A brown dog and black dog are playing tug of war with a short and frayed red rope. Both dogs are crouching as they play for the rope in a field of grass.

How to Effectively Advocate for Technical Debt Management

Approaching technical debt as an Engineering vs Product problem is a common fatal mistake. Learn collaborative strategies for effective technical debt advocacy that unite teams around shared business outcomes.

June 16, 2025 · 8 min · Skyler Lemay

The Blatantly Unethical Existence of Data Brokers

An examination of how data brokers operate without consent, creating privacy violations and physical safety risks while profiting from personal information.

June 9, 2025 · 4 min · Skyler Lemay

Pragmatic Usage of AI in Content Creation

How I used Claude Code to overhaul my blog taxonomy system, automate content categorization, and implement quality checks for my writing workflow.

June 2, 2025 · 8 min · Skyler Lemay

Who Are We Excluding in Our Systems Designs

Critical examination of how AI systems and software design can unintentionally exclude marginalized communities.

May 22, 2025 · 11 min · Skyler Lemay

How I Combined Two Blogging Platforms in 20 Hours

You know those someday maybe projects, that sit in a doom pile in the mind while waiting to finally be discarded or surge in importance? One of my projects was finally consolidating two blogging platforms into one. I had previously built a portfolio site with Gatsby way back in the day—like 7 years ago when I mainly focused on front-end engineering. It had a bunch of technical and human skills posts that had largely been dormant since 2021. However, the posts about TypeScript utility types still drive a lot of traffic to this day. I started writing again last year and wanted something that I could get up and running without having to worry about managing dependencies and fiddling with all of the little things. That was a quick way for me to get stuck in the minutiae, and not actually write. The content was also less technical, so I decided to separate it and spin up a Substack account. ...

May 19, 2025 · 16 min · Skyler Lemay