The consequence of overestimating is you don’t get the project. Occasionally that’s the consequence of proper estimation too, as people tend to underestimate when selling the project to get it through. Once I estimated a project at 3 months team of 5. They told me it should be 3 months team of 2. “We are doing sales mate” they told me. “You are, I am doing delivery” I responded, and then did neither sales nor delivery. ..
Estimates for internal client is a different ballgame than estimates for sales, it would seem.
My approach to the same project would be different if I know that I get to walk away when the project is over, versus if I know I'll be the one to maintain the project when this phase is over and it goes into production. I work for internal clients lately, and I can't honestly say it's my way or the highway, but if you ask for an estimate, I'm going to give you an estimate.
If you tell me the deadline then we're having a different conversation entirely. (And that's OK! Deadlines are better than estimates in my book, especially if the consequence of missing the deadline is some unfinished garbage goes to production, or doesn't ship at all as we had to move on to the next thing. If you asked me for an estimate and told me "that's too much, do it in less" then you didn't really want an estimate, did you? Just tell me the deadline and I'll deal with it, in that case, let's not play games.)
Here's another approach: tell me how much time you want to spend on this project, then I'll put a pen to paper and tell you what part of the scope we can deliver given the resources you've allocated. Don't like that very much? OK, you write the plan and I'll say "yes sir." But that's not why you pay me, is it?
Estimates are a function of scope, time, and cost. If you tell me to do it in less time, I'll do it in less time, but it's going to come at the expense of one of either feature scope or quality. This is not a negotiating tactic, it's just a statement of fact. If you tell me I have to shave off a bunch of time without sacrificing anything, then we're not having an honest conversation and we're not going to have a good time. I'm sorry you had a bad experience, mate.
