Lastly, should I continue collecting rent through Venmo or should I have her set up automatic payments with my bank? 

Remember that although you’re paying them $36/hour, they have travel time to and from your place, and gas and upkeep on their cars in there too.

Because of bedroom sizes and the septic system's limitations, we limit it to two total.You are not automatically violating Fair Housing by limiting (or increasing) occupancy standards.

My latest misadventure in property management, a police car crashed into one of my buildings.

Pretty rare from what I see that cities allow or want this....turns single family neighborhood into multi family and most of the zoning people don't like this.Plenty of issues from their point of few of why they don't like it.....parking is one...now no one parking in garage, and potential for more cars...so now 3-4-5 cars in the street.More taxing on the water/sewer/trash/police/fire/city services.I wish you the best of luck with this. 

When I was changing my Geico autoinsurance to SC while registering my car, I kept them on the phone and they helped me out with a quote for a landlord policy.

In Delaware a lease automatically rolls to a month to month lease if no renewal is signed and 60 day notice is required to vacate (or to give notice to move)  If you prefer to have it vacant in the summer then give her notice to move and not leave it to chance. 

A couple of days ago, they took an automatic payment from one of our tenants!

Seller has a classic car in the garage and wants shipped to Texas. 

Purchase price: $1,100,00015% down payment, 7% interest rateDuplex: Two 3bed/1bath + den with unpermitted bath/kitchenette in two car garage.