Zach Holman
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hol.mn
Zach Holman
@hol.mn
building signed.com and calendearing.com. investing: tifo.com. formerly: github, gitlab.
Added a new runway feature to signed.com to sort which of my portfolio companies are facing cash crunches.

(As a side note, always fascinated by startups who run out of cash and haven't talked to their investors about it. That's what they're there for, to help!)
September 15, 2026 at 12:01 AM
i just had muse set up my vestaboard to display messages in my zoom background about whichever meeting i'm in next. worked great.

then i told it to do a fun one for me in the meantime. this is the message it chose and then this is what it told me in chat after lol send help
September 10, 2026 at 1:15 AM
Signed is live for everyone!

VCs and investors keep saying they know technology so well and they're living in the future and yet... they use trash tools for themselves. Almost makes you think that tech investors who go on podcasts aren't as smart as they say they are. 🤔
March 24, 2026 at 4:21 PM
it's very fun to work on a financial product so I can add real quick wins like this; i wish more apps had flexible behavior like this
March 13, 2026 at 3:34 AM
i'm pretty sure Messages has been indexing since the first Obama administration and this message has never changed. apple still hasn't figured out how to use the `LIKE` keyword in sqlite, stg
March 2, 2026 at 6:16 PM
When I started investing in startups 7 years ago, I asked other angels how they track their portfolio and I got a lot of "uh… spreadsheet, it's a mess". It's 2026 and everyone still says "uh… spreadsheet, it's a mess". So I started building Signed last year because wtf.
February 20, 2026 at 5:57 PM
LLMs: Over the last three minutes I've written 67,283 lines of code to build a sophisticated system to manage failover infrastructure in high-throughput environments, with zero bugs.

Also LLMs: I've spent the last 13 minutes designing a bold new brand identity for your startup.
February 16, 2026 at 5:56 PM
back doing my first talk in eight years 🤘
January 9, 2026 at 3:29 PM
writing a new talk for the first time in nearly a decade and i'm really off to a great start imo
January 5, 2026 at 12:45 AM
can't believe nas just dropped a track named "git ready" when he could have used "git init" instead
December 12, 2025 at 5:50 AM
i mean that’s not how this works but okay
November 21, 2025 at 2:11 AM
fox, always with their one-track mind
September 30, 2025 at 12:42 AM
I think the funniest thing that best describes the iPhone 17 Pro is that Apple doesn't even let you compare it against the iPhone 16 Pro. It... would not look that impressive.
September 9, 2025 at 6:26 PM
i don’t care about the liquid glass hot takes in iOS 26; the single greatest thing about these betas is it hides every single political spam text i get
August 15, 2025 at 4:18 PM
what's stopping you from your github contribution chart looking like this
May 28, 2025 at 5:41 AM
best optical illusion i’ve seen lately is if you just continue to stare at this photo really hard it gets weirder and weirder
May 21, 2025 at 5:36 PM
the american medical system is going great!
April 24, 2025 at 5:36 PM
ai images are good again though, sorry
April 8, 2025 at 3:43 PM
some day github will hire people who use github and maybe we won't have to worry about things like "is github showing me the whole line, or are they just deciding to hide important parts of it?"
February 26, 2025 at 2:36 AM
thought I was ready for civ VII and then I realized I can just... throw it in the ultrawide vision pro display and now I'm losing my mind
February 6, 2025 at 4:57 AM
strong open source leadership by china's deepseek tbqh www.chinatalk.media/p/deepseek-c...
January 27, 2025 at 6:21 PM
wah wahhhhhhh
December 6, 2024 at 6:08 PM
the breakdown of categories for YC demo days this time around is pretty stark. it's always kind of amusing to see independent-minded founders all walk in lockstep together. anyway, if i were thinking of building a new company I'd be looking at those bottom categories tbqh
December 5, 2024 at 6:19 PM
or embrace it and remove the doors entirely then we’ll all be equal

once again san francisco leading the way to the future, catch up suckers
November 22, 2024 at 3:32 AM
every new AI model has the same benchmark comparison grid in the announcement post and i'm getting sick of seeing the same claims every time
October 22, 2024 at 4:57 PM