I think we know the Biden/Harris agenda is not so clear.What ever happened to good old fashioned pain like Volcker putting rates to 20%.

You could have a tenant with a 700 score and their parents with 700 scores but they are all a pain to deal with and manage while have another family with slightly lower than 700 maybe 650 but they are chilled and never give you a problem (this is gold, IMO).

Leasing and managing a property is generally not too much work, when it is just one, but it can be a pain from time to time, and in my experience those painful times always come when other parts of life need your attention.But the true answer to your post: if this is aligning with your goals and you are happy with the returns it will provide, then go for it. 

The biggest issue I see is that her brother is a royal pain, and she'd likely rather take the tax hit than have to negotiate any real estate with him moving forward.

Find out what property managers do, what their pain points are. 

I'm currently doing a long-term live 'n flip and it has been a LOOOOONG and painful process.

It’s such a pain to figure out the wording.  

With only rental income and lots of depreciation I’ve been in an effective rate of 11% (and no state income tax) it’s painful to take that depreciation recapture back. 

@Felix Castillo You're associating more pain of potential downside than the pleasure of potential upside.

People do more to avoid pain than to be successful.