It sounds like a good idea until you start looking at all of the risk involved:
1) Damage to the machine during transport.
2) Damage to the client or their location during transport/set up.
3) Damage to the machine while it is at the location.
4) Machine breakdowns that cost you time/money.
5) Complete loss (theft, fire, water, etc.) of the machine.
The way I see it, there is just as much if not more risk than operating a machine at a commercial location, not to mention more potential headaches.
Sure it could be profitable with a bit of luck and a good system, but it a few bad deals could put you at a loss very quickly. Holding a credit card on file and trying to work out insurance details isn't enough to prevent those major losses, IMO. Never mind the infectious issues right now.
But hey, I suppose if the pinball market tanks like I keep reading about here and I can't stand looking at my games anymore, maybe I'll give it another thought.