I think most hosts will agree that Furnished Finder is far superior for MTR due to the fixed price per listing even though there is less tenant vetting.

Definitely is more work to get things set up however. 100% Agree.

I also agree with a lot of the comments you said about investing in CT. 

The main house tenant did not like the STR part(after they already agreed to it), after the renewal we made both STRs and it's one of our best income producers(on a % basis).There's quite a few areas for this-- Virginia Beach, Garner, Zebulon, Pooler, Georgetown.

@William HooFatt @Daniel Amsalem Agreed - I would also kindly ask for this attorney's contact information if you could PM me I'd really appreciate it.

Highly agree with Nathan - Buildium is a Nightmare to use for STR, it is not appropriate at all and prone to a lot of errors due to the sheer number of manual items that need to be adjusted in there. 

Being from Chicago, I'd tend to agree with you @Craig Jones those areas of Wisconson and & Michigan are driveable from a lot of those metro areas you mentioned, but I think the toughest part of any northern short term rental is the seasonaility. 

If all parties were agreeable (and would likely agree on an interest rate lower than a bank's would be), with $0 down his monthly payment would jump $300-$500, but now he would be building equity in the property.Is there anything else I should tell him or anything I am missing?

Take care, Pat & JasperTurning investment visions into REALITY in Phoenix, AZ - Ranked #1 for residential real estate growth and opportunity by PwC I completely agree—housing affordability is such a crucial issue, and it’s fascinating to see how Austin’s zoning efforts are reshaping the landscape.

I agree, that's what the plan is right now.