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.
Podcast: The Hidden Drags That Undermine Team Leadership Effectiveness
Podcast: The Hidden Drags That Undermine Team Leadership Effectiveness
jesse.blog
December 4, 2025 at 11:43 PM
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
Reposted by Jesse Friedman
Our very own @ma.tt joined the TBPN crew to close out #StateOfTheWord yesterday. They talked about WordPress 6.9, open source, @beeper, and how AI is changing the web. Did you miss it? Check it out now. www.youtube.com/watch?v=eBQh...
December 3, 2025 at 7:37 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
Aimez L’amour Queer à Paris.”
Aimez L’amour Queer à Paris.”
jesse.blog
June 30, 2025 at 6:15 AM
"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
Untitled

We wish for the courage to be brutally honest, forgetting to wish for the empathy to know when honesty becomes brutal. - Jesse Friedman
Untitled
We wish for the courage to be brutally honest, forgetting to wish for the empathy to know when honesty becomes brutal. - Jesse Friedman
jesse.blog
June 21, 2025 at 1:32 PM
I look down at the banana peel. It grew out of the earth, traveled across the globe, and was carried to this spot to adopt its new station as a natural element in an unnatural world.

jesse.blog/stories/bana...
Banana
Times Square has an unnatural resonance, one you cannot become attuned to. It hums from electrified currents pumped into sky-high advertisements. It buzzes from worker bees shuffling across cement pat...
jesse.blog
May 8, 2025 at 5:19 PM
Banana

Times Square has an unnatural resonance, one you cannot become attuned to. It hums from electrified currents pumped into sky-high advertisements. It buzzes from worker bees shuffling across cement pathways. It aches as black and yellow caravans ebb and flow through its arteries. But there…
Banana
Times Square has an unnatural resonance, one you cannot become attuned to. It hums from electrified currents pumped into sky-high advertisements. It buzzes from worker bees shuffling across cement pathways. It aches as black and yellow caravans ebb and flow through its arteries. But there is nothing natural here. Nothing grows here. It is a completely artificial hive colonized by none whom belong to it. 
jesse.blog
May 8, 2025 at 4:13 PM
It’s only a mistake if you make it twice

I used to encourage my teams and colleagues to 'Celebrate Failures.' Otherwise, we hide shared learnings from one another when we sweep mistakes under the rug in shame. The truth is, we all know this, we all fail from time to time. What's important is…
It’s only a mistake if you make it twice
I used to encourage my teams and colleagues to 'Celebrate Failures.' Otherwise, we hide shared learnings from one another when we sweep mistakes under the rug in shame. The truth is, we all know this, we all fail from time to time. What's important is learning and adapting. My idea behind celebrating failures was to remove the stigma around failing, while finding comfort in the vulnerability required to talk openly about it.
jesse.blog
February 27, 2025 at 5:34 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
Reposted by Jesse Friedman
Everywhere I look I'm reminded of my dwindling code commits in #Github.

#webdev #programming #memes
December 10, 2024 at 8:17 PM
Reposted by Jesse Friedman
"The saddest aspect of life right now is that science gathers knowledge faster than society gathers wisdom."

- Isaac Asimov
December 9, 2024 at 3:21 PM
I just threw my hat in the ring to compete in Jamie Marsland's speed build competitions. 🤞

I need to improve my browser extension tools. Who has good color sampling, and spacing tools suggestions that I can use to quickly breakdown an existing site.
December 10, 2024 at 1:01 PM
I keep learning about "life rules" that are absolutely capitalist plays to pull money out of our wallets. The food pyramid, for example, was designed to promote higher margin, sugary foods to keep us buying.

So I'm curious, where did the 8-hours of sleep per night rule come from? Is it legit?
December 7, 2024 at 1:15 PM
Anyone see any tools to help you find people to follow based on who you follow on twitter or other networks?
November 21, 2024 at 3:55 AM
"“something definitely shifted” after the company was acquired by the private equity firm Silver Lake in 2018." - @ma.tt

This is a good read by observer.com

observer.com/2024/11/word...
WordPress Founder Matt Mullenweg Is ‘More Energized’ Than Ever Amid WP Engine Battle
“I make plans in decades. This is not a huge deal to me,” said the WordPress founder.
observer.com
November 18, 2024 at 7:12 PM