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Alex Hillman

@alexhillman.com
3K followers 332 following 46K posts

➡️ Rebel scum. Disinvoltura. 🎯 Business + community. 📙 Author tiny.mba. 💰 Teacher stackingthebricks.com 🤝 indyhall.org fearless leader since 2006. 🏴‍☠️ Pirate captain 10k.city. ❤️ he/him. Partner.

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Alex Hillman @alexhillman.com · 09/06/2026
wow I really kinda forgot how to social media huh
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Alex Hillman @alexhillman.com · 27/03/2026
I don't need an excuse to hang out and talk with Dave, but this was an especially good one. We talked IN DEPTH about the specific steps we took to raise $60k for his short film, in a way that I'm confident anyone can replicate if they're willing to put in the work. Give it a listen!
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Alex Hillman @alexhillman.com · 26/02/2026
already talking with her and her staff a collaborator of mine helped introduce a bill that would fix this for the largest population of small businesses. liftphilly.org it's well received, best thing to do is get small biz owners on this list so we can keep them posted on when to testify.
liftphilly.org
LIFT Philly - Tax Reform for Philadelphia's Small Businesses
"This could be the difference between those businesses being open or closed." — Councilmember Mike Driscoll. Join the coalition for effective, efficient, & equitable tax reform.
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Alex Hillman @alexhillman.com · 10/02/2026
so hey did the PPA just stop ticketing while every street parking spot is still messed up from the piles of ice and snow? or do I just keep getting lucky?
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Alex Hillman @alexhillman.com · 09/02/2026
go (other) birds
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Alex Hillman @alexhillman.com · 31/01/2026
this has been brewing for almost 6 months. details next week. we are so back.
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Alex Hillman @alexhillman.com · 26/01/2026
i had an essay i was very excited to send to the @indyhall.org newsletter today, and then this weekend happened. tried my damndest to thread the needle anyway, hoping it lands as intended. indyhall.org/2026/01/find...
indyhall.org
Finding Optimism In Choosing Action
Well this is awkward.
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Alex Hillman @alexhillman.com · 26/01/2026
👀 🙏
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Alex Hillman @alexhillman.com · 02/01/2026
If you haven't seen MKBHD's microchips for scale explainer, you are missing out holy moly this was like Beakman's World of the current era. so good. www.youtube.com/watch?v=Jh9p...
youtube.com
I shrunk down into an M5 chip
YouTube video by Marques Brownlee
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Alex Hillman @alexhillman.com · 27/12/2025
All I can think is "Ketchup without a cause" and for some reason that's hilarious to me
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Alex Hillman @alexhillman.com · 26/12/2025
Oh right this place is bananas.
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Alex Hillman @alexhillman.com · 26/12/2025
Thanks Nick! Happy holidays.
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Alex Hillman @alexhillman.com · 25/12/2025
Haven't been in 15 years, excited to be back
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Alex Hillman @alexhillman.com · 25/12/2025
Ty!
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Alex Hillman @alexhillman.com · 25/12/2025
It came late!
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Alex Hillman @alexhillman.com · 25/12/2025
Booked everything last night, New Orleans just so happens to be the first place we ever traveled to together back in 2013. Gonna be a tasty weekend full of music and revelry. 🎉🎉
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Alex Hillman @alexhillman.com · 25/12/2025
Yup!
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Alex Hillman @alexhillman.com · 25/12/2025
New Orleans!
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Alex Hillman @alexhillman.com · 25/12/2025
Yup!
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Alex Hillman @alexhillman.com · 25/12/2025
Enjoy!
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Alex Hillman @alexhillman.com · 25/12/2025
Giveaway hint!
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Alex Hillman @alexhillman.com · 25/12/2025
you're supposed to guess!
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Alex Hillman @alexhillman.com · 25/12/2025
you're supposed to guess!
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Alex Hillman @alexhillman.com · 25/12/2025
so I suggested...what if we wait until Christmas eve to book a Christmas Day flight and hotel, and see what kind of last minute stuff we can find? we did it. any guesses where? 👀
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Alex Hillman @alexhillman.com · 25/12/2025
for the first time in our relationship and her whole life, my partner and I are completely uncommitted for Christmas. we only found out a few weeks back, and of course, thought "what do we want to do?" we'd been talking about some kind of travel over the holidays, but of course, it's $$$.
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Alex Hillman @alexhillman.com · 24/12/2025
it looks good! excited to actually walk around it 😻
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Alex Hillman @alexhillman.com · 24/12/2025
that would be an upgrade! hopefully something they add over time @streetsdept.bsky.social any news on your radar?
