Plans are useless, planning is essential

Plans are useless. Planning is helpful. It's really valuable to have a moment where you stop and go, 'Okay. What did we do? What worked? What went well? What didn't go well? What did we learn and now what do we think we're going to do next?'

The whole point about a roadmap is that it's not designed to be your plan. I think about it as being a prototype for your strategy.

The value isn't in your roadmap, the value is in the roadmapping process. What you're actually doing is laying out your assumptions of the problems that you're solving.

A roadmap in strategy is not a commitment. Instead, it's a way to double check if your plan makes any sense at all and is even anywhere near feasible. Because what happens to every team I see do these roadmaps, you put it together and you realize 'We're not going to hit our vision in five years or 10. This is like a 30 year vision, if we keep going at the pace we're going.'

Ensure that you're not for a given time period planning for more than 10% of that execution period. And I think this is a really easy mistake to make... you end up just planning way too much and oftentimes you really don't know what's ahead until you've launched or learned something.