Jesse Friedman
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jesse.blog
Jesse Friedman
@jesse.blog
Head of WP Cloud at Automattic—Author, Founder, Technologist, Speaker, Former Professor, and WordPress Contributor.
Most teams don’t fail because of the big disruptions. They drift because of the subtle drag—those half-knot inefficiencies you barely notice until it’s too late. In 2026, efficient leadership…

https://jesse.blog/stories/team-leadership-effectiveness/?utm_source=bluesky&utm_medium=jetpack_social
December 4, 2025 at 3:30 PM
97% complete.

I've been staring at this screen for 27 minutes.

The first 97% took 3 minutes. The last 3%? Still waiting.

(Continued in thread)

#UXDesign #ProductDesign #UserExperience
November 28, 2025 at 12:45 AM
✍️ Just published: On The Sacred Act of Writing: Distraction Free – my reflections after a three-month sabbatical and how I’m building a daily writing ritual to protect focus and flow.
Ready to dive deeper into…

https://jesse.blog/essays/on-the-sacred-act-of-writing-distraction-free/
November 18, 2025 at 12:44 PM
"We wish for the courage to be brutally honest, forgetting to wish for the empathy to know when honesty becomes brutal."

jesse.blog/from-my-jour...
June 21, 2025 at 2:35 PM
A Note on Ego

Recently I have been more in tune with, and listening to the impact of Ego on our imagination. Our early childhood was Ego-less. We felt no shame running naked through our backyards, waving our arms, and singing songs. As children we also…

https://jesse.blog/stories/a-note-on-ego/
February 20, 2025 at 2:23 PM