Recent Episodes

Chris Reynolds

An unexpected conversation with a guy who fortunately wore the green sticker at his college's Kissmass party.
In conversation with Chris Reynolds.

Omnisend + AI = Perfect Together

Omnisend’s in-app AI tools are fine. But the real move? They just plugged Omnisend into ChatGPT. You talk to the AI you’re already talking to – and not just for subject lines. Analyze your account, build the campaign, push it live, all from the chat. That’s the shift.

Summary

AI Adriana

Chris Reynolds shares a thoughtful and engaging account of his life, beginning with his upbringing in the San Francisco Bay Area and tracing his path through college, marriage, parenthood, and a career in technology. One of the highlights is the story of meeting his wife, Erin, in college after both returned from study abroad. Their relationship began with a memorable first kiss at a campus “Kissmas” party and quickly grew into a lifelong partnership that has lasted more than 25 years.

The conversation also explores Chris’s approach to family life, particularly his and Erin’s decision to homeschool their two children for much of their education. He explains that the choice was driven by a desire to preserve their children’s confidence, individuality, and love of learning, especially after seeing one child struggle with neurodivergence in a traditional classroom. While acknowledging the challenges of homeschooling, he believes it helped his children become independent, self-assured learners.

Pressable

Pressable delivers fast, secure, and reliable managed WordPress hosting you can count on.

Professionally, Chris describes an unconventional journey into web development. After studying a self-designed major that combined graphic design, programming, video, and music production, he worked several jobs before deciding to build a career in web development so he could spend more time with his growing family. Largely self-taught, he credits the WordPress community and its extensive documentation for helping him learn and grow, eventually leading to positions at Human Made and later Pantheon, where he now works in developer relations.

Travel and curiosity are recurring themes throughout the interview. Chris talks about memorable experiences studying in England and traveling with his family to Japan, Sri Lanka, and Hawaii. Whether discussing new cultures, technology, or personal interests like tattoos and piercings, he approaches everything with a sense of experimentation and openness, qualities that also define his work as a developer advocate.

Overall, the interview presents Chris as someone motivated by curiosity, relationships, and purpose rather than titles or status. His stories illustrate the importance of following one’s interests, embracing lifelong learning, prioritizing family, and finding meaningful work. While WordPress is part of his career, the conversation focuses far more on the personal experiences and values that have shaped the person behind the technology.

What’s Chris Up To? Find Out At The WP World.