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The worst one is a tool that lets you invest a lot of time in creating a result, then refuses to let you see/download/print/submit it without creating an account. This requirement is not disclosed until you have invested a lot of time in the product.

This is very common with price calculators and online image editors.

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This is a very common theme in many resumé websites, preying on people desperate for work. They won't prompt you to pay a dime, but will let you design and write up your perfect resumé for over an hour... All before charging you $x for a one-time download or losing it all.

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