Reboot Podcast Episode #186 – Rewiring Our Relationship With Money – with Michelle Masters

The Reboot podcast showcases the heart and soul, the wins and losses, the ups and downs of startup leadership. On the show, Entrepreneurs, CEO’s, and Startup Leaders discuss with Jerry Colonna the emotional and psychological challenges they face daily as leaders.

#186 // August 18, 2026

Guests

Michelle Masters

Michelle Masters

Author & Facilitator

View Bio

Episode Description

What lies beneath our drive for money and success? Is it really about safety, or are we chasing something formed in our earliest years? In this episode, Jerry Colonna is joined by Michelle Masters, author of Wired for Money, as they explore how childhood experiences and inherited patterns shape our adult relationship with money, self-worth, and belonging.

With candor and compassion, Michelle shares stories from her work with clients, including billionaires who still feel anxiety, and explains why our deepest money issues can’t be solved by intellect alone. Together, they illuminate how lasting change comes from tending to the subconscious and somatic origins of our beliefs, allowing us to transform money from a source of fear to a blessing.

 

Show Highlights

Memorable Quotes:

“We think the money will set us free, but as long as we have these fears and anxieties running, as doubts about our worth or our enoughness, there’s not enough money in the world to make it feel enough.” – Michelle Masters

“Most of us have these deep subconscious blocks and fears and beliefs. And generally we’re trying to change subconscious patterns consciously, right? Through our conscious understanding, through conscious action. But the thing is, the blocks that we have, the old beliefs, the old self-sabotage, the old fears and insecurities, are literally stored in a different part of our brains from our conscious analytical mind.” – Michelle Masters

“Most of our beliefs about ourselves and the world, how the world works, what we have to do to be safe, what we have to do to be deserving and worthy. All in place pretty much by age three.” – Michelle Masters

“Our subconscious loves to run twenty-four hours a day loops of terrible things that have happened, terrible things that could happen. And you can’t tell the difference between things that have happened and things that could happen. So it just generates anxiety and fear and reinforces, you know, old patterns of fear, insecurity, questions about our worth continual.” – Michelle Masters

“Unlike your phone, your beliefs are not designed to update themselves because that patterning is really old and it is like password protected, it’s designed to be hard to access.” – Michelle Masters

“One of the best ways you can access the place where that old stuff is stored is through the feeling. The feeling that comes, the emotion that comes, even the physical sensations that come up.  So if when people think about money, they get a tightness in their chest or, you know, a churning in their stomach, or they go kind of almost dissociated, whatever it is, that feeling can be the thing that gets us access to the youngest parts of them, where this all started. Because it is the core beliefs that are really hard to shift.” – Michelle Masters

“When you can start to stabilize like, no, you’re okay. There’s nothing in you that is not enough, that’s broken, that’s flawed, that’s intrinsically wrong; you’re fine. When you can start to stabilize that for people, it’s a huge relief for the nervous system ’cause most of us have been in multiple levels of fight-or-flight our entire lives.” – Michelle Masters