Brett Trainor Unplugged · Mar 10, 2025 · 52:40
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In this special crossover episode, I sit down with Kyle Knowles on Maker-Manager Money to share my journey from 30 years in corporate to building The Escapee Collective and The Collective Academy. We dive deep into why I walked away from corporate life, how I overcame the uncertainty of going solo, and the powerful mindset shifts that made all the difference.
We discuss:
✅ The moment I knew I was done with corporate for good
✅ Why finding your first client is easier than landing your next job
✅ How to structure your day as a solo entrepreneur (without guilt)
✅ The hidden inefficiencies of corporate—and how small businesses are leveraging fractional and consulting talent
✅ Why GenXers have all the skills they need to go solo (even if they don’t believe it yet)
If you enjoy this discussion, I highly recommend checking out Maker-Manager Money—Kyle has some great conversations with entrepreneurs and business owners.
🎧 Listen to Kyle’s podcast here: Maker-Manager Money
Chapters
00:00 The Journey from Corporate to Freedom
02:52 Finding Balance and Managing Time
05:54 Health and Wellness in Entrepreneurship
08:49 Redefining Success Beyond Money
12:07 The Shift to Small Business Opportunities
14:59 The Power of Networking and Finding Clients
18:02 Building the Corporate Escapee Community
21:12 Navigating the Entrepreneurial Landscape
23:56 Embracing Change and Experimentation
29:50 Surprising Insights from the Community
32:01 The Journey of Corporate Escapees
35:02 Building a Supportive Community
38:27 Networking and Collaboration in Business
40:08 The Corporate Escapee Podcast
41:07 Personal Reflections and Lessons Learned
49:14 The Freedom and Challenges of Entrepreneurship
Episodes: Brett Trainor Unplugged