There were a couple of comments/concerns regarding the individual LLC Operating Agreements, and you certainly want to have the Operating Agreements reviewed to make sure there is nothing in there that might cause concern or problems between each of the individual owners, but the most important document would be a newly drafted Tenant-In-Common Agreement that governs how the TIC will be managed/operated. 

My main concern is that logically, it would seem that most of the bookings would only happen on the weekends, and less demand on the weekdays.   

Most of these states have extremely high price points, taxes, and in a few a lack of inventory.

As many of you know, finding a condo building that permits short-term rentals in Chicago is extremely challenging due to HOA and city restrictions.I just pulled data on a handful of active condo listings where the buildings explicitly allow short-term/Airbnb rentals.

My only concern is my handwriting looks terrible lol. 2-4 unit owners and distressed homes.

Let them know that issues concerning code violations are of concern; cosmetic issues are not. 

I'm opening my second home and find them extremely rewarding but think I may stop at these two because I am extremely involved in them and am spreading myself too thin I think. 

That ‘hands-to-action’ mindset will serve you really well as you transition into flipping full time.Totally hear you on the GC concern — I think almost every investor has a story about at least one tough experience there.

I am looking at a few opportunities in the Midwest and the numbers seems to work, my biggest concern is some of them were built in the early 1900s.

Is this a concern for other users?