Most people would agree that practice makes perfect, right? I think a big issue with software estimation is that it is hard to get practice. I'd done full proje

Most people would agree that practice makes perfect, right? I think a big issue with software estimation is that it is hard to get practice. I'd done full project estimates for 4-6 projects in 3 years of working professionally. Compared to the amount of practice I have writing code, this is nothing. How can I ever hope to get good at something if I only do it once every 3-6 months and it might take 2 years to get feedback on if my final number was close to the actual cost? And unlike other skills, I can't practice on my own or take a course (I've never seen an open source project that did round-trip estimates, maybe that's something to try out...) Another issue is when you have an "indirect estimate" - basically I will estimate the work, but someone else is the one that ends up doing the project. If you aren't careful to consider who will be doing the work, you might estimate too low (if you are an expert and the work is done by a bunch of new hires). And none of this even touches on misinterpreting client demands, scope creep, dev team turn-over, or often neglected timesinks like documentation and meetings.