Phil Calcado

@pcalcado
678 Followers
752 Following
470 Posts

Headed engineering for companies w/ either millions of users but no revenue or millions in revenue but no users.

Coding, Brazilian Jiu-Jitsu, and D&D

Brooklyn

Contenthttps://philcalcado.com
Workhttps://outropy.ai
Phil Calcado1d ago
I appreciate what @surf doing and will keep using the app, but I am disappointed that the @flipboard team who built a mind-blowing app in 2010 wasn't able to build a better UX here. It's not just about being slow, it's that it's a lot of clicking around to find content--there's no flow
Phil CalcadoMar 26
This generation’s Y2K starts when subsidies end and everyone tries to save on tokens.
Phil CalcadoMar 20
Sad to see Clockwise get sent off to a Salesforce farm upstate.
Was always a big fan; it saved my ass running large engineering orgs. Ended up rolling it out across DigitalOcean and SeatGeek, and we somehow even became featured customers in their farewell post… which, in hindsight, might explain things. https://www.getclockwise.com/
The Clockwise team is joining Salesforce

A new chapter for our team, and an important update for our customers.

Phil CalcadoMar 16
If anything, the constant pivoting and re-pivoting to build an AI narrative has probably slowed down the delivery of real value while increasing noise and feature churn.
Phil CalcadoMar 14
The management and incentive thinking I hear from top VCs today sounds like it came straight from an IBM middle manager running a mainframe payroll system in 1987.
Phil CalcadoMar 12
Wait huge!
Need correct.
I almost gave wrong.
天天送钱
Phil CalcadoMar 10

Anthropic: 100% of our code is written by Claude Code

Also Anthropic: We've been running Code Review internally for months<...> 84% get findings, averaging 7.5 issues <...> less than 1% of findings are marked incorrect.

Phil CalcadoMar 9
First WFO (Work From Outside) day of the year
Phil CalcadoMar 7

I wrote a short thing--it's been a minute

> This creates a loop of Brandolini’s law: not only is the original bullshit cheap, but even if you spend a disproportionate amount of time refuting it, generating a new bullshit response to your comments is even cheaper.

https://philcalcado.com/2026/03/06/ai_and_brandolinis_hell_loop.html

AI and Brandolini’s Hell Loop

Phil CalcadoMar 3
Et tu, Knuthe? https://www-cs-faculty.stanford.edu/~knuth/papers/claude-cycles.pdf