What's the worst onboarding you've sat through recently?

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Not naming names for my own product here, someone else's tool burned me last week. 14 questions before I even got to see a real screen. Company size, use case, "how did you hear about us", team size again but phrased differently. By question 9, I was just clicking random answers to get to the app.

Never even got there properly. Closed the tab, opened it again two days later out of guilt, got hit with a slightly different set of questions because apparently my first run didn't save. That was it for me.

I get why teams do this. Sales wants the data, PM wants segmentation, everyone wants to personalize the experience before you've done anything. But if I haven't touched the product yet, you don't know enough about how I'll actually use it to personalize anything. You're just guessing with extra steps.

I am curious what's the worst version of this you've run into. Drop it here, no need to be nice about it:

  • Name the product

  • What went wrong

  • What you wish they'd done instead

Feels like free UX research for anyone building an onboarding flow right now, so might as well make use of it.

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