Plus entertain him when he comes to town ( I get to tag along for a very nice meal as well LOL )  

Either way communication is key, if the tenant is not communicating I do not even entertain the idea of working with them.

For example, if you're making offers with a low down payment, how can you set yourself apart from other offers a seller may be entertaining? 

If they just unilaterally did it, without penalty, I doubt I'd entertain it as they sound like flakes.

In general people want their feelings stoked and entertainment.

Perhaps they would entertain it as part of the deal as a cashflowing rental for them?

To my point, that is a very specific type of investing, and obviously the worst of it is being shown for entertainment. 

But no one that stupid is going to ever get to the point where they are entertaining a 100-unit, so there's no point in trying to market to that person, they don't really exist at that scale (and, to they extent that they do, they aren't falling for real estate scams, they are falling for crypto/nft/blockchain/ai [+ next years buzzword, whatever that is] type scams). 

It took a few decades to go from a hype to the backbone of almost everything from commerce to entertainment. 

But if I could actually cashflow and be profitable, I'd certainly be willing to entertain other areas of Hawaii.