Ultimately, you want to be fair and firm.

Having worked in corporate architecture firm for 13 yrs before opening my own firm, I understand your basis @Jay Hinrichs and it's totally accurate.

Or find a local design firm that has done cabins where they can show you proven rent results from cabins they've designed and have them charge you by the hour. 

The primary form of diligence we see on the forums is "what do you think of XYZ sponsor and deal" whereas the common form of diligence in the space by institutional investors, large investment groups, family offices, and sophisticated investors involves following the sponsor for years, underwriting the deals, validating rent comps, background checks on the general partners, and a host of other diligence that materially de-risks the investments.  

Hey Mike - Since Airbnb doesn't allow videos on listings, a lot of hosts are sharing private tours through platforms like Instagram, YouTube, or Google Drive.

I found myself, trying to sell deals, not standing firm on the numbers.

Select accounting and bookkeeping firms have access to software like Quickbooks Online at a discount, and a few of them even pass those discounts along directly to the customer! 

American IRA is hosting a live session on End-of-Year Considerations for Your Self-Directed IRAs and 401(k)s on December 4th at 12:00 PM.

Instead, I've heard of hosts raising the nightly rate high enough it won't book or setting a 30-day minimum stay and had no issues with a double booking.

And eventually or even now, go to Real Estate Events all around Chicago, most of them are free and you can find the events on Meetup.com or Eventbrite.com (my company also hosts a lot of events every month that are free @A&N Mortgage which you can find on Meetup.com).Good Luck!