A weekly newsletter · 289+ readers

You're not behind.
Everybody else is bluffing too.

I'm Brian. I'm 55, I work in sales, and I decided to actually figure out what AI does instead of nodding at every post that mentions it. Every Sunday I report back on what I tried, what worked, and what I broke.

No jargon. No course to buy. The unsubscribe button works on the first try.

Live online class: three hours, hands-on, $29. Beginner Sat Oct 17, Intermediate Sat Oct 24.

Brian Tries AI — LIVE · online

Two Saturdays in October. Three hours each.

Beginner and Intermediate — Beginner Sat Oct 17, Intermediate Sat Oct 24 — 9am–12pm ET, online. $29 each, or $49 for both.

23+Issues published
289+Subscribers
1Live class taught
0Lines of code I can write
Est. 26Vol. 23

Brian
TriesAI.

A NewsletterSubstack
What you actually get

Three segments.
Every issue.

Four to five thousand words, and I used to promise you the opposite. Turns out the long ones are the ones you actually read, so I quit apologizing for them. No filler, no affiliate links to courses I've never taken. 23 volumes in and the three segments haven't moved, because they work.

01

This Week I Tried…

Something I actually used AI for, with honest results. Sometimes it works beautifully. Sometimes it tells me to leverage cross-functional synergies and I want to hide. You get both stories — plus one thing you can copy and paste.

02

Sites I Can Actually Handle

The beginner-friendly places I learn from that don't make me feel old. Real people, real explanations, no assumed knowledge. I name names and link out every time.

03

Sites That Scare Me

The ones I've bookmarked and quietly closed again. I work through them one per issue so you don't have to be the brave one. Next issue always opens with how it went.

Latest issue · Sep 27, 2026

It's Only a Test

The one where a robot would only drive a real Corolla after somebody told it the car was pretend.

Top 10 card from Issue #15
Who this is for

Who this AI newsletter is for — probably you, if any of this lands

This is for you if…

  • You're 40, 50, 60-something and tired of pretending you understand half the AI posts in your feed
  • You work in sales, marketing, ops, or management — a real job where AI is supposed to help but nobody says exactly how
  • You tried ChatGPT once, got a weird answer, and quietly closed the tab
  • You don't want a course. You want a friend who'll tell you what's worth it and what's nonsense

This is not for you if…

  • You're an AI engineer or have the word "founder" in your bio
  • You already say "agentic" out loud without flinching
  • You want hot takes, stock tips, or thought leadership
  • You need code samples and API docs

There are great newsletters for those folks. This isn't one of them.

Brian Tries AI — LIVE

I teach a live AI class — next up, October 17 and 24

Three hours, online, hands-on, nobody watches slides. There are two of them. Beginner is using the tool. Intermediate is building the system that runs when you don't — and everyone leaves with a real automation running on their own account.

The beginner class is the one where everyone leaves having done three real things with AI: a week of dinners, a family schedule, a budget on their own numbers. Beginner is Saturday, October 17. Intermediate is Saturday, October 24.

$29 each, $49 for both. 9am–12pm ET, online. A free Claude account and a laptop is the whole supply list.

Watch the 35-second recap of the first Brian Tries AI LIVE class ▶  Watch the 35-second recap
It's free. It's weekly. It is not short.

One issue a week. That's the whole deal.

Free forever. Longer than it has any right to be — I have tried to fix that and stopped trying. You'll know one thing you didn't know before.