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Alex Hillman @alexhillman.com · 24/12/2025
The Wissahickon transit center is a fucking beautiful piece of infrastructure. Honestly, everyone involved deserves a lot of credit.
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Alex Hillman @alexhillman.com · 18/12/2025
many months ago, I uploaded a photo of my partner to a website of a science youtuber who promised to send a special photo rig to space to take "space selfies" with the earth in the background. Marc Rober, you sure as hell delivered. so cool.
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Alex Hillman @alexhillman.com · 17/12/2025
claude code on top of any knowledge management tool seems like an amazing combo!
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Alex Hillman @alexhillman.com · 17/12/2025
people keep asking for a saas but this is much more along the lines of what I'm thinking of sharing. 100% agree, bespoke is the way.
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Alex Hillman @alexhillman.com · 17/12/2025
yup totally agree. it's very weird to say it this way but it's true: using claude code feels like I grew another set of hands that are better connected to my brain.
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Alex Hillman @alexhillman.com · 17/12/2025
thanks Gary! it feels less like being "untamed" and more like putting my weird brain on a leash...but in a useful way. this metaphor fell apart very fast 😂
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Alex Hillman @alexhillman.com · 17/12/2025
That's man thing
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Alex Hillman @alexhillman.com · 17/12/2025
new lore just dropped, hold on to your butts youtu.be/vWRwa9GMM00?...
youtu.be
my super simple, text-only, learning-focused ai agent memory system (no embeddings needed)
YouTube video by Alex Hillman
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Alex Hillman @alexhillman.com · 17/12/2025
Sooooo people seem to think this is pretty cool. Here’s a peek under the hood at how it learns from every action and decision that happens in the system, even going as far as auto-updating SOPS and suggesting new features to improve existing workflows. New video: youtu.be/vWRwa9GMM00?...
youtu.be
my super simple, text-only, learning-focused ai agent memory system (no embeddings needed)
YouTube video by Alex Hillman
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Alex Hillman @alexhillman.com · 16/12/2025
😎 hell yeah
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Alex Hillman @alexhillman.com · 16/12/2025
yep i'm using yaml + typescript validators. just ran out of headroom when diff parts of the system became dependent on each other, the validators got REALLY complex. i.e. connecting our events system to our project management system, flag files was technically possible but became brittle.
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Alex Hillman @alexhillman.com · 16/12/2025
yup - my approach has been flat files and git backed by default, database when data integrity matters.
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Alex Hillman @alexhillman.com · 16/12/2025
server is a standard linux vm (and my system is fully containerized too). using Tailscale for remote access as if that machine were on lan.
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Alex Hillman @alexhillman.com · 16/12/2025
started and ran most of it as markdown files until very recently. moved things into a database/app where data integrity mattered, but it's still 90% flat files.
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Alex Hillman @alexhillman.com · 16/12/2025
🦅
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Alex Hillman @alexhillman.com · 16/12/2025
GO BIRDS that makes me very happy. i dunno how I can fit in but if there's every a way to be a part of it...count me as interested. (i've built more software this year than any other year of my career, besides all the 30x500/Sales Safari stuff that could be a fun tie-in too)
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Alex Hillman @alexhillman.com · 16/12/2025
🤣🤣🤣 unrelated, I saw that you had some of my philly peeps (Waskar and friends) on Web Dev Challenge recently. made my day. good peeps cant wait to watch!
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Alex Hillman @alexhillman.com · 16/12/2025
Be the pirate you were meant to be
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Alex Hillman @alexhillman.com · 16/12/2025
in a lot of ways, this software is built specifically for my flavor of neuro-spicy, where open loops create a lot of stress and distraction. building it has been a mix of self-reflection + learning that help me stay on top of my goals, in a way that no other productivity tools have before.
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Alex Hillman @alexhillman.com · 15/12/2025
Since October or so, I've been building a piece of custom software that operates as my *dream* exec assistant + a personalized command center. It's helped me show up better in my work and relationships, and I've learned a LOT along the way that seems worth sharing. www.youtube.com/watch?v=yjO9...
youtube.com
JFDI System - my AI Executive Assistant + full life command center
YouTube video by Alex Hillman
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Alex Hillman @alexhillman.com · 15/12/2025
facts
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Alex Hillman @alexhillman.com · 15/12/2025
thanks! :)
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Alex Hillman @alexhillman.com · 15/12/2025
sunset tonight was awesome
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