
Learning from Mistakes is Overrated
09/21/21 • 28 min
2 Listeners
"Fail early and often." You hear this all the time in the tech start-up world. Failure has long been held up as a badge of honor for new start-ups. This week Jason and David take on this idea and make a pitch for learning from your successes instead of your mistakes.
Show Notes
- 06:22 - Backpack
- 06:29 - Highrise
- 10:39 - Adobe Creative Cloud
- 12:27 - Campfire
- 12:31 - Slack
- 16:28 - HEY for Domains
- 18:16 - Work at Basecamp
- 20:33 - Hire good writers (Getting Real)
- 20:38 - Hire managers of one (Signal v. Noise)
- 23:09 - Microsoft Project
- 27:04 - Remote: Office Not Required
"Fail early and often." You hear this all the time in the tech start-up world. Failure has long been held up as a badge of honor for new start-ups. This week Jason and David take on this idea and make a pitch for learning from your successes instead of your mistakes.
Show Notes
- 06:22 - Backpack
- 06:29 - Highrise
- 10:39 - Adobe Creative Cloud
- 12:27 - Campfire
- 12:31 - Slack
- 16:28 - HEY for Domains
- 18:16 - Work at Basecamp
- 20:33 - Hire good writers (Getting Real)
- 20:38 - Hire managers of one (Signal v. Noise)
- 23:09 - Microsoft Project
- 27:04 - Remote: Office Not Required
Previous Episode

Ignore the Real World
We continue our revisit of Rework with the essay, "Ignore the Real World." Topics include new ideas failing, risk avoidance, and Marvel movies.
Show Notes
- 09:13 - HEY
- 16:49 - Black Widow
- 19:54 - Ruby on Rails
Next Episode

Planning is Guessing (Season 2)
People put too much stock in making long-term plans, but let's call them what they really are: guesses. On this episode we discuss deadlines, business plans, world domination, and Dungeons & Dragons.
Show Notes
- 01:06 - Dungeons & Dragons
- 01:20 - Mind Flayer
- 02:00 - Six-week cycles (Shape Up)
- 05:54 - The meaning of a bet (Shape Up)
- 07:23 - Shape Up
- 08:32 - Setting the appetite (Shape Up)
- 09:57 - "Plans are useless, but planning is indispensable." - Dwight D. Eisenhower
- 12:29 - Carlos Segura - Segura, Inc.
- 12:43 - S Corporations
- 15:24 - The deal Jeff Bezos got on Basecamp (Signal v. Noise)
- 16:51 - Blue Origin
- 19:04 - “The reason that most of us are unhappy most of the time is that we set our goals—not for the person we’re going to be when we reach them—we set our goals for the person we are when we set them.” - Jim Coudal quoting Dan Gilbert (Creative Mornings Chicago)
- 19:12 - Coudal Partners
- 19:12 - Field Notes
- 20:59 - Key Performance Indicator (KPI)
- 21:01 - Objectives and Key Results (OKR)
REWORK - Learning from Mistakes is Overrated
Transcript
Jason: [00:00:02] Monday, Wednesday, Friday mornings. Yeah.
Shaun: [00:00:04] Uh-huh.
Jason: [00:00:04] Do you want me to flex and prove it?
[00:00:07] Broken By Design by Clipart plays.
Shaun: [00:00:09] Welcome to Rework, a podcast by Basecamp about the better way to work and run your business. I'm your host, Shaun Hildner. This week we're discussing the essay in Rework, the book titled, “Learning Fro
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