The seller is not very tech savvy and is going through some life issues so he isn't being very helpful in this.

Any insights from your experience, whether positive or negative, would be greatly appreciated.The attached link explains the current situation with the Detroit Housing Commission (DHC), highlighting that they are severely understaffed and have limited communication with both tenants and landlords.

There's a good chance the issue(s) you face has already been discussed and answered.Ask questions in the appropriate forum.

My portfolio is nowhere near what is needed to replace my current income so I would have to quit and become a full time realtor to make up the difference, but that sounds better than being stuck in my cubicle.Was there any issue with being at 21 properties and thinking you were close enough, why not quit then?  

With the income issue, there are screening systems available that verify income by having applicants securely log in to their payroll provider, which then shares their gross and net income with you.

Keeping your license and avoiding any legal issues is probably worth more than this one transaction.

@William Causey depends on the transaction and the parties involved.Agree with @Dennis McNeely on some of the transaction costs.A different issue though is with an Assignment, the buyer gets to see what you paid for the property.

Eamon,Any time you face a major issue with a bank/lender and they fail to refund your money or it costs you money and a lost deal due to ignorance or bad lending. 

Could you please send me a link? 

Yes the biggest issue was they grew way too fast and he set up an entire servicing company to handle all of their deals.