It really depends on how important the leaseback/rental aspect is to you. Unfortunately some of the nicest touring machines around (C172RG, C182RG, C210, etc) are not very popular as rentals.
Given that you are/will be based in SoCal, may I suggest you talk to the numerous FTO/FBOs there first? It'll give you a good idea what rents and what doesn't. A great place to start would be to go down to KSMO and have a chat with Joe Justice (of Justice aviation). Very nice and knowledgeable gentleman who runs one of the bigger rental fleets in the L.A. area.
That said, of course it also depends on what YOU want to do with this a/c. Tarmac to tarmac, back country flying, high dispatch rate (IOW full IR capable) or VFR/good wx IR only?
Writing all the criteria down and perhaps creating a three-axis diagram should help you find the 'sweet spot'. Then, of course, it's down to your preferences - hey, it's your money, after all!
I would definitely stay with a single engine, glass cockpit (nobody likes steam gauges anymore). The perfect machine doesn't exist, but unless you need back country capabilities a Cirrus may well be what ticks most boxes.
Good luck and let us know how you get on!