Pros
It's your plane, you fly when you want, not at the mercy of scheduling. There is one plane in my town for rent and weekends fill up fast, but there are at least 5 or 6 CFIIs. You don't have others "learning" and tearing up "your" plane. By flying the same plane, you know it's quirks and instrumentation and may finish up faster. You learn the "joys" of ownership and maintenance costs.

Cons
If it's not the plane you want after training, you are at the mercy of the market when selling/buying. Extra costs - insurance, hangar, annual, reserves (debatable), taxes. May be offset by higher rental costs. If it breaks, you're down until it's fixed, or you pay for a rental. You need to fly different types of a/c.

I wish I had your problem