Episode Stack: https://stackl.ist/4C2Cs3Y

What do you want to be remembered for?

Halfway through his first semester of college, Chris Magee was looking at 15 years in jail. He was later proven innocent, and he walked out with a mindset he still runs on: he's playing with house money, so every day is a chance to see how far he can go.

In this episode of Zero to Umm..., Kyle Hudson talks with Chris about rebuilding his confidence by saying hi to one stranger a day, starting his first company from a lecture hall, taking the hate that comes with posting online, and the birthday trip to Aspen that led him to LSC100.

Chris also shares his advice for anyone starting college: try everything, take every risk you can while you have the runway, and stop looking in the rear view mirror.

In this episode:

• 0:00 Cold open
• 0:29 Flow states and LSC100
• 3:16 "What are you going to be when you grow up?"
• 5:47 From duct tape wallets to a life uprooted
• 7:10 Facing 15 years, then proven innocent
• 8:27 Playing with house money
• 9:31 Rebuilding confidence, one stranger at a time
• 11:53 Hug Your Friends and its first big failure
• 16:21 Listening to your own voice
• 19:46 Handling hate online
• 20:43 Aspen and the start of LSC100
• 25:17 The pitch
• 28:54 The five-year vision
• 30:23 Rethinking the morning routine
• 30:47 What focus actually is
• 32:47 Collaborations and what's next
• 34:13 Advice for college freshmen

Content note: this episode includes discussion of suicide. If you or someone you know is struggling, help is available. In the US, call or text 988 (Suicide & Crisis Lifeline). Elsewhere, visit findahelpline.com

Episode stack: https://stackl.ist/4baJeZm

We taught computers to do math, then to write. Jared White thinks the real unlock is teaching them to read, and he's proving it in the one place that punishes a wrong answer hardest: the courtroom.

Kyle sits down with Jared, founder and CEO of Matey AI, whose path runs from building quantitative trading desks in Austin, through a stint in crypto, to an AI-native legal company built for criminal defense.

They get into why he started in the least forgiving domain he could find, how the economics of building have flipped, and the advice he'd give a younger founder: start with the customer, because implementation is the easy part now.

In this episode:

0:00 Intro — coffee mugs, merch, and a Matey logo story
5:35 Pricing as a moving target (version 18 and counting)
7:33 Reading a Cursor bill as an asset, not an expense
10:26 Jared's path: software, burnout, and building a trading desk
17:25 Naming Matey: the Wordle of the day and "your first mate"
20:22 Why this feels like the early web all over again
24:34 When AI coding finally got good enough to trust
28:17 Why start in legal — the least forgiving problem
30:55 "Executive Mate": an AI that could run a company
31:49 Scaling the team, hiring misfires, and the data problem
37:37 Human-in-the-loop, shrinking toward zero
40:38 The raise, and a go-to-market year ahead
50:19 Advice to a younger founder: start with the customer

Episode Stack: https://stackl.ist/3SkDnKG

My podcast guest couldn't make it today. So I figured I'd just tell you where we're at.

What came out was probably the most honest version of the Stacklist vision I've said out loud: why the internet has been broken since 1995, why your website and Instagram and LinkedIn are all symptoms of the same problem, and what we're actually building to fix it.

No deck. No script. Just 9 years of thinking, a slice of pizza, and where we're going.

In this episode:

00:00 – Intro
00:39 – Why we've all normalized chaos online
03:03 – What we're actually building (it's not an app)
05:29 – How it works for people
06:30 – How it works for businesses
10:18 – What's wrong with Linktree and what we built instead
12:45 – The link between brands and people
14:00 – Spark → match → fire → fireball