I think if you're telling yourself that nothing could go wrong, that you are not very imaginative.

If you think nothing can go wrong because you had someone else do it, you're not very imaginative. All of your disastrous consequences are still possible.

You buy a poorly made planter instead of building it yourself. Or, you buy a well-made planter, but place it on a poorly made deck. Or, you decide not to risk it, and hire a contractor, who informs you that your poorly made deck needs to be removed.