Since we have been on the road of adopting Agile and Lean in our organization, I have had increasing pressure from stakeholders to give them an idea of when we will deliver functionality beyond the current release. Our releases are currently around 4-6 months at this point, so they are asking for things that will be delivered towards the end of the year and into next year. One stakeholder wanted to go out even further than that (up to 24 months in advance)!
At first, I thought that they just wanted to get an idea internally by developing a high-level product road-map to help us with our priorities. However, my thoughts were that this road-map wasn't going to focus on dates. Why? Because that information would not have any sense of reality. This information is at best high-level and with that not enough knowledge and information to make a better prediction of what could be delivered. That better prediction won't happen until we do release planning for the release that we are considering the future functionality. Even with that said, we really won't be able to commit to dates until we get really into the details of the work during iteration planning.
So, there are really three levels of precision: "fine grain" in the current iteration (90% or greater chance of stories in the iteration getting done), "coarse grain" in the current release (60% or greater chance of stories in the release getting done - this number could go down if our releases were even shorter), then "swags" in future releases (40% or less of a chance of stories getting done in the expected time period - this number going down the further out you go). These aren't exact numbers but you get the idea.
What really worried me is that they wanted these long-term dates so they could make commitments to key customers on when future functionality would be delivered. When I discussed my concerns with the stakeholders and talked about the various levels of precision, they believed we could actually get better at our precision if we just planned a little more. However, that would become waste in Lean terms because we would have a lot of work (inventory) "in-progress", plus what we know now about something that will be started six or more months in the future WILL change once we get there. Even with all of that said, my greater concern was making commitments to customers before we can make commitments with the development teams that they can deliver. It should be the other way around in my opinion. Let's figure out what we can commit to and deliver, then start setting expectations to customers.
One of our vendors lives by this philosophy. If we ask for an enhancement, if it isn't something they are committing to for the next release, they will give the answer "we'll put this in our backlog of priorities and consider this for a future release". Then, they will focus my attention of things of value that are coming in the next release and get my feedback on them. Even if my particular request isn't there, I find great value in what is about to be delivered. Sure, there may be some features I don't plan on using or care about but there are usually features that I care very much about. As a customer, this vendor is setting my expectation based on what they know they can deliver, then based on what they hope they can deliver. Hopes don't cut it! If they had promised me a future date, and then miss that date I would have been much more frustrated as a customer. I would rather not know until they were really confident they could hit that date. I appreciate that this vendor has delivered what they promised and has built a reputation with me that they are making constant improvements to their product. Even if those improvements aren't everything that I have asked for!
This is just one of the bad habits we need to break by moving to Traditional development over to Agile. It wasn't that we were better at providing estimates and hitting dates using Traditional development, because we weren't (especially for features out several releases). Sure, we could try to hit those arbitrary dates by cutting scope, freezing scope changes, adding people, working overtime, cutting corners on quality, and other "tricks of the trade". However, would we really provide what the customer really wants? Isn't the goal of Agile to provide what the customer finds value, even if the cost of that value is sometimes difficult to determine? If the quality isn't there, they don't want it early. If the functionality doesn't really do what they expected, they don't want it early. Why this importance of hitting dates because of commitment to customers, when in the end the customers will be disappointed because what they got in return missed their expectations? Let's commit to dates first as a development team and "internal" customers, then set expectations to our "external" customers as we deliver what is important to them.
I believe we got into this dilemma because we developed a reputation of over-promising and under-delivering (because of the problems with Traditional development). Plus, what we would deliver (usually 8-12 months) didn't really cut it with the customer and left them disappointed and frustrated with how long things take. Therefore, their lack of trust in hitting dates causes them to even push harder for us to commit to completing functionality that is long overdue. We need to build trust again with our customers by delivering high-value and high-quality features more frequently in order to gain back a reputation of under-promising and over-delivering. This will take time, but in the interim we need to change the way we have set future expectations with our customers. This may cause some short-term frustration, but will quickly change as customers will change their focus as well on what is being delivered then what is promised to be delivered. After all, isn't that what really counts?
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