Check out my upcoming talks for Boston AI Week — see the full lineup.

Blog

Why Does AI Sometimes Give Inconsistent Answers?

AI doesn't work like a calculator. It predicts words based on patterns, not fixed rules. Learn why answers can vary and why you should always verify against the original source material.

AI Agent Orchestration on Rails

Build a multi-agent AI platform where specialized agents use real tools to perform real tasks, all orchestrated on Rails.

RAG on Ruby on Rails

Build a powerhouse Retrieval-Augmented Generation (RAG) system with Ruby On Rails

Introducing the Strftime Roulette Rubygem

I'm releasing strftime_roulette, a Ruby gem that adds a strftime_roulette method to Date and Time objects. Every call returns a randomly formatted string. That's it. That's the gem.

The Inference Pattern: Tracking AI Usage with Polymorphic Models in Rails
Injecting dynamic Spotify data into my AI Voice Assistant

How I built a real-time voice agent using Gemini 2.0 and injected dynamic Spotify API data into its context window.

Building macOS apps with Apple AI: A guide to integrating Apple Intelligence with macOS

What I learned building an app that interfaces with Apple's Foundation Models AI.

Debugging custom Bridge Components in Hotwire Native

I’ve been building a Hotwire Native iOS app with a Rails backend and recently created a custom bridge component called ApproachMapBridgeComponent. The goal was simple: when users click a button in the web view, it should open a native map modal in the iOS app. But instead of a working feature, the button did absolutely...

Liquid Glass Tab Bar for Hotwire Native Apps

I'm working on a Hotwire Native iOS app, and I wanted the app to have that slick new Liquid Glass tab bar, which means that is is completely transparent and the content flows under and below the bottom tab bar. Here's how I updated my existing tab bar to have the modern Liquid Glass UI...

Beware of stringify_keys in Rails 8+!

Rails 8 introduced a subtle but significant change to the stringify_keys method in ActiveSupport. Previously, stringify_keys only converted symbol keys in a hash to strings, leaving other key types such as integers untouched. Starting with Rails 8, the method converts all keys to strings, including numeric and other non-symbol keys. While this change simplifies behavior...

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Jesse Waites
Jesse Waites, Technologist & Software Architect, Hiker, Rock & Ice Climber