Rack - how to determine which five points? Many of the maps are asymmetrical, and you can start from either position. Sounds like a serious balancing headache. No, I think it's better to just accept the limitations of the genre - that you will be guaranteed to have enough momentum to win some point before you actually finish them off. This is why players end matches early. The AI doesn't do that.
I never said it would be easy

Seriously though I'm not sure I properly emphasised how difficult this is to do. It's certainly not the kind of thing you'd include in a regular patch, more in the region of something for a major expansion or DLC. There are still a lot of small(ish) changes that can be done to make the strategy map more interesting and satisfying but when talking about why the campaign ends in an unsatisfying fashion I think the root of it is here. It's a very difficult issue for the genre but not an unsolvable one.