I'd probably learn to fly planes, then a business private jet. Try to start a private charter jet ferry business. Build some tennis court parks, maybe start a tennis resort and hotel/restaurant.
As for community concerns. I don't know, if money was "no object", assuming tens or even hundreds of millions, I'd try to get some private organization going, away from the corruption of local and city governments wasting (or profiting from) federal and state allocated homeless funds, hire some lobbyists, whatever to get better zoning to build cheaper smaller housing, so homeless could move in there, or at least room by room shelters, not the current camp like ones . I'd seen one work in the past with rooms like a hotel with observation staff to help mental or addicted people undergoing rehab and kept a bunch of them not homeless. The homeless situation is just getting out of control at the end of the last decade and at the beginning of this one, with far more homeless not really reported, many in cars, rv's or vans, and maybe more regulated and night-security guarded "homeless parking lots" needed for those mobile types of homeless too.