After doing this for 25 years, I always say "you never get good at estimating, you just get less shitty at it".. Lots of people don't like that statement, but

After doing this for 25 years, I always say "you never get good at estimating, you just get less shitty at it".. Lots of people don't like that statement, but I stand by it.. I eventually stopped trying to estimate time required to deliver a specific thing, and instead started working backwards and seeing what can be done in the time we have. It's still estimating, but it's somehow a bit easier, especially if you're willing/able to re-evaluate along the way. I know that's basically Agile but I removed all the ritualistic BS. ;-)