They must be very low odds because insurance companies are in the business of making money, not paying out maximums.

If they aren't charging a pre-disclosed & agreed upon Markup - they are probably hiding something to make money for their time.Good luck!

Belly to Belly is the best way for private money..

You'll need something like 125 units netting $200 per door to get there, that's about 10 million worth of multifamily in today's money, so you'll need about 3 million in down payments.

Just make sure you are saving towards those slow months during the peak months, buy a deal at the right price (don't overpay just because its a turnkey STR or you think it will make more money than projected), and look into ways to increase bookings during those slow months with some marketing and operation tweaks. 

Right now, I am not as interested in investing as I am in helping another investor in order to get some hands-on experience while my wife and I save a little bit more money.

If there’s specific projects like electrical we get a project specific estimate after we put it under contract prior to the earnest money going hard.

But by coming together with others, one can get in the game and put their money to work in these bigger, potentially greater return deals without having to do it solo.

and if you don't have enough money to house hack in San Diego... save up until you do.and if you want to move somewhere else, house hack there. 

For my money, I'd look there and let the market bring you up.