Luxury custom home builders can be a mix of different nationalities with finish carpenters, cabinet guys, HVAC, sparkies and plumbers still mostly local but many are older and getting ready to retire.

But i think its  an age thing to as we grow older kind of like to simplify life etc.

In our welcome basket we allocated $2-4 for gifts i.e. chocolate bars, Florida Oranges when in season, etc

One, is dynamic pricing a thing for mid-term properties without much seasonality?

@Jack Lee is is great to know how to structure the deal, another is to find the property and make sure you are not missing the issues you will run into with an older house. 

I do a mix of STR and MTR in Tucson ( STR for peak season around gem shows ) and MTR during the other months 

You can market to the older idea of absentee or high equity, I just don't see those being motivated. 

The housing stock is older so you have that to think about, but the entry point is generally low enough to get in and see how the market works for you. 

It's possible you could take the loan to another bank that is willing to do purchase plus rehab, but there is likely a seasoning requirement.

The Front Range market has a very pronounced seasonality to it: March-June is "selling season" when the bulk of the listings hit the market and all of the retail buyers are out hunting.