With the exception of building a trailer on the property (these are hard to finance), this sounds like a good plan AND if you are using it for your business AND your business pays more than 50% of the rent (if you have more than 1 tenant), then this is a more financeable property in the eyes of banks and credit unions as it would be consider a commercial "owner-occupied" property. 

Purchase price: $294,500 Cash invested: $144,000 This was my first commercial MF and off market deal.

Or maybe even the "Commercial Real Estate" forum.  

With your background in real estate (STRs and assisted living), commercial MAY make more sense and then if there are any residential deals you can take them as well.

I would google commercial real state firms in the areas you are looking for. 

Is there a commercial DSCR option?

Generally speaking when you find more owner occupied properties and less rentals you're in C+/B class.

@Dan AudinoFor path #1, is your eventual goal to rent out the property?

If the desired zoning is next to your property, it is easier to get rezoned. 

Hotels are the baby of real estate investing and running a business.Unlike any other commercial asset class, hotels are extremely labor-intensive to run but can spit off ridiculous cash flow.