These reasons are pushed to "the regular people" real world wealthy people I've see don't worry about it.

Only issue I see (I am huge into data for my day job so I run numbers on cities on a regular basis) is that there has been population decrease in last 5 years.

It's also about your ability to access the Sponsor's financial and managerial documents on the go so you can control and check what is happening regularly.

In that case, a premium can help discourage back-to-back bookings or at least bring in more revenue that could help with operational costs....While a premiumcan be put in place so that adjacent days are less attractive to guests, there's no guarantee that guests won't book these days, and your regular listing maximum price will still be in effect (though that can be adjusted with Date Specific Overrides).

That is your best bet to ensure it is watered regularly. 

If you’re wanting to become a co-host it’s no different than being a regular host in my opinion.

While it might be possible to find a local banker willing to work with you, but in my experience over the last 8 years it is much better to work with the expert such as @Kreighton Reed who does it on regular basis.

My plan is to monitor those rental listings during the fall and winter seasons, and see which units are more consistently booked.

@Hunter Beckstrom Although I prefer multi family due to scalability and economies of scale I still regularly look at and run numbers single families.

Due to it having section 8 tenants it needs to be regularly inspected and it just passed another inspection yesterday.