I'm Skipper, facilitating better product strategy & design work at How This Works co
AI
+5
Dec 1, 2025
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9 min read
When your data tells you one story and humans tell you another
product-market fit
+8
Nov 24, 2025
AI is inevitably part of the conversation, here's what I've learned about when it actually helps â and when to trust your gut instead
facilitation
+6
Nov 10, 2025
8 min read
Why the timeline isn't about speed â it's about limiting how much you can invest in being wrong
bullseye customers
+4
Oct 27, 2025
11 min read
Using Redact and Claude to systematically extract insights without drowning in hours of transcripts
How might we
Oct 21, 2025
Why the way you frame questions to AI determines whether you're thinking or just following instructions
fishing
Oct 14, 2025
7 min read
Sometimes you have to hold something to feel it, to understand it
startups
Oct 6, 2025
The gap between what you're building and who actually needs and wants it
Sep 28, 2025
People often ask me what's different between a bullseye customer interview and a user interview
brain science
Sep 24, 2025
6 min read
The cognitive research that changed how I think about collaboration
Sep 23, 2025
5 min read
Starting How This Works co taught me meetings are really just design problems
Sesame
+1
Sep 22, 2025
What we learned bribing strangers to look at our half-built product
Innovation
Sep 21, 2025
What his story can teach us about focus when markets barely exist
customer interviews
Sep 11, 2025
4 min read
Why subject matter expertise and market research isn't the same as customer insights
Sep 8, 2025
But the reality is that they haven't talked to one in weeks or months â if ever
TIL
+3
Sep 7, 2025
What it teaches us about truth, positioning, and the history of innovation
