However, don't confuse bookkeeping with accounting/tax preparation. 

I think it would be really helpful to put together a "business plan" while he does his research to prepare for a purchase early next year, but was embarrassed to say that I don't really have a good template for real estate investors. 

Anyone can do this, but you have to be prepared to be uncomfortable for a while.

Cleveland can dip that low, but be prepared to do some renovations!

You will just quit your W2 job and become a self employed property manager.So if you are looking for retirement income you should factor in the cost of a property manager, as well as turns, vacancy, repairs, and Cap Ex, which will probably alter the numbers you are expecting.Also add into this, personal asset protection set up and ongoing costs, as well as accounting advice, bookeeping costs, and tax preparation costs if you intend to go in that direction, and not do it yourself (which if you DIY will make you a part time tax repairer and also not retired).Many people get into this because they want to retire, but in reality it seems they are just quiting their job to become self employed.

Prepare that way, know your trade and not a script. 

Some are accelerating or preparing to.What part of SC you focusing on?

There is no reason to believe she would not present your offer, but be prepared for it to not get accepted.

In fact, many were RUINED financially and for things beyond their own control.If you finance the home as a principal residence, you have to be prepared to commit fraud, as your lender is likely going to require a notarized and/or sworn statement that this is your principal residence.Good luck to you and stay safe.

Just be prepared to work your butt off.