Phil Calçado
@philcalcado.com
Headed engineering for companies w/ either millions of users but no revenue or millions in revenue but no users.
AI engineers are being built by people whose only professional experience is solving coding puzzles competitively, to replace people whose only real professional skill is solving coding puzzles in interviews. And to be fair, they’re really good at that.
November 29, 2025 at 10:07 PM
AI engineers are being built by people whose only professional experience is solving coding puzzles competitively, to replace people whose only real professional skill is solving coding puzzles in interviews. And to be fair, they’re really good at that.
Teen Vogue in 2016
The Verge in 2025
The Verge in 2025
Everyone underestimates how entertaining I find these interactions
November 27, 2025 at 12:17 AM
Teen Vogue in 2016
The Verge in 2025
The Verge in 2025
Base44 guy on a podcast:
— Salesforce, Atlassian… just a UI on a DB. People will build their own
— Funny, those guys told me they built their own internal Base44 in-house in 3 months
— Look, anyone can build a vibe-coding app… they just don’t get our platform’s complexity… like async jobs!
— Salesforce, Atlassian… just a UI on a DB. People will build their own
— Funny, those guys told me they built their own internal Base44 in-house in 3 months
— Look, anyone can build a vibe-coding app… they just don’t get our platform’s complexity… like async jobs!
November 24, 2025 at 2:53 PM
Base44 guy on a podcast:
— Salesforce, Atlassian… just a UI on a DB. People will build their own
— Funny, those guys told me they built their own internal Base44 in-house in 3 months
— Look, anyone can build a vibe-coding app… they just don’t get our platform’s complexity… like async jobs!
— Salesforce, Atlassian… just a UI on a DB. People will build their own
— Funny, those guys told me they built their own internal Base44 in-house in 3 months
— Look, anyone can build a vibe-coding app… they just don’t get our platform’s complexity… like async jobs!
For a small-ish neighborhood, Carroll Gardens really punches above its weight in random recognizable people who live around here. There’s a wealth of internet-famous comedians, a few tech household names, and the occasional actor just like buying bread.
November 21, 2025 at 9:36 PM
For a small-ish neighborhood, Carroll Gardens really punches above its weight in random recognizable people who live around here. There’s a wealth of internet-famous comedians, a few tech household names, and the occasional actor just like buying bread.
In hindsight, letting the ducks type was a mistake.
November 17, 2025 at 5:28 PM
In hindsight, letting the ducks type was a mistake.
SLOs are a psyop designed by big tech to nerdsnipe smaller companies into arguing about outages, “availability,” and whether a chair is even a chair, instead of shipping anything.
November 13, 2025 at 4:40 PM
SLOs are a psyop designed by big tech to nerdsnipe smaller companies into arguing about outages, “availability,” and whether a chair is even a chair, instead of shipping anything.
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
when you work in a monolith, need to stack PRs, and that one PR everything else was rebased off is finally reviewed
Corporate email inbox these days is either a million irrelevant notifications or that one HR email that, if you miss it, they cancel your health insurance and legally declare you dead.
November 5, 2025 at 5:09 PM
Corporate email inbox these days is either a million irrelevant notifications or that one HR email that, if you miss it, they cancel your health insurance and legally declare you dead.
My new favorite way to be passive-aggressive when someone says some stupid shit is to start with: “You are absolutely right!”
November 5, 2025 at 2:27 PM
My new favorite way to be passive-aggressive when someone says some stupid shit is to start with: “You are absolutely right!”
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
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?
OH: We send a lot of stuff to Datadog, but mostly money.
October 27, 2025 at 5:22 AM
OH: We send a lot of stuff to Datadog, but mostly money.
Every podcast since the pandemic is just people trying to recreate the feeling of happy hour conversations and the hangs we never got back.
October 24, 2025 at 1:47 AM
Every podcast since the pandemic is just people trying to recreate the feeling of happy hour conversations and the hangs we never got back.
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
Love when an AI influencer who sells courses on how to use AI crowdsources the one thing every AI demo swears AI solves.
AWS is down, and this coffee shop has turned into an empathy circle. Every five minutes, another pager goes off. We just nod. Just a beautiful shared experience.
October 20, 2025 at 1:40 PM
AWS is down, and this coffee shop has turned into an empathy circle. Every five minutes, another pager goes off. We just nod. Just a beautiful shared experience.
I really wish ClickHouse had picked different names for “Materialized View” and “ORDER BY.” Spent half my day explaining they don’t mean what everyone thinks they mean.
October 15, 2025 at 5:48 PM
I really wish ClickHouse had picked different names for “Materialized View” and “ORDER BY.” Spent half my day explaining they don’t mean what everyone thinks they mean.
I really wish ClickHouse had picked different names for “Materialized View” and “ORDER BY.” Spent half my day explaining they don’t mean what everyone thinks they mean.
October 15, 2025 at 5:24 PM
I really wish ClickHouse had picked different names for “Materialized View” and “ORDER BY.” Spent half my day explaining they don’t mean what everyone thinks they mean.
lol you guys remember when we laughed at Google Wave for trying to replace email with one unified, structured thing? and now we replaced it with Slack chaos and Google Docs comment soup? Classic us amirite
October 15, 2025 at 12:34 AM
lol you guys remember when we laughed at Google Wave for trying to replace email with one unified, structured thing? and now we replaced it with Slack chaos and Google Docs comment soup? Classic us amirite
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...
And it features Stanford Beer, the OG cybernetics guy!
youtu.be/AYGt_UN0DpM...
October 14, 2025 at 9:56 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...
And it features Stanford Beer, the OG cybernetics guy!
youtu.be/AYGt_UN0DpM...
As a chronic em-dasher, had to disable auto-conversion and use -- instead of — so people don’t think I’m AI-slopping them.
October 14, 2025 at 3:48 PM
As a chronic em-dasher, had to disable auto-conversion and use -- instead of — so people don’t think I’m AI-slopping them.
2000s: Story points
2020s: CAPEX points
Agile, but make it deductible.
2020s: CAPEX points
Agile, but make it deductible.
October 13, 2025 at 5:22 PM
2000s: Story points
2020s: CAPEX points
Agile, but make it deductible.
2020s: CAPEX points
Agile, but make it deductible.
Overhearing two random VCs talking at Canal Street’s Think Coffee:
“Once you vibe coded the prototype, taking it to production is very easy. You can have like one DevOps guy part time working for five companies”
“Once you vibe coded the prototype, taking it to production is very easy. You can have like one DevOps guy part time working for five companies”
October 9, 2025 at 2:54 PM
Overhearing two random VCs talking at Canal Street’s Think Coffee:
“Once you vibe coded the prototype, taking it to production is very easy. You can have like one DevOps guy part time working for five companies”
“Once you vibe coded the prototype, taking it to production is very easy. You can have like one DevOps guy part time working for five companies”
I step out for a week and OpenAI decides the future of AI agents is… BPEL?
October 8, 2025 at 9:12 PM
I step out for a week and OpenAI decides the future of AI agents is… BPEL?
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
…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
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
…who’s a blue belt and I can finally kick his ass as payback for all those years