First thing, I would find a nice multi-family building somewhere on Beacon Hill. I'd want to buy it outright, rehab it, and then move in. Rehab details: Roof deck with Jacuzzi, garage for Madeline, fully modernized kitchen. I'd get the top floor unit, of course, and if it's a smaller building, I'd probably take the floor below that as well, turning it into one big unit. I'd need some good tenants, of course, to help pay the mortgage. I would generally want folks I like to move in. And since I'm rich, I wouldn't have to charge them a jillion dollars a month rent.
Second thing, I'd want to buy the Boston Opera House and renovate it, restoring the facade and the main theater as authentically as possible, while upgrading the lighting/stage/backstage facilities as well as the other floors to accommodate offices and rehearsal space. I'd also like to see some sort of rooftop performance space as well, so on brilliant summer nights we could do theater with the Boston skyline as our backdrop. Once the rehab was done, I'd want three resident companies living there. The first, of course, would be Improv Foundry. The second, would be a resident theater company, founded by myself and piter_kenobi. Piter would direct the company as a whole, of course, but I would want to direct the occasional production. We'd do the standard brilliant theater, as well as some experimental stuff. The third company, I would want to be a children's company. With theater classes and productions put on by the students. I'd like gwyndyn to be the overall director for the program, pulling in people as instructors and production directors. It wouldn't be a full time school, but would offer some education for all age and experience levels so that this newer generation of kids could discover the magic of theater like I did when I was a kid (and because P & G would be working there, they'd have to move to Boston and live in my building on Beacon Hill). There would also be one night a week (probably Tuesday) set aside for random stuff like visiting troupes, or local Boston groups who just want a night on stage to do something.
This is the start of my dream. I've decided to play the lottery just to keep the dream in the realm of 'hey, there's a chance, however slim, that it could happen.'
Dream a little dream...