It's now a really lovely 3/2 unit, but I'd love to turn it into two separate units; 2/1 and 1/1. 

I'd love to connect and help you out.

Truckee has some tight STR laws and if you're in that game I'd stay.  

So I'd need to figure out an agreement/return between A and B, and then I'd need to figure out an agreement/return between (A&B) and C.

Quote from @Samuel Diouf: I'd say house-hacking is one of the best ways to get into real estate investing.

Given the current market, I'd be surprised if he can get a bank to lend 65%.

I'd sure like to borrow his MLS access (if he had it) for easier research though.

That's the one I'd listen to. 

Albany, Syracuse, Utica, OH, PA, etc.) for cashflow.The challenge in these markets is that demand is through the roof, and many properties either sell at the asking price or above the asking price (Suffolk's sale price average was 1.5% ABOVE the asking price).If I were in your shoes, I'd explore local and remote multi-family options before considering the mid-term rental route.All the best!

I’d love to help and connect you with my team in the area.