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The Point of a Playbook
Why I think AI should strengthen organizational learning instead of bypassing it
18 hrs ago
•
Stephen Pao
2
2
The Fourth of July Grab Bag
This week’s mixed bag of good news, price hikes, and one good rant
Jul 5
•
Stephen Pao
1
June 2026
Seeing People
What we chose to do with a week
Jun 28
•
Stephen Pao
2
3
1
The Detour
Before the kidney, the plumbing needs attention first
Jun 21
•
Stephen Pao
3
1
Eight Years In and Still Figuring It Out
Part 2 of 2: On subscriptions, second-guessing, and leaving well enough alone
Jun 14
•
Stephen Pao
1
1
1
Overengineering: A Case Study
How I set up an enterprise-grade stack for a resume site and a blog nobody reads anymore
Jun 13
•
Stephen Pao
1
6
1
One Wedding, Many Parties
On scattering a daughter’s celebrations across continents and why I’d recommend it, with one honest caveat
Jun 6
•
Stephen Pao
2
Some Role Reversal
Weddings, waiting rooms, and what it means to start feeling like the kids are taking care of me!
Jun 2
•
Stephen Pao
3
1
1
May 2026
What Real Data Does to Vibe Coding
Building a private lending tool, and what it taught me about transitioning from a spreadsheet
May 17
•
Stephen Pao
1
1
Building a Gratitude App I Wanted to Use
Why I ended up making a small, shared journaling tool instead of adopting another platform
May 10
•
Stephen Pao
1
1
Trying to Explain Parenthood
Notes after a long Zoom call with our daughter
May 3
•
Stephen Pao
4
1
April 2026
Claude Is Scary Too
When “Safer” AI Starts Asking the Wrong Questions
Apr 26
•
Stephen Pao
1
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