165 episodes
- Ever thought about stepping into product management—just to try something totally different from engineering?
That's exactly where Monte found himself. After years in dev and even engineering leadership, he made a move he thought would lead to more ownership and product vision. But once he was in the role… something felt off.
In this coaching session, we unpack what actually happens when you chase product titles inside companies—and why the version you're offered often isn't what you imagined. Monte thought he was stepping forward. Instead, he realized he was just managing user stories and process artifacts.
If you've ever wondered, "Is this really what the role is supposed to be?"—you're not alone.
Work with me: https://healthydeveloper.com - In this real coaching session, I talk with John, a developer-turned-manager, who's navigating the messy middle of leadership. He's caught between two teams, two continents, and shifting expectations.
Sound familiar?
We dig into:
The difference between managing people and leading culture
Why growth-stage teams break without intentional leadership
How to lead without authority (especially when others outrank you)
The startup → scale-up trap most companies fall into
Ways to influence product direction by fixing culture first
This is one of the most honest, practical coaching conversations I've had on team culture, dev leadership, and transitioning into management. If you're a senior dev or manager trying to scale impact without losing your soul, you'll get a ton out of this.
Work with me: https://healthydeveloper.com - Ever feel like tech work has turned you into a robot? Just crank out code, stay in your lane, and don't ask too many questions? Yeah—same.
In this real, unfiltered coaching session, I work with Charlie—a creative technologist who's been wrestling with how to bring *real* artistry back into his work. After running his own 3D animation business and helping other creatives thrive, he's now stuck between paying the bills with soul-draining contracts... and figuring out how to build a career where he actually gets to make things that matter. We talk about time management, identity, and how hard it is to self-promote when your creativity feels personal.
If you're a developer or designer who's ever wondered "How do I get back to making stuff I care about?", this one's for you.
Work with me: https://healthydeveloper.com - Today, I'm sharing a real conversation I had with Matt—an experienced developer who's been wrestling with where to take his career next. If you've ever felt like you're stuck doing the same thing over and over, or like your potential is being wasted, this episode is for you.
Work with me: https://healthydeveloper.com
Matt's been on a journey to figure out what he truly wants, beyond just writing code. We dug into some deep topics. Like whether he's truly competitive, how to test his business idea, and finding clarity between stability and ambition.
It's a powerful session where Matt starts to rediscover his entrepreneurial drive and get real about what he wants to build. I think you'll find a lot of takeaways you can apply to your own journey. - Ever feel like you're living in the tech job twilight zone? One minute you're daydreaming about quitting, selling everything, and disappearing into the mountains. The next? You're convincing yourself, "Eh… it's not that bad." Yeah—I've been there.
Work with me: https://healthydeveloper.com
For years. I spent nearly a decade gaslighting myself out of leaving corporate life, ignoring burnout, and pretending I was just "in a rough patch." But after coaching over 120 devs since going solo, I've learned this: most of us know we're done. We're just too skilled at lying to ourselves.
So in this episode, I'm calling it out: Here are 5 signs you shoulda quit years ago—and 5 actions you can take right now to start your escape plan. No fluff. No "just follow your passion" nonsense. Just hard-earned lessons from someone who's been in your shoes—and walked out the other side.
We'll discuss:
Why being too good at your job is actually a trap
How apathy about tech might be a deeper signal
The sneaky way your side projects are trying to tell you something
What your unused vacation days really mean
And why your coworkers' loyalty is starting to feel cult-like
Chapter markers / timelinks:
(0:00) Introduction
(1:41) 1. 5 Signs You Should Have Quit Working in Tech Years Ago
(1:53) 1.1 You're Too Good At Your Job
(2:49) 1.2 You Stopped Caring About the Tech Stack
(3:50) 1.3 Your Side Gigs are Your Real Job
(5:01) 1.4 You're Hoarding Vacation Days
(6:10) 1.5 You Get Annoyed By Other People's Loyalty
(8:00) 2. 5 Immediate Actions to Start Breaking Free
(8:25) 2.1 Quit Caring About Your Next Performance Review
(9:45) 2.2 Sell Some Old Tech Gear
(10:45) 2.3 Reclaim an Hour From Your Job
(12:17) 2.4 Pitch a Fake Client Proposal
(13:58) 2.5 Burn One Bridge of Responsibility
(16:30) Tech Solopreneur Readiness Scorecard
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About Healthy Developer
If working in software feels like politics, pressure, and burnout—you're not crazy. You're just awake.
I'm Jayme Edwards, a tech career strategist and coach. After 27 years in the industry—across startups, consultancies, and enterprise teams—I learned the hard way that thriving in tech means more than chasing promotions or distracting yourself to try and survive the chaos.
In this podcast (the audio version of my YouTube channel, Healthy Developer), I share honest lessons from my career, behind-the-scenes stories from real projects, and strategies you can use to have a healthier work/life balance while growing in tech.
New episodes every Monday on YouTube and here on Wednesdays. Subscribe to join a growing community of software professionals choosing clarity, leverage, and a life over burnout.
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