardship and the unwavering grit that propelled him toward a life of training, mentorship, and purpose. Together, they show us how relentless commitment, a sharpened mindset, and personal responsibility can spark genuine financial...

In this episode, Jim and Nick discuss the principles of success, emphasizing the importance of commitment, input versus output, and the pursuit of worthy ideals. They explore how success is not just about the end result but the journey and effort put into achieving goals. The conversation highlights the significance of visualization, setting clear objectives, and taking control of one's path to success. 

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In this conversation, Jim and Jamey Slife explore the lessons learned from military experience, particularly in leadership, decision-making, and overcoming fear. Jamie shares insights from his 23 years in the Marine Corps, emphasizing the importance of building habits, accountability, and the need for effective leadership structures in both military and corporate environments. The discussion highlights how personal gro...

In this conversation, Jim talks with Luke Lunkenheimer and discusses Luke's journey from addiction and crime to a successful entrepreneur and sales trainer. Luke shares his experiences with addiction, the turning point that led him to sobriety, and how he rebuilt his life and career. They explore themes of resilience, the importance of confidence in sales, and the power of authenticity in building relationships. The co...

In this conversation, Jim and Bradley Freedom explore the interconnectedness of health, wealth, and personal freedom. They discuss the importance of clean food, the impact of media and propaganda on public perception, and the necessity of taking radical responsibility for one's personal and financial well-being. Bradley shares his journey from military service to founding the Freedom People, which has a mission of awak...

In this conversation, Jim Oliver and Nick Kosko explore the key traits and habits of highly productive and successful individuals. They discuss the importance of goal setting, time management, continuous learning, discipline, networking, resilience, maintaining a positive mindset, prioritizing health, reflection, and taking action. Each of these elements contributes to achieving personal and professional success, empha...

In this conversation, Jim Oliver and Will Henshall discuss the intersection of music, entrepreneurship, and personal growth. Will shares his journey from musician in the UK pop band London Beat to a successful entrepreneur and inventor. They touch on the evolution of the music industry, the rise of influencers, and the importance of financial literacy and resilience. Will also highlights his men's group, Metal Men, emp...

In this conversation, Jim Oliver and Jack Bosch discuss the concept of land flipping as a means to achieve financial independence. Jack shares his journey from Germany to becoming a successful entrepreneur in the U.S., detailing how he and his wife have created a system for land investing that is location-independent and hands-off. They explore the importance of taking action, the role of personality in success, and th...

In this conversation, Jim and Nick discuss the critical importance of having a clear vision for one's life and the common limiting beliefs that hinder individuals from achieving financial success. They explore fundamentals, including the differences in mindset between average individuals and the wealthy, and emphasizing the importance of shifting perspectives to overcome these beliefs. This episode is chock full of pra...

In this conversation, Jim Oliver and John Tarnoff explore a most pressing issue for many: The challenges faced at mid-career, particularly in the context of today’s digital revolution and changing job market dynamics. John, a career coach, shares insights on how to navigate career transitions, find purpose beyond traditional retirement, and the importance of self-reflection and networking. He emphasizes the need for ac...

In this conversation between Jim and Brian Will, motivational coach and rags-to-riches entrepreneur, they explore the entrepreneurship journey, emphasizing the importance of resilience, motivation, and understanding one's 'why.' Brian shares his unconventional path from adversity to success, discussing the challenges of self-sabotage and imposter syndrome, and the critical lessons learned from early business failures. ...

Jim is joined by Kim Daly, dynamo and entrepreneur extraordinaire, to explore mindset and freedom, and the importance of personal development and inner work. Kim shares her journey of launching the Z Suite, a coaching initiative aimed at helping franchisees achieve success from within. They discuss the significance of a growth mindset, the power of gratitude, and the connection between heart and brain coherence in achi...

In this conversation, Jim interviews Avery Carl, a seasoned real estate investor and expert in short-term rentals. Avery shares her journey into real estate, starting from her early career in the music industry to becoming the CEO of the Short-Term Shop. The discussion covers the differences between short-term and long-term rentals, the importance of location, and the strategies for analyzing rental properties.