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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 creator of the ESCAPE Stack. 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 trying to survive the chaos.
In this podcast (the audio version of my YouTube channel, Thriving Technologist), I share honest lessons from my career, behind-the-scenes stories from coaching developers, and a roadmap for breaking free of the grind—especially if you're curious about consulting or building a more independent life 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 autonomy over burnout.
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 creator of the ESCAPE Stack. 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 trying to survive the chaos.
In this podcast (the audio version of my YouTube channel, Thriving Technologist), I share honest lessons from my career, behind-the-scenes stories from coaching developers, and a roadmap for breaking free of the grind—especially if you're curious about consulting or building a more independent life 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 autonomy over burnout.
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Here's a quick summary of the last 5 episodes on Thriving Technologist.
Hosts
Jayme Edwards
Previous Guests
John
John is a developer-turned-manager who is currently navigating the complexities of leadership. He is caught between two teams and two continents, dealing with shifting expectations in a growth-stage environment. His experience reflects the challenges faced by many in similar positions, making him a relatable figure for those in tech management.
John is a developer-turned-manager who is currently navigating the complexities of leadership. He is caught between two teams and two continents, dealing with shifting expectations in a growth-stage environment. His experience reflects the challenges faced by many in similar positions, making him a relatable figure for those in tech management.
Charlie
Charlie is a creative technologist who has experience running his own 3D animation business. He has a background in helping other creatives thrive but is currently navigating the challenges of balancing financially stable work with his desire to engage in meaningful artistic projects.
Charlie is a creative technologist who has experience running his own 3D animation business. He has a background in helping other creatives thrive but is currently navigating the challenges of balancing financially stable work with his desire to engage in meaningful artistic projects.
Matt
Mattan experienced developer who has been wrestling with his career direction and is exploring his entrepreneurial potential.
Mattan experienced developer who has been wrestling with his career direction and is exploring his entrepreneurial potential.
Bena
Bena is a seasoned engineering manager and Agile coach with extensive experience in the tech industry. He specializes in helping teams navigate complex challenges and improve their workflows. His expertise lies in fostering agile methodologies and empowering developers to overcome obstacles in their careers.
Bena is a seasoned engineering manager and Agile coach with extensive experience in the tech industry. He specializes in helping teams navigate complex challenges and improve their workflows. His expertise lies in fostering agile methodologies and empowering developers to overcome obstacles in their careers.
Topics Discussed
team culture
leadership
management
growth-stage teams
influence
product direction
creativity
tech work
coaching
3D animation
time management
identity
self-promotion
entrepreneurial drive
career development
business ideas
stability vs ambition
software development
tech grind
burnout
corporate life
signs to quit
side projects
vacation days
performance review
solopreneur
analysis paralysis
fear
action
tech job
engineering manager
Agile coach
financial security
independence
career move
YouTube Channel
Podcast has no YouTube channel.
Instagram Profile
Podcast has no Instagram profile.
Episodes
Here's the recent few episodes on Thriving Technologist.
0:0050:34
Helping a Dev Manager Fix Team Culture
Hosts
Hosts of this podcast episode
Jayme Edwards
Guests
Guests of this podcast episode
John
Keywords
Keywords of this podcast episode
team cultureleadershipmanagementgrowth-stage teamsinfluenceproduct direction
In this real coaching session, I talk with John, a developer-turned-manager, whos navigating the messy middle of leadership. Hes 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 Ive 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, youll get a ton out of this.
In this real coaching session, I talk with John, a developer-turned-manager, whos navigating the messy middle of leadership. Hes 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 Ive 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, youll get a ton out of this.
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.
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.
Helping a Dev Rediscover His Entrepreneurial Drive
Hosts
Hosts of this podcast episode
Jayme Edwards
Guests
Guests of this podcast episode
Matt
Keywords
Keywords of this podcast episode
entrepreneurial drivecareer developmentbusiness ideasstability vs ambitionsoftware development
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.
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.
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.
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.
tech grindburnoutcorporate lifesigns to quitside projectsvacation daysperformance reviewsolopreneur
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.
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
(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
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.
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
(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
Ever feel stuck in analysis paralysis, trying to figure out if you should go solo or stick with a stable tech job? In this live coaching session, I help Ben—a seasoned engineering manager and Agile coach—shift his focus away from fear and toward action.
Why even a stable tech job can still feel uncertain
How fear of the unknown keeps devs stuck—and how to move past it
The real way to test your next move without risking everything
How to balance financial security with the drive for independence
If you’re a developer, tech lead, or engineering manager who’s thinking about making a big career move but unsure where to start, this conversation is for you.
Ever feel stuck in analysis paralysis, trying to figure out if you should go solo or stick with a stable tech job? In this live coaching session, I help Ben—a seasoned engineering manager and Agile coach—shift his focus away from fear and toward action.
Why even a stable tech job can still feel uncertain
How fear of the unknown keeps devs stuck—and how to move past it
The real way to test your next move without risking everything
How to balance financial security with the drive for independence
If you’re a developer, tech lead, or engineering manager who’s thinking about making a big career move but unsure where to start, this conversation is for you.
