Thank you for your honest opinions on my 101 Things in 1001 Days problem. I found a solution in replacing all the things that were obsolete (actually more than I thought before, about 50% even!) and adding days proportional to the percentage of new tasks. This might be not exactly what the inventor of the list had in mind, but it works for me.
Here’s the link to my improved list, and I feel much better about it now.