I do have them sync their bank accounts and credit cards to eliminate human error in entering items, and ask them to avoid putting personal expenses on those accounts.

And it is absolutely true that as you try to add new areas of focus quickly you are adding more variables and moving parts making the problem harder to solve!

I myself didn't have any problem with the premium ad.

Let any potential renter know that you intend to convert the garage into an ADU and address any potential issues created by adding the ADU (parking, shared yard, quiet hours, etc.)

You could look at “FIG” (fourplex investment group) I get ads from them occasionally. 

I added "Google Street Pic" to my account and it successfully pulls Google images for about 75%, leaving about 80-100 leads without an image.

Either way, I ended up adding my wife to my SMLLC to further clarify. 

You can do this with a simple, one-page addendum, or even a written statement added to the existing lease and signed by you and the tenant.Example:This lease agreement is hereby amended to reflect the change in ownership of the rental property located at 123 Straight Street, Cody, WY 82414.

If you don’t have one already, try adding a video or virtual tour to attract more interest.Make sure your photos are high-quality and show the best features of the home.

From what I've read, some electric providers might not charge for the new service upgrade itself, but adding the meters, connecting the upgraded service and adding/updating panels would require an electrician, which would incur costs.If anyone has experience with this type of electrical service upgrade, particularly in Chicago, I would appreciate your advice and any information on costs and the process involved.