I definitely see the benefit in having an awesome PM service I’m just realizing I may have made the wrong choice.

If this is one of your first investment properties then security or consistency will benefit you more than $100/mo does. 

The VA loan is a nice benefit that you have earned.I am of zero help on your financing questions but wanted to be sure you knew the following some of which do affect financing (but not related to your questions):JADU, in every jurisdiction in CA that I am aware of, can only be rented if Owner Occupied property. 

The benefit of this is that when you reach 20% equity, you no longer need to pay the monthly private mortgage insurance (PMI) where as with the FHA loan you are paying PMI for the life of the loan unless you refinance. 

If you or anyone you know would benefit from help please don’t hesitate to reach out.

It also has quite a few benefits over a similar retirement structure, the self-directed IRA. 

- Any added benefits other than the returns?

I was trying to find a home near my family in Phoenix and my brother was struggling to find a worthwhile apartment so I decided it would benefit us to get a second home How did you finance this deal?

I think we can assume the benefits of a sole proprietorship and bypass this CA fee?

If you have the money to get into your new house I recommend keeping this one as a rental there are to many benefits not to take advantage of.GOOD LUCK IN YOUR DECISION