If you can get a discount for the cost to repair the foundation, and it's a great deal you could finance the property using an FHA 203k and have the foundation repaired after closing.Unless you already have a working relationship with a foundation repair company, a lot of foundation repair companies will only provide free estimates to homeowner.

I've recently built a pretty good relationship with a commercial lender but haven't brought this up.

Your questions are excellent for starting out. 

You probably don't need a lawyer on a small deal like this, provided you have a good, trusting relationship with your father-in-law and you don't want to do this through a business entity (like an LLC).

I have begun to build a buyers list and feel that I have accumulated a few legitimate Cash Buyers, so I could strengthen both my relationship with fellow wholesalers as well as my cash buyers by sending out other wholesalers deals. 

I show the apt while occupied but I try to maintain a good relationship with tenants so they are willing to do me a favor by cleaning up for showing.

This allows a tenant not to be stuck in a long term lease if life happens, but also allows me a safety cushion for cleaning, posting, and filling the vacancy.If it were me i would open the communication with them a bit and let them know they are liable for the full lease term, but due to their excellent rental history and care of the unit you'd like to work with them on their needs.

What I wrote above does not create an attorney/client relationship between us.

Awesome guy and we have a great relationship, but I can’t jusitify staying with him and paying both a management fee as well as a fee per trade.I currently have my Roth's IRA and my wife's Roth IRA with him as well as a much larger taxable account.I want to make the move to vanguard with each of these accounts and was hoping for guidance on the best way to do so?

@Andrew Pettit@Dave Foster makes an excellent point.