The first stage in adopting Agile is Preparing for the Transition to Agile.
The next stage is to make some early and measurable progress to encourage adoption. As it is, you have actually already experienced some success. You’ve planted the idea of process improvement, you’ve got a map of the areas of general consensus and contention, and you’ve provided a forum for people to learn more about the current process, uncover misunderstandings and correct them.
One of the areas of consensus you’ve uncovered is very likely a problem which everybody agrees should change, there is a consensus or near consensus on how to improve it, enough pain to easily instigate a change, and a sufficiently small scope that the change can be made in a relatively short amount of time. That should be your first area of attack. It doesn’t really matter what it is or if it has anything at all to do with Agile. At this point, you just want to establish the idea that process improvement is worthwhile, doable, and worth doing on a regular basis.
The main point of this stage of adoption is to discover the natural rhythm of your team and the project that you are working on. It may be a month, it may be a week, or it may be some other timeframe between 1-6 weeks.
For your first iteration, start with a goal of a one month iteration time. It is better to make it a goal rather than a hard requirement. Making it a hard requirement will encourage rushing to finish or taking shortcuts at the end which will defeat the purpose of establishing a rhythm. It will take time to get used to short iterations.
Don’t plan to do a release from the first iteration. Whichever iteration you do plan to do a release from, keep your release process the same for now. The purpose of the first couple of iterations using Agile is to identify obstacles in order to start removing them.
To determine what to work on for the first iteration, make a conservative estimate of how much work your team can take on. Create a backlog of the highest priority items, adding estimates to them as you go in order to determine the cutoff point. You don’t need to have a product owner or ScrumMaster or make any changes to how you plan a release at this point. Just do whatever you would normally do to plan the contents for a release, but keep the timeframe to a single iteration.
If there are one or more work items which are too large to fit into a one month iteration, you have a variety of options at this point. First, you can postpone going to short iterations until they are done and concentrate on the other aspects of the first stage of adoption. I don’t recommend this. If you’ve gotten to this point, this is your chance, don’t postpone it, find a way to move forward.
Second, if the work items would fit into a slightly longer iteration, use that as your iteration time. It isn’t ideal, but it is a better alternative than giving up!
A third option is to delay the oversized work items until after you’ve got 1-2 iterations under your belt. If they are in your backlog, somebody thought they were important, but if your release isn’t for many iterations anyway, perhaps it won’t matter to the overall release.
Done Means Done, But What Does "Done" Mean?
You should have a clear definition of what “done” means for a work item. At a high level, any definition of done should include whatever you believe is necessary for that work item in isolation to be considered shippable. Think about your entire release cycle, not just what it takes to get something ready to check-in. Do you eventually do a code review? Then that should be a pre-requisite for “done.” Other candidates are: documented, tests written and all pass, demoed by a QA person to a third party (that is, not just the developer and the QA person themselves).
Before you get too giddy with the success of your first iteration, be sure to schedule a retrospective. This is exactly same as the traditional “post-mortem” but doesn’t have the same air of death about it. The purpose of the retrospective is to take a look back at the iteration and look for opportunities to improve your next iteration. What went wrong? Why did it go wrong? What went well? What ideas do people have for improving the next iteration?
Most likely, the duration of your first iteration overshot your goal. This should be the focus of the retrospective. If in fact you did make the goal of 1 month, what could you do to reduce the time to 2 weeks? What could you do to have a higher ratio of value-producing activities such as adding more new functionality? You should not change your goal of 1 month to 2 weeks, even if you made the goal. At this point, it is more important to establish a rhythm rather than reduce the time of the interval.
At the end of the retrospective, decide as a team which changes you want to make in the next iteration. Don’t try to change everything at once, concentrate on the top 3-5 ideas. Make sure that somebody is taking notes. The notes will be invaluable in your next retrospective for detecting trends.
Breaking down entrenched habits and ingrained beliefs while simultaneously establishing new habits and beliefs takes time and patience. The most important things at this stage are to establish a rhythm via the short intervals of the iterations and to find and remove obstacles. Because you should already be experiencing positive results, there is no need to rush to the next stage and endanger the progress that you’ve made. Remember that there are lots of people watching the success or failure of this process and support for a new way of doing things is still shaky at best. That includes you and everybody else on the team! I recommend you simply repeat the process with another 2-3 iterations, finding and removing obstacles as you go.
Considering a transition to Agile? Read more of "Zero to Agile in 90 Days or Less."