Parkinson’s law indicates that any task will take the amount of time allocated to it. Too often, this is abused by managers to squeeze developers in a short and unrealistic time line for the project. While they often abuse it, the foundation is still right. Given too much time and no pressure, some developers will create great abstractions and attempt to solve all the problems of the universe. Objectives are always good to have. Allocating a limited, but reasonable, amount of time for a project is a good way to insure no gold plating is made, but still allow for sufficient quality in the context.
A reasonable amount of time may be hard to define. It requires a new skill for developers: estimation. Done on an individual basis, estimation can be used by developers as a personal objective to attain, but can also be part of a greater plan towards self improvement. The practice of up front estimation has huge benefits on the long term, even if they are far off the target. Once the task is completed with a huge variation, it triggers awareness. What when wrong? Constantly answering these questions and making an effort at trying resolving the issues will lead to a better process, higher quality estimations and less stress to accomplish tasks.
A long time ago, after reading Watts Humphrey’s Personal Software Process (PSP), I became convinced of the value of estimation as part of my work. In Dreaming in Code, Scott Rosenberg reflects on Humphrey’s technique:
Humphrey’s success stood on two principles: Plans were mandatory. And plans had to be realistic. They had to be “bottom-up”, derived from the experience and knowledge of the programmers who would commit to meeting them, rather than “top-down”, imposed executive fiat or marketing wish.
A few initial attempts in 2006 gave me confidence that high precision estimates were possible and it wasn’t so hard to attain. However, when my work situation changed, I realized that the different projects I was working on did not have the same quality constraints. This lead to splitting up my excel sheets in multiple ways. The task of estimating became so tedious I eventually dropped all tools. Not because I was not satisfied of the results I obtained, but because of the time it took me to get to it. I reverted to paper estimates and my gut feeling of scale. Still, the simple fact of performing analysis, design and rough measurements gave me significant precision. Not everything was lost.

However, one thing I did loose was traceability. Paper gets buried under more, or lost altogether. Personal notes are not always clear enough to be understood in the future. I no longer had access to my historical data. I wanted my spreadsheet back, but couldn’t bear with having to organize it. Over a year ago, searching for a reason to try out new things, I started a personal project to build a tool that would satisfy my needs for organization and simplicity. It required a few features crucial to me.
- It had to make it easy to filter data to find the relevant parts to the task at hand
- It had to be flexible enough to allow me to try out new estimation techniques
- It had to be quick and fun to use, otherwise it would just be an other spreadsheet
I achieved a first usable version over the last summer, working on it in my spare time and gave it a test run in the following months. It was not good enough. Too linear. Too static. It did not accomplish what I needed and found myself reverting back to paper over again. What a terrible failure.

A few months later, I figured I had to make it paper-like and gave it a little more effort. After a dozen hours sitting in the airport over the last two weeks, I think I finally documented my work enough for others to understand. Sadly, even if the application is somewhat intuitive, the prerequisite skills required to perform estimation are not.
Today, I announce the first public beta release of TaskEstimation.com, a tool aimed for developers to estimate their work on a per-task basis and work towards self improvement. Don’t be confused, this is not built for project management. While it probably is flexible enough for it, any project manager using it should have it’s own self improvement in mind. Feedback is welcome on both the application and the documentation. I expect the later one to be lacking details, so feel free to ask questions.
Bill Gates mentioned a ‘less one’ rule when being interviewed by Rich Karlgaard of Forbes.com (which I’m unable to find quickly enough using google). They (MS) would staff a project according to their various rules and then try to eliminate a developer slot.
Making an estimate, I often break down the features (e.g. admin panel for comments) into small, indivisible tasks (a and give those a time estimate. When a task is complete, I note the time it took next to my estimate. The actual/estimated time ratio is the uncertainty. Then you take the average uncertainty and apply it to all future estimates, and you go again.
Of course, familiarity of work and process influence estimate certainty.
Check out Head First Software Developmet.
Whoa could this be useful for estimating other tasks? Like, say, graphic design tasks?
Possibly, although I have very little experience on that side. The idea is that you need to find an abstract measure that can be counted early on in the project and that would loosely map to the amount of time spent at the end. Initially, it’s mostly about figuring out what measure suits best.
What kind of design are you looking into?