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- Hey, Welcome Back!
- You Might Have Missed…
Dream of off-grid living with no rent or bills? Imagine also leading AI gaming projects that help kids finish school in 4 years. This week, Andrew meets Isaac – the ultimate remote worker in the wild.
Hey, Welcome Back!
Can you kickstart AI revolutions from the wild?
Imagine swapping rush-hour chaos for total off-the-grid freedom - no mortgage, no utility bills, and zero consumerist distractions. It's not just a retirement dream anymore - it's a reality that’s coming true…for some elite remote workers.
Today, being off-the-grid doesn't mean being out of touch.
Forget stuffy offices and noisy commutes. All you need to disrupt AI is laser focus.
Meet Isaac Squires! To unleash his full potential, he ditched city stress for the serene, breathtaking beauty of the vast Colorado wilderness. Now, from the heart of a national forest, he's pioneering AI in gaming education.
And yes, Isaac puts the ‘remote’ in remote work - literally living the dream, proving you can have perfect peace and enviable career progress at the same time.
Who says you can't have it all?
This week, I visit 70 acres of wilderness near Durango, Colorado, to meet Isaac Squires. As the EVP of Technical Product Management at Learnwith.AI, Isaac traded city chaos for a life that's all about off-the-grid simplicity while still leading the charge in AI, education, and game development.
He’s living proof that you can, really, have it all - melding a life disconnected from urban bustle, with groundbreaking tech work.
In his self-built geodome, powered by the sun and connected by Starlink Wi-Fi, Isaac’s mastered the art of balancing cool independence with cutting-edge innovation.
And it’s all thanks to remote work.
Modern life's relentless hustle often means:
💸 Constant pressure to buy, buy, buy (but seriously, why?)
📈 A pile-up of STUFF to manage instead of meaningful relationships
😓 Endless stress from rent, bills, and keeping up with the Kardashians
Even for tech pros like Isaac working in revolutionary fields, these stressors can throttle performance.
Can all this noise really let you focus and be your best?
Isaac’s answer is a resounding NO.
Off-the-grid he’s living the dream:
🏕️ He's his own landlord with a mortgage-free geodome he built with his wife
🏞️ Zero commute + zero distractions = zero stress
🦾 He STILL gets to create awesome educational apps that leverage AI
This setup translates to genuine, calculable freedom for Isaac.
- He could retire today if he wanted (Incredible!)
- He's totally free to chase his passion for AI, education, and gaming
Isaac's latest project, Magic Academy, is revolutionizing learning by making it as engaging as Minecraft through AI-driven games.
This innovative approach means kids can nail a math standard every 15 minutes.
Imagine mastering a whole grade in just one month - by playing a game!
At Crossover, Isaac connected with like-minded pros and embraced the dream of ultimate work flexibility.
Who wouldn't jump at the chance to condense 12 years of schooling into four or less?
In this episode, I venture into his wild world to uncover how Isaac fuses the simplicity of nature with the complexities of AI and remote work.
It’s a peek into a life many of us wish we had the daring to live.
Ready to explore the extremes of remote work?
Let's get wild.
📽️ This Week on Episode 75:
🌲 See Isaac’s ultimate remote life in the southern Colorado wilderness
🎮 Dive into his app that makes math as fun as Minecraft (It helps kids learn!)
🌞 Watch how renewables and Starlink power his work (minimalism = life)
👨💻 Discover his focus on AI and nature (Global impact from nowhere!)
📚 Hear why he bets on education to change the world (Empathy-first goals)
After this episode, you’ll rethink what it means to truly go remote.
Isaac’s life is the ultimate remote work masterclass - he’s crafted a career he loves, in a place he adores, with zero strings attached.
Tune in now to uncover the transformative potential of working from anywhere - or in Isaac's case, from the absolute middle of nowhere.
Isaac's journey proves that the wildest places can spark the most brilliant ideas - where will your remote work take you?
Perhaps it’s time to find out.
🌟 Enjoy!
Be wild and free,
Andrew
🔥 Got a burning question only a VP could answer? Ask Crossover!
You Might Have Missed…
✅️ The Remote Work Leadership Awards 2024
✅️ The Top 9 Remote Work Platforms for 2025
✅️ The 10 Best Companies for Software Engineers in 2025
✅️ Is Your Remote Work Strategy Outdated? Here’s How to Fix It.
✅️ 7 Hot Front-End and Back-End Languages for Top Devs
🕹️ The Latest Radically Remote: The Remote Leadership Awards Edition
🚀 Hire SMOKING hot tech talent: Right here
📺 Be an Out of Office guest star: Apply here
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