Another thing we did several years ago was we took loans we bought at a substantial discount, I hypothecated about 70 of these loans and it was basically the BRRR strategy as we got our money back out of the deal, and the investor got 5 years of cash flow and I kept the back 10 years.

The basic plan would be to use their services to do the leg work (Advertising, Booking, and managing the event) and then our property would be the location and accommodations.

I'm basically at water level on this, and I don't know that other investors could make this cashflow any more than I could without me selling at a huge loss. 

But you need to learn all about landlord/tenant laws, how to do basic repairs, know what average labor and material costs are for common projects. learn about payment systems, how to interview property managers, tenants and handyman services, build a team of realtors, contractors, title, hard/private money lenders, inspectors, appraisers and soooo much more. 

Owning a rental home with or without house hacking is a pretty basic thing that almost any certified tax professional or accountant should be able to handle.Think a little in a bigger picture about what type of advice you will want: tax, accounting, financial planning? 

I have basic question that I'm still unclear on.

So we have 3 buckets in my mind - SFH sale (basic), developer sale for the size of land (new to me), business sale (home + business).The most value would be in selling home + business I believe but I have no idea how to market/find potential buyers for such a thing.

I Initially had a call with someone who asked some basic questions and offered basic info to see if we were a good fit to have a Zoom meeting.

I did basically push one incompetent appraiser out of the San Diego market because his appraisals were so bad he was getting the reputation he deserved (I won 2 large appeals and he left when I was appealing a third which sucked for me).  

Basically, just run deals in your market even if you're not planning to buy.