The seller/optionor can easily verify monthly online that you've made the payment.

Historically San Diego RE ROI has been much higher than those better cash flow locales (verifiable fact).  

I'd verify that they bill late fees to tenants up to the date the money is deposited to your trust account with them - it will make them more disciplined, too.

If only you have been reporting the property then it's a little murkier and you'll want to verify with your accountant the direction they would want to go.  

Just verifying.2.

I am looking to use my money to be a lender to an investor/real estate agent whom has a project to be started.I just received the contract and it seems pretty straight forward, but i want to make sure and double check...

BTW, servicers have always been required to verify loan conditions including ownership, but the above link to the Servicing Guide Bulletin was just published on August 16, 2017 (two weeks ago) so don't bellyache if your loan is called;) 

They need moderate work and I'm looking for some verified subs or a gc. 

So now I'm calling all the QuickenLoans and Loan Depot's of country and no one will touch it because: A) Its not my primary residence B) I haven't owned it for a year C) The private lender isn't reporting the monthly payments to a credit bureau so I don't have a verifiable proof of payment D) Been doing AirBnB, so no lease (if I wanted to get 2nd home or rental property financing)Solutions I'm aware of: 1) Most loan officers have suggested I call a local credit union, which I have done> The credit unions are concerned because it's not my primary and I don't have  lease in place with proof of payments via bank statements.

Your DD period will allow you to verify some of that information, like cross checking the leases that you will now have access to with the rent roll provided to you prior to LOI submission.