What we have here is a CONTRACT.

Can I legally just put a stop to everything and just tell her that she does not qualify on her own, give her a 30 day notice to vacatate asking for 8 days rent into November?   

@Greg Dickerson I plan to contract out the exterior and DIY the interior.

My wife and I recently closed on a STR property in the Baraboo area and want to ensure we are doing everything the legal way. 

As far as drafting contracts most of the investors I know simply use whatever contract they’ve been using over and over again. 

Remember that you would not be investing personally but rather your IRA, which is a separate legal entity.

You as the landlord have legally and morally obligations, but they as the tenants also have specific obligations.

A lot of people try to manage property without a license, but since these folks defeated the first eviction they may have legal assistance.

Throw in a dose of imposter syndrome and fatalism and you have a recipe for some mood swings right before a property is booked again.From a practical point, I would recommend great photos, a clearly defined target to whom you are advertising and understanding the best pricing of an area really well to ake sure you get booked in a timely fashion.From a more meta perspective, be aware that these listings don't typically get booked well in advance (families displaced by flood or fire, traveling nurses who need a new contract ASAP, and construction projects that realize they need a speciality engineer on-site RIGHT NOW don't book ahead). 

Agents are not legally able to do inspections.