Then you could get a simple job that is enjoyable, low stress, keeps you productive and healthy, and pays another $2,000+ a month.

I second the recommendation to cross-list your unit to maximize visibility.

You should look into a cluster of multifamily homes, or even invest into a platform/fund so you can get exposure without the headache of being a landlord (unless you actually enjoy it)- I'm not sure what you're referring to interms of property needing to be 2x your current value... was that in reference to 1031?

You would disturb the tenant's right to quite enjoyment by renovating the house and then you would essentially change the terms of their lease by adding another roommate to share the kitchen, bathroom, living room, parking, etc.

Working with a licensed Realtor - enjoyed the process so much that I also became a Realtor and my partner became a Mortgage Lender, ha!

I enjoy working with people but have learned I want to reserve the right to be more selective.  

They are entitled to two 30-day enjoyments without the bank's permission.

A little background first: wife and I have good jobs as professionals; live in the Los Angeles area; I have a CA real estate broker's license; Wife is w-2; I am self-employed; had a couple condos years ago, but did not enjoy the property management part; have been successfully investing in the stock market for a few years (even this year!)

I have a few rentals and enjoy the real estate, like dealing with numbers and am finding I have a decent knowledge of how credit works.What I really want to know is this something that can be done in tandem with my normal income source? 

We enjoyed living in this property for many years and made many memories there.