Make sure you aren't quoting with general homeowners insurance as STR insurance can be significantly higher.

Reg. 1.469-4 (which is different from the 1.469-9(g) grouping election that is used for rentals that aren't STRs). 

I've done cost segs on STRs for the loophole but I'd like to get into some more properties that aren't STRs and use bonus depreciation to offset my insurance business.

STRs near national parks do see heavier weekend demand, but weekdays can fill too especially during peak season, school breaks, or if you market toward remote workers and international travelers who aren’t tied to weekend schedules.

Us CPAs are handy if you want peace of mind, aren't sure about deductions (like repairs vs. improvements), want someone else to set the first year up correctly, etc.

LLC's aren't always the cheapest, for example, in Boston it costs $500 to start one and annual reports cost $500 but I think it's well worth it to protect your assets in the Business.

That makes people much more willing to engage.Investors aren’t trying to be standoffish — it’s just that their time is worth money, and they’ve usually put in years (and $$$) to gain the knowledge you’re asking for.

Its easy for a borrower to walk away from a difficult project if they don't have any cash tied up - this creates challenges for lenders who aren't always set up to take over the investment.I've seen plenty of 100% financing offers in FB groups but presume many of them are illegitimate.

The bank shouldn't care as long as they are getting paid and you aren't changing the name on the deed. 

Then they complain their expectations aren’t being met!