I've already accepted that my best bet is probably going to be looking out of state.

Insurance + a traditional LLC will not provide best protection, as there are causes of loss where insurance does not cover, and you are betting on insurance to come through when they are working as hard as they can to find a way to deny coverage to reduce loss payout2.

Your best bet may be to spend time at a courthouse or two, and to understand the probate process for your county as well.

I can't cash flow and I would be betting on appreciation, which is always a risk.

Indeed, inflation adjusted, I bet everyone's mortgage payment will actually be going down whenever the next cyclical recession hits.On that note, one thing that does happen is that lending gets conservative when markets aren't doing so great.

I bet it was a sacrifice having to sell your boat to purchase it but it'll all be worth it in the end if you keep with it.

I would not take that bet either!

I've seen a lot of folks talking about going the VRBO route for vacation rentals; but again, all depends on how long you're trying to get the place rented out for (if you're thinking a month or possibly longer then it could make more sense to go the landlord software route where you can easily manage your listing in one spot; if you're going with the shorter term rentals (a few days to a week or two) then using one of the vacation rental sites is probably your best bet outside of a simple Zelle or Venmo payment.

I bet my wifes coordinator makes over 100k a year working from home on her computer..  

I don’t want to be a landlord, and I own 3 businesses, so I don’t have the time to be land-lording.I’ve been in the stock market for the past few years, but it’s not helping me achieve my goal, which is long term passive income.Being overseas, turnkey seems like my best bet.