Getting Fired Forced Him to Build His Own Empire With AI ft. Devin Erickson
Devin Erickson got fired by his best friends. A year later he'd built something bigger than what they took from him.
Devin Erickson got fired on a Wednesday, HR in the room, severance printed, by the same guys who were supposed to stand up at his wedding. Six years of his life, gone in one meeting.
This one goes back to the floor dropping out. Dropping out of college at 19 with $600 and two bins to his name. Couch-hopping in Chicago. Driving home negative $3 in the bank feeling like a failure. And the thing his mom said that flipped it: "You're going to figure it out."
Now Devin runs a media business powered by AI...
agents that handle his inbox, ads, trading, and content while he edits with his AirPods in. We get into how to build AI agents for a small business, how to start with AI as a beginner, and why staying curious beats being smart. But the real thread isn't the tech. It's betting on yourself when it feels like it could cost you everything, and knowing that if you're broke and figuring it out right now, you're not the only one.
ABOUT DEVIN
Devin Erickson is a media production founder and AI systems builder in Chicago. After getting fired from the agency he helped start, he rebuilt from scratch — launching Run Media, building custom agents that run his operations, and growing a personal brand on LinkedIn from zero. All with a baby on the way.
IN THIS EPISODE: getting fired and starting over, building AI agents as a solopreneur, personal branding on LinkedIn, and entrepreneurship in your 20s.
TIMESTAMPS
0:00 — The worst part about getting fired
2:00 — Building physical things with AI
4:15 — How the firing actually went down
5:30 — Dropping out at 19 with $600
7:25 — Rock bottom: negative $3, back home
13:50 — What his mom said that changed everything
14:40 — Starting over: Run Media
22:50 — The 3-minute trick to get confident on camera
34:45 — The shift to AI systems and agents
39:40 — Treating every "no" like data
47:00 — How to actually start with AI
51:55 — Live demo: meet Jarvis, his AI COO
1:04:00 — Vibe coding and "if it works, leave it"
1:16:00 — You're not alone, and it's going to be okay
LINKS
[FREE] LLM council skill: https://app.notion.com/p/LLM-Council-LIVE-free-skill-f4dcbd4458f04ab0aaa659677078a2e7?source=copy_link [https://app.notion.com/p/LLM-Council-LIVE-free-skill-f4dcbd4458f04ab0aaa659677078a2e7?source=copy_link]
Devin on Instagram: https://www.instagram.com/devinfromchicago/ [https://www.instagram.com/devinfromchicago/]
Devin on LinkedIn: https://www.linkedin.com/in/devin-erickson-888ab421b/ [https://www.linkedin.com/in/devin-erickson-888ab421b/]
Follow Kids Like Us: https://www.instagram.com/thekidslikeus/ [https://www.instagram.com/thekidslikeus/]