The We Attitude Podcast
The We Attitude Podcast is a leadership and mindset podcast focused on the power of “we” over “me.” Hosted by David, each episode explores how shared ownership, trust, and team-first thinking drive stronger cultures, better businesses, and more meaningful lives. Through real conversations, stories from the trenches, and practical insights, The We Attitude Podcast challenges listeners to lead with humility, build together, and win as a team—because the best results are never achieved alone.
The We Attitude Podcast
How to Bet on Yourself: From the Mailroom to the Boardroom
Use Left/Right to seek, Home/End to jump to start or end. Hold shift to jump forward or backward.
Most people talk about betting on themselves. Very few talk about what it actually looks like when it goes wrong.
In this episode of the We Attitude Podcast, David sits down with one of his closest friends to unpack a journey that didn’t follow a straight line—from the mailroom, to sales, to failed partnerships, to entrepreneurship, and eventually the boardroom.
This isn’t a highlight reel.
It’s a real conversation about:
- Trying before you feel ready
- Why failure isn’t the problem—fear of failure is
- The difference between being good at sales and actually running a business
- How networking becomes powerful when it’s intentional
- Why partners matter more than ideas
- And how confidence is built after action, not before
From junior hockey lessons and locker-room brotherhood to business setbacks, leadership growth, and learning to walk into rooms with purpose—this episode breaks down what betting on yourself really means.
If you’ve ever felt stuck, hesitant, or unsure of your next move—this conversation is for you.
Watch until the end for the mindset shift that separates people who talk about growth from those who actually experience it.