I spend many months doing repetitive tasks. And than I realize I should automate them, and proceed to spend hours coming up with scripts/tools to automate them.
Happens way too often...
Once you reach that point, it then becomes a matter of trading-off how much time/money/effort it will take to automate the task against what benefit you get in return.
[...] The ski rental problem is the name given to a class of problems in which there is a choice between continuing to pay a repeating cost or paying a one-time cost which eliminates or reduces the repeating cost. [...]