Hiring a PM can save you time and headaches by handling tenants, maintenance, and legal stuff.

The detective is not an expert in contract law and doesn't know what he's talking about.

(more legal fees, business fees vs. renovations).Research Points: §1.263A-1T§195(c)(1)Ervin E.

I would offer it on a land contract to someone wanting to live there for around 1500 and small down payment or sub2 with a large down payment and monthly that would cover PITI.

No legal jargon or last-minute surprises.Smaller credit unions are also worth exploring.

Have contracts or covenants that keep newer homes there and keeping yards clean.  

I was maybe getting the property under contract.

They aren't looking for 10% returns and they probably love the idea of getting some cash legally out of Canada.I got into Costa Rica because of the country (it's awesome), what's happening to real estate prices there and in the US (they are nuts here) and the amount of development that's happening around Potrero, the technology advancements in the STR industry, proximity to the beach etc.

They will not cover you at all for anything, it'll be in the fine print of your contract that they don't cover rentals. 

OOS BRRRs are the devil's juice on this forum, but if you set yourself up properly with contracts, etc., you will come out on top just take a bit longer so you need to underwrite that in mind.If the former, I would do a combination of fixed income, private lending, and note buying and trade the arb.