Another thing to consider here (that went unmentioned above) is that your $300k comes in the form of debt from your primary residence so if you lose any of it in a bad investment, you will be paying on that debt out of your pocket to keep your primary home.

Its not their business model, they are flipping properties at this momentThey don't want to own any property long-term with debtThey don't want to be landlordsFearful of losing everything if the market takes a major downshiftI love the BRRRR strategy and I'm more in line with your thinking.

if he doesnt give you time, your attorneys will speak and everyone will lose..ask him if he would be opposed to you handling the move out of the tenant. have him write it into the contract as an adendum..

You’re spending a couple, hundred a year for a check that’s a couple hundred thousand higher plus you get to keep the rental income that you’d lose with the lower insurance and into rebuilding?

To me this sounds like a heads they win tails they lose proposition.  

I'm worried if I do it I wouldn't get the property booked enough and end up losing money.

Appraisal Contingency - This is the reason you're losing out to cash buyers.

Anything related to tenants requires a real estate professional that has a license to lose if they screwup!!!

Anytime an HOA is involved, you are going to lose most times.

On my first deal, I hoped I didn't lose money.