Jason Kealey

@softwareengineering.ca

Exited startup founder giving it another whirl; software engineer. Particularly interested in productizing LLMs to simplify workflows.

Any fun AI tools to recommend that take a ticket from Linear, checks out the code and rewrites the ticket with architectural/technical guidance and planning (change these files in this way) without actually implementing it ?

I’m hiring four technical leaders for a new AI company in the multi-unit space. The team • Two cofounders, both exited CEOs • Backgrounds in data and analytics and multi-unit operations • Backed by top-tier NYC VCs

I’ve also been playing with dbt - and considered sqlmesh instead. Chose to go deeper with dbt as I feel like sqlmesh’s real value shines when you want to avoid transforming the data both in dev and prod. … and I’m just prototyping stuff locally to play with different open source BI frontends.

I spent some time this week playing with some tools to setup a data pipeline for simple BI and data science. Played with airbyte, dbt, duckdb and metabase. Planning on trying lightdash next week. Trying to avoid hosted data warehouses and use open source for the full chain.

I published some notes on OpenAI's new text-to-speech and speech-to-text models. They're promising, but like other LLM-driven multi-modal models they appear to suffer from the prompt-injection-adjacent problem of mixing instructions and data in the same token stream simonwillison.net/2025/Mar/20/...

New audio models from OpenAI, but how much can we rely on them?

OpenAI announced several new audio-related API features today, for both text-to-speech and speech-to-text. They’re very promising new models, but they appear to suffer from the ever-present risk of ac...

simonwillison.net

Has anyone here attempted to use the most recent multimodal models to build a replacement for Azure Document Intelligence or Amazon Textract? (Something that works on arbitrary forms.)

This tariff chaos is an opportunity for Canadian entrepreneurs, but also bad actors. Looked online for new places to buy furnace air filters. Found a Canadian manufacturer. Great price. Sells retail and wholesale. Problem? I have no idea if they’re legit.

This isn’t a rhetorical question, genuinely curious: Does Amazon make any money when someone buys a dozen CR2032 batteries for five bucks with free next day shipping in a big box? My best guess is no, but the drop shipper paid monthly fees for the privilege of having items in the warehouse?

It's weird talking to CTOs on both ends of this spectrum. One end has their inbox flooded with junk applicants. The other barely has any applicants for legit roles. Factors: full-remote vs hybrid, tech stack, AI vs no AI, sexy startup vs regular ol' company.

Gergely Orosz@gergely.pragmaticengineer.com · last yr.

Talking to a startup founder of a 5-person, seed-stage company, hiring a sr BE dev: They tell me LinkedIn job postings don’t work for them Job postings they put out were overwhelmed with hundreds of applications: most clearly AI-generated (and submitted?). None any good

This was an interesting read for a few reasons. 1) to Vicky’s point, it appears we’re re-inventing the wheel with an inefficient generalist tool 2) but I’m seeing it as empowering for generalist engineers - as long as they can map complex problems to fundamentals drive.google.com/file/d/1DsIs...

Tearing Down (Sonic)Walls.pdf

drive.google.com

Vicki@vickiboykis.com · last yr.

Every day we get closer and closer to OG information retrieval , imagine spending billions of dollars to do the same thing that Tf-IDF did noperator.dev/posts/docume...

This is a crazy paper. Fine-tuning a big GPT-4o on a small amount of insecure code or even "bad numbers" (like 666) makes them misaligned in almost everything else. They are more likely to start offering misinformation, spouting anti-human values, and talk about admiring dictators. Why is unclear.

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I’ve helped a few friends improve the quality of their legacy systems. Each time, I started by focusing on their data. From the db, I reversed engineered business rules… and compared that to what they told me the rules were. …and uncovered several bugs that had gone unnoticed.

Always a good laugh when a leadgen company InMails me about ‘challenges’ I must be facing… at the company I sold years ago. For a business built on outreach, you’d think they’d have better QA.