The garage project - before (with pictures)

Here are the long-ago promised pictures of our existing garage. Note the "load-bearing bird nest" in the first picture (at the roof peak), as well as the extensive wood rot in the second picture. The garage-door doesn’t open and close very well because the garage frame has shifted. There is evidence inside that someone has attempted to correct this multiple times, but none of the fixes were permanent. The reason for the frame has shifted is because the concrete slab the garage sits on is buckling. The current garage also has no driveway; it sits right on the sidewalk, making existing the driveway in a vehicle very unsafe for any pedestrians that may happen past. We have never parked in the existing garage. Our visions for the new garage include rotating it 90 degrees, so we would be able to pull into it via our existing U-shaped driveway, as well as moving it off the street a few feet and closer to the house. Ideally, we are thinking that we want a 2-car, 24’ x 24’, with a 350-400 square foot second story room that would be Mr. Savvy’s Man Room (poker table, foosball, dead animal heads as decoration… that kind of thing).