I've tried to give them the benefit of the doubt, but they do not learn from their mistakes and simply bury their heads in the sand.

I have simply never found a reasoning for doing a different transactional method.

You can go the free route which does take some time, door-to-door, cold calling, and simply messaging buyers.

A DSCR refinance can also allow you to take some cash out if you want to use it to put down on another investment property and when you close simply close in an LLC.  

Quote from @Paul T.: I always thought he was a scam, but several other investors I know and trust like him, so I ended up buying some of his lower level stuff, books, recordings and whatnot.

And there's been MANY times I get bookings that come through for same day check-in and they "pay" with an invalid card but because Booking simply collects and passes along the card number, if I don't notice the card declined in my system they get a check-in code and I'm chasing people down for money.

You're not in the position to be a cash buyer...as a former wealth manager, it's simply not a good play for you for many of the reasons stated above and more.  

Anything 1m+ will be harder to sell (I am making assumptions on the price), there is simply a smaller pool of buyers.

It's simply a numbers game. 

However, the most effective method is to simply tell the tenant that they'll need to provide proof of insurance prior to or on the day 1 of the start of the lease, otherwise the keys will not be provided to them.