Entrepreneurship Handbook Weekly Wrapup for 4/14/2025

Ever notice how the stuff that actually sinks startups isn’t flashy? It’s not usually funding or headlines — it’s bad hires, clunky operations, and year-one assumptions that blow up in year two.

This week, we’re keeping it real. We’ve got cautionary tales, strategy pivots, and zero sugarcoating — from building remote-first to learning the hard way that customer satisfaction is job #1 (not an optional bonus).

Whether you’re deep in founder mode or gearing up for your first launch, these reads might just save you six figures — or six months.

Your Turn to Spill
If you’ve never made any of these mistakes, congrats — you’re either lying, or you’re due for a spectacular meltdown. Either way, we want to hear about it.

Hit reply. Tell us the dumbest thing you did in year one. Or the smartest thing you almost did, but didn’t. We might just steal it for next week (kidding… kind of).

Until then: build smarter, screw up faster, and stop pretending it’s going to get easier.

You know better.