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Questions to ask when you think need to finish something

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Sep 18, 2025

I’ve written before about how I am sometimes haunted by my own side projects that I should finish, but I also want to pursue a shiny new thing instead.

After shipping some projects (like PocketCal and Ductts, among others), I think I’ve refined my list of questions that I ask myself when I want to avoid working on an existing project and pursue something else instead. And now… I give them to you.

Ask yourself…

Does this thing still align with my current goals?

Would I start this again if I hadn’t already invested time and resources into it?

Do I still want this, or am I trying to prove to myself that I can finish it?

What would happen if I let this go?

Am I trying to meet my own expectations, or someone else’s?

What would I actively pursue if I didn’t finish this thing?

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