Cassidy Williams

Software Engineer in Chicago

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Questions to ask when you think you need to finish something


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?

Anyway, doing a little “mental audit” around projects have helped me ship better when I realize some projects I pursue aren’t actually worth it to me.

And sometimes, the answers to these questions help me actually finish a project, because my answer reminds me of why I started it in the first place!

I hope this helps you!


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