I am installing a new roof and new gutter system on Monday, so all of those initial questions will be corrected or addressed before moving forward with waterproofing.Given this water issue has persisted to a point of a bowing wall and seepage (over 2 years), would you think fixing the gutters and drainage to be sufficient in drying out the basement and preventing further foundation damage?

Shannon isn't ever going to find another job and when the good graces of whomever has been helping these folks out financially runs dry you'll likely be evicting them.I'm assuming these folks are on a one year lease, correct? 

Tearing into dry wall or something else would be unusual.

So dont ask a dry cleaner how to fix a ipad....go direct to the source. 

The well is in good shape and up to code and the current guy that is doing the water testing said that he can’t see it going dry.

Also, I don't think flip projects will dry up first, I think flipped/rehabbed house buyers will dry up first then we'll see flip project prices dropping as flipped houses sit and prices on them drop.

Let dry completely... 

We've found that vacation rental financing has really dried up in the past few months.

It is bone dry in there now and stays that way.

Is the basement dry year round?