You are a hacker. Your street cred is 1. Every time you exercise poor op-sec, roll a die. Feds kick in your door if the result is less than your street cred, otherwise increase your reputation by 1. Adjust die size for tone.
You have a pet project. It has 1 bug. Every time you pitch your project, roll a die. If the result is less than your street cred then increase your street cred by 1, otherwise your software gains 1 bug.
People depend on your project. Every time they do, roll a die. If they roll less than the number of bugs they yell at you, otherwise increase your street cred by 1.
If your pitch included secret information also roll for poor op-sec.