A Smart Bear on your Kindle

Business·59 readers·56 articles

Founded WP Engine in 2010, initially bootstrapped, then raised a few small rounds. Subscribe and new articles arrive on your Kindle daily, or send any single article below.

Oct 11, 2026
"You didn't do it right"
Jul 19, 2026
What is the value of one hour of a startup founder's time?
Jun 21, 2026
Lost confidence
May 24, 2026
Worrying is self-fulfilling; what to do instead
Apr 19, 2026
How to hire people who are better than you
Mar 22, 2026
Maybe not so much with the "optimization"
Feb 22, 2026
Strategic choices: When both options are good
Jan 25, 2026
A compass is not a map
Jan 4, 2026
Creating space
Dec 7, 2025
Scaling by "delegation" isn't good enough
Nov 9, 2025
Mission, Vision, poTAYto, poTAHto
Sep 28, 2025
When being an "expert" is harmful
Sep 7, 2025
Your target market isn't demographic
Aug 17, 2025
Yes, but who said they'd actually BUY the damn thing?
Jul 27, 2025
Max MRR: Your growth ceiling
Jul 13, 2025
Specificity: A weapon of mass effectiveness
Jun 22, 2025
Ruthless prioritization while the dog pees on the floor
Jun 8, 2025
Bootstrapped CPC rule of thumb: ARPU/25
Jun 1, 2025
More or less
May 25, 2025
Rude Q&A: The constructive devil's advocate
May 18, 2025
When customers buy your competitor's product… and then buy yours
May 11, 2025
Invention is Drudgery
May 4, 2025
Product Purgatory: When they love it but still don't buy
Apr 27, 2025
How to get customers who love you even when you screw up
Apr 20, 2025
SSEBITDA⁠--A steady-state profit metric for SaaS companies
Apr 13, 2025
Startup Exercise: What can't be solved with money?
Apr 6, 2025
Sometimes never compete on price
Mar 30, 2025
How to simplify complex decisions by cleaving the facts
Mar 23, 2025
All pretty models are wrong, but some ugly models are useful
Mar 16, 2025
Reframing "Freemium" by charging the marketing department