The real conversations and immediate feedback will be invaluable.Strategy 2:  don’t get stuck in analysis paralysis.  

I'd definitely recommend having an initial conversation with a real estate agent in your area to get and idea of what your property is currently worth.

The conversation is more personable and since I'm the direct buyer, it usually engages them much more so than if they were talking to a VA. 

Hello Ryan, great conversation topic. 

Conversely, nothing is a waste of time if you have passion for the job at hand.I hope you enjoy.  

I remember a conversation with a business owner who said “why would you put any money in the stock market”....but with a tone that left me thinking they probably had a lot in a workplace investment.

I lived in SF for ten years and I know the environment you cherish so much.

Would you be open to a conversation to see if we have similar goals.

Conversely, we have agents in my market that work $800/mo leases.

Depending on what type of property and occupancy between 3%-3.5% for a first primary, 10% for a Second Home, and 15% down for an investment rental.It's best to have a full conversation with a Banker or Loan Officer to get the full scope of your goals and directions.