How to run and finish a challenge with other people.

How to actually finish a 75-day challenge

Most people quit a 75-day challenge on day 3 or around day 21. Here is where the drop-offs happen and the specific things that get you past each one.

How to do a habit challenge with friends or a group

Group habit challenges work when the group is small, everyone can see everyone, and there is a clear rule for missed days. Here is how to set one up.

What to do when you miss a day of a habit challenge

Missing one day does not undo three weeks of work. Here is how to handle a missed day without quitting, and why restarting the count is usually the wrong move.

Tracking a group challenge: shared app vs a spreadsheet

A shared spreadsheet is the default way groups track a challenge together. Here is where it works, where it quietly fails, and what to use instead.

Group habit challenge vs a solo habit app

Solo habit apps are a private checkbox with a retention problem. Here is the difference a small crew makes, and when a solo app is still the right tool.

Why accountability makes habits stick

Solo habit apps have a retention problem for a structural reason: nobody is watching. Here is what changes when someone is, and how to set that up.