Matt Hebard

Product leader building financial systems for the next generation of earners. AI, fintech, and shipping under chaos.
Building in public.

[Matt Hebard @HebardMatt]

CODEX pilled. So sleek. UX is sooo clean. Love that in their second step they have a "Claude Cowork/Code" import.

[Matt Hebard @HebardMatt]

Watched Troy a few weeks back. Brad Pitt as Achilles. Absolute unit.

So naturally I built Achilles, our bug triage agent at Scout.

Here's the problem it solves. One of the reasons colleges love us is that we sell white glove service to D1 athletes. As we grew, support requests exploded. Money movement, bank linking, everything under the sun. The issues lived scattered across Slack, Linear, Notion. Combing through it was eating us alive.

Now Achilles handles it. Running on a GitHub cron so anyone can refine the instruction set.

He:
- Closes loops when a case is done
- Pings the right people so our guys at Alabama actually get answers
- Tracks every outstanding issue
- Builds a clean view of support metrics so we can see volume

Makes our tiny team feel like we've got a full support triage org behind us. It's just a well crafted agent getting smarter as we grow.

You gotta treat an agent like an intern though. Can't let it run loose. Human in the loop. Teaching, refining, giving it love.

Fkin love this era.

(P.S - I know what happens at the end of this movie to Achilles, thank you... but that ain't the end we are striving for here!)

[Matt Hebard @HebardMatt]

My love affair with @meetgranola continues. Granola might be the best product I've started using this past 6-months. I pushed my CEO to get it back in January and got majority of the team using it (including our lead investor who raves about it). Ppl are hooked.

One click, runs in the background, catches every meeting + every random Slack huddle. Your whole week of context, captured. No setup!

My previous way... Google notetaker emails you a PDF. Nobody reads the PDF. So you dump it into an LLM to pull the takeaways. Three tools to do one thing. Granola just does it.

When a product makes you think 'everyone should be using this'... that's a great company.

Back in my NYC analyst days I transcribed minutes by hand. It was a real skill back then (or so I was told...) Now you can just listen, be present, + the nuance doesn't get lost. That's the whole point of good software.

[Matt Hebard @HebardMatt]

Dev on my team "greptile's back, baby. i'll be turning off coderabbit shortly"

CEO "This is all like another language"

[Matt Hebard @HebardMatt]

Jalen Brunson... really is HIM. I don't care who you are... this video gives you goosebumps. All about HEART.

[Ariel Helwani @arielhelwani]

My word.

One more day.

I can run through a brick wall after watching this.

[Matt Hebard @HebardMatt]

Shoutout to @Slimbrady1NGMI for an all time night in Sorrento as well!

[Matt Hebard @HebardMatt]

I postponed my honeymoon for almost 9 months after getting married. Mostly bc of work.

Last week was probably the first time in over a decade that I truly unplugged, and it gave me a ton of perspective.

I think a lot of highly driven people struggle with being present. Your brain is always living in the future. The next milestone. The next problem. The next thing you need to solve.

Being away reminded me how important it is to actually be where your feet are. To fully experience life while it’s happening and to fully show up for the people you love.

Ironically, it also reinforced how much I love my work.

After 36 straight hours of travel and jet lag, I opened my laptop exhausted and immediately got excited seeing what the team had shipped while I was gone. Part of me was even jealous I missed a week of building alongside them.

That feeling made me incredibly grateful.

Grateful for my wife. Grateful for perspective. And grateful to work alongside a team at Scout building for student athletes every day.

You can love your work deeply without letting it consume your entire life.

[Matt Hebard @HebardMatt]

This is remarkable. Watch every minute. Movement truly is medicine. @tferriss

https://t.co/yhvxPSAyp7

[Matt Hebard @HebardMatt]

When in doubt... let multiple agents run in parallel :)

[Matt Hebard @HebardMatt]

So aligned here. Been on team HTML for months. So much easier to digest/present across a team.

[Thariq @trq212]

HTML is the new markdown.

I've stopped writing markdown files for almost everything and switched to using Claude Code to generate HTML for me. This is why.

[Mit Winter @WinterSportsLaw]

Indiana high school athletes can now be paid NIL compensation.

Three states still don’t allow high school athletes to receive NIL compensation, and Texas has a very limited exception.

[Matt Hebard @HebardMatt]

I'm not a father yet. But I know how I'll feel when I am.

Nick Maggiulli just wrote a great piece. His wife goes into labor at 1:30am. Heart rate drops. Half the hospital floods the room. Everything teeters on the edge.
Then it stabilizes. Their daughter is born three hours later.

He writes that becoming a parent gave him a deeper understanding of what investing actually means.
Investing as in: every sleepless night, every sacrifice, every dollar worked for... placed in service of someone else's future.

I've heard this from multiple fathers. That something sharpens when you're no longer building for yourself.
The noise quiets. The priorities crystallize. The small stuff stops feeling like the main thing.

I'm not there yet. But I know it's coming (..knock on wood)! And pieces like this remind me that the things worth building for have nothing to do with whatever I was annoyed about this morning.

https://t.co/DC0XXK0ZOp

[Matt Hebard @HebardMatt]

Quick take on what @lennysan and Hilary put together here - https://t.co/bYEpaHair6.

First:
- It's a great beginners guide
- You could do it all over a weekend (but this was not there intention) nor am I the customer base.

My only concern is if it's really necessary to be chewing through tokens with Opus 4.7. IMO - it's not. You can reap all the rewards just using Sonnet.

This is a great tutorial. Highly recommend.

[Matt Hebard @HebardMatt]

✌️

[Bryan Johnson @bryan_johnson]

I just fired my entire medical team.
Sold my sauna and HBOT.
Cleared my shelfs of all pills.
Let my blood boy go.

[Matt Hebard @HebardMatt]

Been holding strategy sessions with groups of D1 athletes. Many of them clearing $250k+ in NIL this year.

Built a tool that lets them see it in real time - plug in their income, toggle different strategies, and watch their tax burden drop and their capital compound. S-Corp election, SEP IRA, LLC deductions, Roth IRA. Numbers moving right in front of them. BTW - nothing is fancy about this... but this type of presentation tactic just didn't exist before.

The moment it clicked for them was something. These are 19 and 20 year olds watching savings appear on a screen and realizing that money doesn't just sit - it grows for 40 years.

This is what AI makes possible now. Something this polished, this personalized, built after one conversation. In 10 minutes. A tool that meets an athlete exactly where they are and shows them what their financial life could look like. That didn't exist before. It does now.

Athlete first.

[Matt Hebard @HebardMatt]

Late night reminder from the queen!

[Matt Hebard @HebardMatt]

@krispuckett @adamnash This is incredible 😂 this is a top 5 scene for me.

[Matt Hebard @HebardMatt]

Spent several hours this morning w/ Opus 4.7. My verdict... it feels like a regression from 4.6.

I went in prepared. Detailed, refined prompts I'd built in Sonnet 4.6 specifically to save tokens + hit the ground running. The inference is faster, sure. But it reads like it's skipping the reasoning entirely. Just... output. No depth.

At this cost + token burn rate, I can't justify it. The price assumes the quality is there. It's not. Not for what I'm doing.

Maybe I'm missing something...? Would genuinely love to hear from people getting real value out of 4.7. I want to be wrong here. But for now, shelving it.