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Re:Why are software development estimates regularly off by a... by crusso on Friday November 29, 2013 @03:04PM (#6820809)
What worked for me was to keep strict time of everything (shoutout to toggl.com, love it!), so I could learn from my mistakes

Right, that was part of my method as well. I learned to keep really good notes of each part of the project. At the end of each project, I compared my "what I thought it would take" with "what it actually took". In subsequent projects, I tried to match up similar complexity items with "what it actually took" notes to remind myself of the pain.

Re:Why are software development estimates regularly off by a... by kronholm on Friday November 29, 2013 @03:08PM (#6820820)
Same! And I'm sure the reason it didn't take that long with getting good at it, was it hurts like hell when you do the 33% thing on a couple large projects, when you're on your own.