Just a less than 2c comment: Due to Oakland rent control, personally I would allocate some "extra" value to the duplex with 1/1... 1/1 likely more turnover, so easier to attain market rent, affluent renters might be easier to manage and the possibility of living there gives you more options.However, since income is your stated priority - makes decision difficult.

I like helping people attain financial security through long term investments, and I love seeing my community made better as old houses in disrepair are transformed into beautiful homes.Regardless of the route you take, I think access to the MLS is a HUGE asset when you're trying to learn about real estate.  

I have ample equity in my primary residence, but cannot find a way to borrow against it without being able to show lenders proof of consistent monthly cash flow. 

I preferably want to go for properties closer to the 15% COC return mark but I think that is easily attainable with some slight rent increases closer to market.Thank you!

Success in any one of these areas promotes and enables success in all others.My ONE thing for 2018 in Fitness is to train for and complete a marathon by the end of summer.My ONE thing for 2018 in my Marriage is to be 100% present whenever I'm spending time with my wife.My ONE thing for 2018 in my AF career is become the subject matter expert a specific area and poise myself to become an instructor in early 2019.My ONE thing for 2018 in business is to launch my website and attain a >1k email list while providing value.My ONE thing for 2018 in my Finances is to reach >$200 monthly cash flow with one good RE deal.In each of these, the underlying goal is to provide value to others.

With that being said, what has you experience been with attaining property/home owners insurance while the property is in your possession?

Most investors I insist on cash only with ample savings as reserve. 

You better put "subject to seller attaining title" in the listing.If you read the MLS rules, which I have done, it's the "SELLER" that has the right to list the property, not the owner.  

However being your own client following attaining your RA license, does allow you to do great deal of work yourself.

There are ample examples of a municipality taking private property so it can be sold to a private company which will result in a higher tax base.