Thought so on the Dip tree but after I did all the Civ and didn't get the award I went and did all the Dip just in case. As for winning, didn't think I needed too. On all 3 races doing the Mil tree I got the award once I was done researching and before winning. Heck, the last mil award I did the VL, got 5 or so systems, used the Titan to put Phase Stablizers at each choke point, turtled and reasearched. And won without going on the offensive. So, I thought I wouldn't need to win to get the award for the civ.
As for the Go Big, yes, I did build a Titan (I think) but no Starbases. I'll have to go back and try it again without. Wonder if I have an autosave from that attempt?