You can be a private lender and hold the first note.I specifically said not hard money lender unless someone recommends it.Mike, I'm guessing you're not a private lender but thanks for the advice. 

Hey Sammy, In Columbus, Ohio, your rental strategy—whether it's Short-Term Rentals (STR), Medium-Term Rentals (MTR), or Long-Term Rentals (LTR)—depends on your goals and the specific property. 

Hey Account ClosedI can't speak too much into the LA market specifically, all I've seen personally is that a BRRRR-strategy in LA is tougher because of property values.

Another option is a revised Tenant-in-Common agreement, outlining property management, expense sharing, and a potential buy-out provision in the future under specific conditions.

@Joe Rinellakeep in mind MA (all states) has a state specific tax code beyond the federal tax code.

Without hearing the details its hard to make a specific recommendations, but frankly, being under rent control, that's a 'pass' for me. 

No license unless you are listing your specific unit, not another within your 2-4 unit.Even if you do mid-term rental you still won't be able to get an AirBnB license. 

You wouldn’t be able to accelerate the entire $80k it would be more like 15-20% of the $80k depending on your exact property and as determined through a cost segregation study.If you’re not going to keep the property for at least 5 years or have a specific exit strategy in mind it may not be worth it to you. 

What specific features are you looking for in a property?

How long have these specific tenants lived in it?