Mildly Unstoppable
Mildly Unstoppable is about getting uncomfortable on purpose — in small, human ways that add up.
Each episode explores courage in real life — rebuilding your finances, changing careers, speaking up, starting over, trying something new when you don’t feel ready. Through solo reflections and honest interviews, we look at what actually helps people move forward: not hype or hustle, but momentum, self-trust, and doing the thing anyway.
This is for adults who are a little bored with playing it safe and ready to feel more alive, one brave step at a time. Small risks. Real courage. A life with more momentum.
Mildly Unstoppable
Changing Your Stars: A Top Engineer's Career Hack to Break into Tech Startups
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Changing Your Stars: A Top Engineer's Career Hack to Break into Tech Startups
In this episode of Mildly Unstoppable we hear from Zachary Gillan, an electrical engineer and entrepreneur. Zachary shares his journey from working in defense to starting multiple companies and eventually working at Blissway, a tech startup changing the tolling industry. We discuss how he hacked his career path to break into the start up world, the courage it took to take risks, and the mistakes he made along the way. Zachary emphasizes the importance of learning from failures, the value of ownership and autonomy in a workplace, and how past experiences shaped his current success.
Jobs at Blissway
00:23 Meet Zachary Gillan: Career Beginnings
00:53 Highlight Reel vs. Reality
02:14 Blissway: Revolutionizing Tolling
07:22 The Journey to Electrical Engineering
14:53 Transitioning from Defense to Startups
38:03 Choosing Startups Over Tech Giants
41:54 Navigating Professional Growth
58:18 Admitting Mistakes and Learning