Also, it seems that the higher the dollar value of the property the better a "deal" can be crafted from the wholesale point of view. 

There are many podcasts and posts on this situation.If he wants to be a true partner and be involved in the deal with responsibility and some key decision-making involvement, you can set up a partnership.

Paragraph 1 defines a "non-occupying borrower": A Non-Occupying Borrower Transaction refers to a transaction involving two ormore Borrowers in which one or more of the Borrower(s) will not occupy theProperty as their Principal Residence.Paragraph 2 states that all transactions with a non-occupying borrower are subject to a maximum of a 75% LTV (25% down).

But back to original comment, if things are moving forward, I would lay out that you would love to stay involved in the deal with an ownership stake for uncovering the deal, and then let the conversation take it from there.

I know it's not entirely necessary to involve them in wholesale deals but I've been told that they handle all the different legal actions and aspects of the transactions for me.Anyways, my question is what exactly should I do and say when presenting my purchase agreement and contract assignment to a Title Company or Closing Lawyer?

Do not let your emotions get involved.

I'm assuming the amount of human involvement is lower than renting to tenants, but I don't know what to expect on insurance, taxes, management fee, common maintenance etc.Thank you

Now, I feel so much more engaged and involved, its really helping me absorb a lot more information!

I also feel called to service and so I’m involved with a local church. 

@Michael Johnson There is A LOT of paperwork involved in getting the unit accepted for a CHA voucher (in fact this is one of the downsides that hasn't been mentioned, but one small error in the paperwork jeopardizes the timeline for getting a tenant to move in) but one area you have to fill in is the "requested rent amount".