Like many people, I’d like to be extraordinarily wealthy some day. Between a string of business ideas that I’m convinced would make me fantastically wealthy, and the lottery which never seems to work out in my favor, I have lots of occasions to hope I’m rich.

Of course, as a millionaire, there are lots of extravagant purchases I’d like to make. But I think you can make them a lot less extravagant.

For example, I’m a nut about keeping my car really, really clean. It’d be nice to build a really nice auto garage, where I could do detailing, and maybe even hire a mechanic to keep up my cars. So why not buy a failing auto garage business somewhere, fix it up to millionaire-pet-project standards, and then put it in business? It might not be profitable, but it’ll at least defray the costs of running it just for your own use.

And what millionaire doesn’t own a limo or two? There are some seemingly-rare models for sale right now. So you pick them up, and start a limo company. You can make sure not to over-schedule them so that there’s always one available for your use, but when you’re not using them, they’re making you money. Again, it might take a long time to be profitable. But you view it like how I viewed the first hosting company I started: I wanted the server for myself, and if I could get people to subsidize the cost by buying space, great. It’d be great if I someday made a profit, but if I just ended up having use of a dedicated server on the cheap, that’s great too.

You can even work philanthropy in this model. Merrimack’s library is badly in need of a new building. I bet we can find a neighboring town that shares our need, too. So you build a really, really nice library somewhere, merge the two libraries, and donate it to the town. But, when you build the library, you build in a few spaces for a coffee shop and deli. And, as part of the donation, you own rights to put in retail shops there in perpetuity. Will you ever make enough to pay off the library? I doubt it. But getting a little income from a philanthropic donation? That’s nothing to complain about!

If you weren’t too picky about people using some of your properties, you could even apply this “semi-business, semi-personal toy” model to real estate. As a multi-millionaire, I’d love a few vacation homes. For example, this would be a great retreat /vacation home. But I’d only use it for a few weeks at a time. This‘d be awesome, too. Add some oceanfront property and maybe a winter retreat in a tropical location. But a lot of them you won’t live in for more than a few weeks at a time. So you file a corporation, have it own your vacation homes, and rent them out most of the time. Of course, you keep your personal property in your main home. And the others are just awesome vacation homes. And when you’re not using them (which is most of the time!) you’re renting them out, paying off at least the costs of maintaining the homes and paying their tax bills. And, ideally, making owning them a little less expensive.

Granted, I don’t quite have the money to buy a slew of vacation properties, or start a limo company, or buy a private room in Internap’s Boston data center. But if I do, you can bet that I’ll be gaming my purchases to try to make me a little money, too.