I was planning to send letters explaining the higher cost in taxes, market rents in the area, and then offer a gradual raise to meet in the middle somewhere.

I suspect even the banks who are aggressively expanding are doing so merely to sure up their geographical presence  to in order to expand their customer base but will then pull back on their branch numbers.Unless there is significant term remaining on the lease, there are other retail concepts that would be deemed more marketable.

I use ChatGPT all the time, and then we also use AI for follow engagement and appointment setting.

When that tenant becomes an issue (and if they're not paying rent, they will become an issue) he can then simply tell the tenant that he's going to file eviction papers if they don't move voluntarily.  

Renovated it, lived in it for 2 years then moved on.

My advice, find someone who really knows their stuff to partner with until you've figured it out...and then understand that you'll never stop learning.

If something is disclosed then it will be counted against you so just ask the loan officer some qualifying questions to see what you need to disclose.

When I search for rentals as a user and not as a landlord the search result shows as apartments with 3 units and when I click it then it brings up all 3 houses and says which unit the user want to go to.I paid for this premium listing and want my listing to be separated out.

Then stick to your guns.

Then you can just go to the chat, and analyze the deal, it can even pull CMA and rental estimates, count in the repairs and get you cash-on-cash or cap rate or whatever metrics you need.