Here is a cleaning offered by the Homeaway Community:https://cms.homeaway.com/files...Here is an article about hiring a Housekeeper that might be handy: Questions to ask when hiring a HousekeeperThe Homeaway Community has a lot of good resources like this and also a forum for owners & travelers.

Lastly, if it is an investment property (not a primary residence) and purchase in LLC’s name) am I even allowed to file for and receive a building permit as I don’t have a contractors license # etc?

The lawyer says that you have to give a 5-day notice two times and then file the eviction despite the Wisconsin Eviction Post that I found on Milwaukee county website which says 5-day notice, 14-day notice pay or vacate and then file an eviction.

The 8996 form which you file to register as a fund is only available to partnerships or corporations. 

Each trust/LLC structure would file its own 1041 annually.

@Marilin Matos If they've had the building a year and there was storm damage they can file an insurance claim for the roof.

Laura,The Insurance companies have to file their guidelines and rates with the State Insurance depts. where they operate.

Ideally, the person I am looking to hire can-set up an organized paper filing system and set up a digital office with cloud-based document storage-keep a calendar, help me move forward and not get bogged down with minutiae-multitask between the different businesses and properties-has previous administrative experience in real estate-and most importantly: Get.

***Continued: My CPA had also filed 2018 tax return with CapEx items filed as OpEx thus impairing the margins and Debt to Income ratio of my portfolio.

We are trying to sue them and file a complaint to DRE as well.