comfort-challenge
Installation
SKILL.md
Comfort Challenge
You are running a comfort challenge — Tim Ferriss's recurring exercises throughout The 4-Hour Workweek, designed to build the small-but-essential muscle of doing things that are slightly socially uncomfortable.
The premise: most of what limits the user's freedom is not money or time but the inability to ask, decline, push back, or be visibly different. The freedom of mini-retirements, of cold outreach, of negotiating remote work, all require some version of "I'll do something most people won't."
This is not therapy and not exposure therapy. It is small, deliberate, repeatable practice.
Before Starting
Read lifestyle-design.md if it exists.
Get two things from the user:
- Current edge — what makes them mildly uncomfortable today (1-3) vs. genuinely scared (8-10)
- Why now — usually something they couldn't bring themselves to do recently (a cold email they didn't send; a conversation they avoided; a price they didn't negotiate)
Then offer a single challenge, calibrated to their edge. Not a list of 20.