He keeps utilities in his name so he can shut them off if the tenant isn't behaving.

Also, do not rely on the rapid increases resulting from COVID; these increases are not sustainable.

Have any of you utilized Hometap?

Once you buy one, you'll probably buy more.Some suggestions:1) Us Quickbooks and set up Classes for each property and subclasses for each unit. 2) Scan EVERYTHING to either Google Drive or Dropbox. 3) Create a consistent folder-tree convention, example:   Main_123 (property address with street name first)   -General Property Info   --Insurance   --Property Taxes   --Title Docs   --LLC DOcs   --Purchase Docs   --Loan Docs-Utilities-Maintenance-Leases   --Folder (LastName_FirstInitial)-Advertising-Rental License-InspectionsAppliances & Mechanicals (pics, model tags, warranties, etc)4) Create list of consistent naming conventions for files so you don't have to open themExample: yyyy-mm-dd Main_123 Water Bill mm-dd to mm-dd $xx.xx               Lease Main_W_123_#unit (LastName_1stInitial) $RentAmount EXP yyyy-mm-dd5) Create a great lease by reviewing several from online, then have attorney review for compliance with state & local laws.

Why set the lease to start tomorrow if he wont be utilizing the room for another 3-4 weeks?

Use a copy of the Quit Deed to show the proof.Update everything associated with your business (utilities, bank accounts,...) to the LLC name 

So how do I make my tenets pay all the utilities?

One big takeaway for me personally, would be to utilize the help of a licensed professional commercial realtor to negotiate on my behalf, going forward.

I wouldn't include any utilities in rent if it can at all be avoided, even with solar. 

Ask yourself, is that truly equal to the financial hardship you sustained here?