It will make our time together more rewarding for us both.

I have made it clear to notify me if repairs are out of his expertise or just doesn't want to deal with them, so I can take care of them.

Your reward for all your work. 

Referrals are the greatest value you can provide an agent, so reward a good agent for their work and loyalty by giving them some introductions to your network, especially your investor friends.Best of luck on your search to find an agent you can create a long term partnership with.

What questions would you ask a CPA to gauge their level of expertise regarding real estate investing and taxes? 

As they say, big risks may lead to big rewards.

can you share your expertise please?

If you are making 50k a year from your job or business and have net worth of 200k then it might seem like a big future windfall but things go bad could really impact you heavily.If you are doing a master lease, using your credit, make 400k a year from a job or business, and have net worth say of 2 million then this is basically a ( punt play) with your overall investment portfolio and if it goes bad it might just be a minor blip to overcome.You have to analyze the risk/reward upside and see if it is worth it or not to YOU.  

I have found that airbnb rewards hosts who produce , specifically through the super host program.

I'd say it all depends on your timeline and personal risk/reward ratio.