Never Start a Hustle You Cannot Quit on a Tuesday
The rule is on the whiteboard in the garage, in handwriting that has been rewritten twice: nothing you cannot quit on a Tuesday.
It is not about commitment. It is the opposite of a commitment rule. It is a test I run before starting anything, and it has saved me from more bad evenings than every other thing on that board combined.
Calm explanations for why life feels harder than it should.
The Thing I Could Not Get Out Of
The rule exists because of a thing I agreed to a few years ago that involved another person. I am going to be vague about the details, partly because they are boring and partly because he is still somebody I see.
It was a reasonable idea. We were going to build something together, split the work along our actual strengths, and it made real sense on a whiteboard. What it also did, which neither of us noticed, was make my continued participation a thing another human being was relying on.
About five weeks in I knew I did not want to do it. Not because it was going badly — it was going about as well as these things go. I just did not want it, in the ordinary way that enthusiasm for something optional runs out. And I could not stop, because stopping was no longer a decision I could make in my own kitchen. It was a conversation, and the conversation was going to be uncomfortable, so I did the thing everybody does, which is nothing, for another two months.
Two Months of Being Slightly Dishonest by Doing Nothing
Those two months were the worst stretch of side-project time I have ever put in, and I put in almost no time, which was exactly the problem.
I did the minimum. I answered messages a day late. I did the parts that were visible and skipped the parts that were not. I was, functionally, waiting for the thing to die on its own so I would not have to be the one who killed it, which is a genuinely cowardly way to conduct yourself and I would like it noted that I know that.
It did eventually die on its own, or rather he got busy and it went quiet and neither of us ever formally ended it. Which meant it stayed live in my head for another year as a thing I had not finished, popping up at inconvenient moments.
The comparison that makes the point: I have abandoned close to thirty projects on my own and lost precisely no sleep over any of them. Folders do not mind. One project with a person attached cost me more in guilt than all thirty of the others combined cost me in anything.
Why the Exit Cost More Than the Work Ever Would Have
The actual work was maybe forty hours. The exit cost about fourteen months of intermittent low-grade dread, and a friendship that is now very slightly more careful than it was.
Not damaged. Careful. We are fine, we watch things together, he has a whole thing going on that I find genuinely funny. But there is a subject we do not raise, and that subject exists because I could not have a ten-minute conversation at week five.
"We should pick that back up sometime," John said about a year later, meaning it kindly, and I said absolutely, and neither of us has mentioned it since.
That exchange is the entire receipt for this rule. Two people politely agreeing to never discuss something again, because one of them was too conflict-averse to be honest during the window where honesty was cheap.
What the Test Actually Screens For
The test is one question asked before starting: if I want to stop on an ordinary Tuesday in eight weeks, what happens?
If the answer is that I close a folder, the thing is safe to start, and I start a lot of things. If the answer involves telling somebody, or letting somebody down, or a customer noticing, then it is not a side project — it is an obligation, and obligations need to be entered on purpose rather than because a whiteboard conversation went well on a Saturday.
This is not an argument against ever taking on obligations. The day job is an obligation and it is the best thing in my financial life. The two users on the tool are an obligation and I keep it running for them. Both of those I entered with my eyes open.
What the rule prevents is acquiring obligations by accident, in a good mood, at the point of maximum enthusiasm and minimum information.
Fourteen months of dread over forty hours of work. The rule cost me that once and has cost me nothing since, which makes it the best-performing thing on the whiteboard.
Note: Everyday Hustle Jeff is the written side of a digital series. These accounts are composite and dramatized. Any figures are what they were on the day, for one person, and are not a projection, a track record, or advice.