If your budget is unlimited, I'd look at going electric. Propane is good, but there's nothing like the comfort and convenience (and overall awesome factor) of pushing brightly lit buttons on a control panel and mashing in. Instead of going in and out, how about a 220v outlet inside the basement near the back deck? Brew inside, and use it for welding/power tools if you're into that. Keep in mind, I'm biased; it's what I'm doing
A couple things:
1. 3 tier is out because you can afford a pump. Go single.
2. 2 or 3 vessels? You already have the boilermaker, so I'd get another and then decide if you're happy with the cooler. (But you could get 3 custom 16G Penrose kettles for less than one additional BM if you sell your current BM
3. Keep in mind a lot of the stands you see are larger than they need to be and have a lot of open space. If you go electric you're not dealing with flame weakening the stand/being too close so you can go very compact and your vessels can be much closer together.
4. CIP is nice and can be done for cheap.
Food for thought.