Daniel,Notice we are not wholesaling, we will be getting a commission for finding deals.

Get rid of the side with the tenant that needs the most work or seems like they would be a nuisance to you to have to live next to (30-60 day notice on their door when you close if they're month to month) - update it and get it ready to get market rent for when you plan to do another one a year to two years later. 

Noticed Zelle has invoicing feature, so I'm curious if people generally issue monthly rent invoice?

Looks like my family may end up using our timeshare this year, so ended up putting renting out weeks on hold until further notice.

After the election and purported rate cut(s) from the FED, I expect buying activity to pick up rather noticeably, which means more competition and likely higher prices. 

I've noticed my post makes me seem like I am trying to rush.

I would give them the required notice of termination and start fresh.

Notice how long they have been up for listing at that particular price.

Will this become an issue in 3-5 years from now, when the IRS finally notices?

@Adam Peralto More & more owners are posting here on BP about their rentals sitting vacant too long.Which means owners aren't paying attention to the rental market - which is slowing, causing Days On Market (DOM) to increase:(Take a look at the graph below from ShowMojo, comparing average DOM for 2018-2024.DOM are now about 40% longer than they were 2 years ago.Many owners also don't seem to be aware of real estate market fundamentals, such as seasonal effects:1) After September, when kids go back to school, there's a noticeable dip in activity in both the sales & rentals.2) After Halloween, there's another noticeable dip.