Communication was terrible - often took days or weeks and multiple emails and phone calls to get information.

- Do they focus on multiple asset classes or is it an inch wide mile deep, narrow focus? 

I have helped plenty of clients in your same situation. 

You should decide what you want to do based off your financial and time situation and just do the one thing (possibly 2) but really no more than that. 

There are investors who like that they can do multiple draws and some features which are specific to HELOCs compared to a cash out refinance.

Everyone's financial situation is different. 

Multiple, billion dollar companies are investing heavy in our area, such as Intel, Google, and Amazon.

Due to a life changing situation I need to pull in around 3k more a month in passive income.

They may feel a sense of entitlement, and they may not even be good renters.Unless this is some unique situation like a ranch that requires special skills to maintain the property, I recommend you remove the caretaker, spruce the place up, and put it on the market at market rates.I also recommend you look for a professional property manager that can help you navigate this immediately.

It's probably time for you to get a CPA to help with taxes and questions like this.If my wife and I were in this situation, I'd have her keep it as a Sole Prioprietorship.