Phil Calçado
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philcalcado.com
Phil Calçado
@philcalcado.com
Headed engineering for companies w/ either millions of users but no revenue or millions in revenue but no users.
True story
November 19, 2025 at 10:15 PM
True story
November 19, 2025 at 10:15 PM
In hindsight, letting the ducks type was a mistake.
November 17, 2025 at 5:28 PM
when you work in a monolith, need to stack PRs, and that one PR everything else was rebased off is finally reviewed
November 12, 2025 at 6:42 PM
What phase of the bubble is it when JetBrains is wheatpasting AI ads in a sleepy Carroll Gardens corner. someone’s about to switch IDEs on the walk to get fresh mozzarella from Caputo’s?
November 1, 2025 at 3:13 PM
Love when an AI influencer who sells courses on how to use AI crowdsources the one thing every AI demo swears AI solves.
October 21, 2025 at 12:24 PM
I can’t recommend this video enough for those of us who are trying to get a good idea of what could happen in the next decade. It made me feel like 20 things at once.

And it features Stanford Beer, the OG cybernetics guy!

youtu.be/AYGt_UN0DpM...
October 14, 2025 at 9:56 PM
Biggest gift ten years of jiujitsu gave me is the experience of training with my older brother…

…who’s a blue belt and I can finally kick his ass as payback for all those years
October 7, 2025 at 2:42 PM
WTF is a AI WAN
October 4, 2025 at 6:40 PM
BREAKING: Startups adopting the Nvidia business model
September 27, 2025 at 12:17 AM
IT support at Hilbert’s Hotel
September 24, 2025 at 5:25 PM
I don’t find Inngest particularly interesting as a durable workflow framework , but it tickles my programming language nerd brain that TypeScript is such an utilitarian language that things like these are idiomatic without much syntactic sugar
September 20, 2025 at 6:07 PM
If your emacs went completely mad with setting/activating the mark a while ago, this is the culprit: MacOS at some point seized C-spc

Took me a very long time to debug, LLMs took me down useless rabbit holes and the correct answer was on StackOverflow from six months ago.
September 3, 2025 at 3:17 PM
I want someone to produce a documentary about the ten different documentary producers rushing to turn this into a Netflix documentary by next year’s.
September 3, 2025 at 1:34 PM
Famously, Burning Man was like an electric fence that kept SF free of startup bros for a week.

But life finds a way and the raptors learned how to open doors.
August 31, 2025 at 7:03 PM
Regular reminder of why you should be skeptical about the Rails guy’s hot takes
August 30, 2025 at 2:54 PM
One of these days when you either hold one of the cats during work calls or have to mute yourself every 30s when they go crazy chasing each other.
August 28, 2025 at 1:37 PM
The title of first talk in the RailsConf 2025 playlist tells you a lot about how Ruby and Rails are stuck in the early 2010s.
August 28, 2025 at 1:34 PM
I’m always skeptical when people use this “mind virus” stuff, but the point is my man’s not rejecting RAG. He’s just using grep instead of vector search for retrieval, which is extremely common.

I’d recommend he look into language-aware semantic search as the next step in his RAG journey.
August 20, 2025 at 5:33 AM
In today’s episode, AI helps a tech bro finally get software engineering. He proceeds to immediately rebrand and sell it.
August 19, 2025 at 1:16 PM
How Americans who never had a Brazilian coach teach Jiujitsu
August 13, 2025 at 1:15 PM
The worst isn’t wearing the white belt… it’s that I’m only wearing it because the gym’s only spare brown belt didn’t fit.
August 12, 2025 at 12:31 AM
And you thoughts Vibe Coding was dangerous...
gizmodo.com/billionaires...
August 9, 2025 at 11:49 PM
🫥
August 7, 2025 at 5:55 PM
Sundar Pichai spent $75B on AI so Google could finally learn Agile software development
July 30, 2025 at 4:39 PM