- Is there any reason this may be a bad idea or anything I'm not thinking of? 

I agree with others that he is trying to hide something, and hoping you'll overlook the background checks by figuratively waving a fistful of cash in your face.Many good reasons mentioned above to avoid a tenant that wants to prepay all the rent. 

Neighborhood is about b to b- in wisconson.1 of the applicant mentioned they want a better neighborhood as for reason for moving.

Most rental insurance policies have a liability portion for that very reason, if you are found negligent. 

First you have to decide what your reason for investing is So, Decide which kind of investor you want to be (SFR, Commercial, Land, Tax Liens, Passive, HML, Multi-Family, Notes, Fix & Flip, Buy & Hold, "Subject To", apartments, duplexes, assisted living, REOs, Foreclosures, Short Sales), etc.

A house in which multiple consumers from all walks of life could see themselves there and the cost is reasonable to them, can easily slip into a bidding war.

We are setting closing date for last day in September for various reasons, one of which is getting the roof fixed.

Hi @Ralph Noack, this is one of the main reasons student enroll in my course at UofT.

Since there will not be that many compared to SFHs the cost may be reasonable.

That's one of the reasons it's tough to use conventional lenders for flips and/or distressed properties.