Well, in an ideal world, free from constraints (for example monetary or physical space) then I'd be trying whatever I wanted, whenever I wanted. Life's not like that. Limits exist. As I said before, the reason I won't touch 15" cabs with a bargepole is mostly because they won't fit in my car. It has nothing to do with them being 15s, they just don't fit into my life and the way I want to live it.
Also, frankly I'm just not that excited about amps and cabs. To me, they're a necessary component in order to make noise and that's about it. Apart from the 30W practice amp I started with, I've only owned 4 amps and 4 cabs in about 20 years, and almost always one at a time.
Amps. Cabs. Eh, I'd rather buy another bass.