About 2 years ago they requested all the owners add them onto the owners policy as " additional insured".

So the asynchronous nature of tenant requests, coupled with trying to get them handed out to the right handyman, plumber, etc, are driving me insane.Is this something that can be outsourced without going to a full 3rd party property management arrangement?

Send me a Connection request!

Here’s a simplified breakdown:Lease Agreement: Since your buddy signed a 12-month lease in July '24, he is legally protected until the end of the lease term unless the lease has specific clauses allowing early termination under certain conditions.No New Lease Signed: Since no new lease was signed for the new home and no formal agreement was made, the original lease terms for the townhouse still apply.Landlord’s Request: If the landlord wants to break the lease or has changed their mind about the swap, they would typically need a valid reason, like a breach of lease terms, or might need to negotiate an agreement with your buddy (buy out)Legal Advice: Your buddy might consider consulting a local attorney or legal aid service for advice on his specific situation.

No hidden fees: No challenges where you learn about costs via HUD-1 forms such as the lender requesting more insurance liability directly with an insurance agent that was not declared upfront.

It might be worth asking, "What Fannie Mae condition are you trying to meet with the request you are making of me?"...

Just keep in mind, that a tax re-evaluation request MIGHT result in a higher tax. 

@Waylon Zook , I have and at least the institutions I requested service required 2 years business taxes, and a few other items.

I would recommend requesting an answer in writing from the lender.

Perform the same task in each app to ensure a fair comparison.Load a property with pictures and details.Market that property.See what your marketing looks like from the public's perspective.Submit a fake application to see how easy the process is.Run a credit/screening report on yourself.Enter a maintenance request, assign a vendor, and attach a fake invoice.Enter charges to the tenant's ledger.Enter recurring charges and automatic late fees.Sign documents electronically.Run owner reports.After testing a few apps, one should clearly stand out.