You have built and sold a business so you understand the importance of building a foundation and longer term adaptable plan.

He can probably get a free caregiver through the county.If you're worried about him, you could contact social services or adult protective services.But, why don't you sit down with him and tell him you're worried about him, and wondered if he has help with his wheelchair.He might also qualify to get your building adapted for the wheelchair for free. 

I have certainly learned that things never go as planned, and you have to be able to adapt very quickly in this business! 

I may snag that and adapt it to my state/leases!

Look at the historical record of pricing and rents here ... it is a market that always looks expensive, and has for the last 40 years, if you just look at it through the rather narrow lense of cash flow on day 1, and yet ask anybody who has actual experience owning here for a significant amount of time and you usually get a vastly different perspective.To answer the OPs original question, though, I believe a skilled REI operator can make good money in any RE market in the USA and at any time if they know the market intimately and have the knowledge, skill, and flexibility to adapt their strategies as the cycle changes.

I'd like to model and adapt to my needs but also don't want to reinvent the wheel if someone would share. 

No adaptability for pre-screening questions - remember that book that random bearded dude wrote on about managing rental properties.

Everybody has their own style and mine has adapted over the years as I've been involved with more and more projects.

However, I am not afraid to adapt to what happens on the ground.

They won't take yours, though, because you were the first one to tell them that their baby was ugly.So, knowing that, you can develop strategies to adapt to the situation.Simply be the second or third in-line.