Mark,
Sounds like a viable plan.. and it could benefit you in this business relationship yet make sure you can make some monies on this deal.
Make sure you limit your liability in your contract.
The issue with a CFD is verifying the lender is getting paid as you mentioned and if you have a 3rd party loan servicing company doing that you should be OK.
I would focus on trying to leverage a higher cash flow to make it more profitable for all parties in the deal.
You need a tenant with a buyers mentality that can put more down front end monies, cash flow and hopefully gain appreciation on the back end when the buyer purchases or refinances.
I will give you one example of how in a land trust we can leverage a higher payment. Find a tenant who can put good monies down and make a higher then normal lease payment for him to take an active tax write-off if the seller allows that this is all done under IRC 163 h 4(d) as a beneficiary in the trust..
We also use a triple net lease NNN so the tenant takes care of the property so no work needed on your part but you have to find the right tenant .. this is just an example of one possible deal..
Another reason I invest with LT's is to protect the title and all investors in the deal from litigation or problems.
I like the fact you have viable exit strategies very important in investing to have options..
I would much rather be a principal and be involved in the property if I did all the work since you could lose it if he decides to go with somebody else since in a trust you can NOT be circumvented in the transaction you would vote to the trustee so the seller has control and anonymity and believe it or not a degree of asset protection especially if he holds his beneficial interest as an LLC or C corporation ( no legal advice intended)
You can email me if you like to discuss but it looks overall ok I can not tell on the financing on the rent/lease amounts for the area or any other hidden expenses. There really is not enough information to determine is this is a deal or not..??
Is title policy current are there an liens on the property you are unaware of .. title check..etc.. so do your due diligence since you wish to make sure you do things as right as you can with full disclosure..
Good luck