This however will not prevent you from selecting a female from all applicants.It may be controversial to discriminate based on gender but in your situation to not do so would be unacceptable to your existing tenants.

You will want to add insulation to prevent the heat loss and stop the condensation.  

I have a best friend who was in a accident 8 months ago and has now as of last week received a large sum of money.

Could easily save you thousands and prevent you from into a bad deal that costs you time and money.

I felt like a lot of time and gas had been wasted walking through these properties.I have another idea to prevent wasting time/money, that I think may be better but I'd like some opinions on it...Would it be a bad idea to make offers based off of photos/virtual tours, if said offer gets accepted, use my inspection period to walk through and either go through with it or back out?

I used to wait on the sidewalks till near the end to prevent damage but I hated seeing moms with strollers trying to traverse the busted up old sidewalk or dirt and chunks of rock.

Allowing the soils to drain is the proper fix to prevent the pressure.

@Allan Calderon Run it until it dies or becomes noticeable...some might not agree with that, but I want to get all the life I can out of everything that I can where it is not causing an immediate issue...this frees up cash for preventative maintenance and repairs. 

It will cost you in the beginning but it will save you in the long run (an ounce of prevention, worth pound of cure!).

Would the tax issue prevent me from doing a cash-out refinance with a lender?