While it's positive after expenses and has potential for improvement in year two, it’s been a bigger hassle than anticipated and taking attention from other priorities and areas of our life with not enough return. 

This creates a negative initial position.

You're not in the position to be a cash buyer...as a former wealth manager, it's simply not a good play for you for many of the reasons stated above and more.  

With your construction background, you're already in a strong position to add value to properties through renovations or identifying potential issues.

Certainly more options because you are no longer limited by imaginary boundaries of traffic and time.

I have referred my CPA to several others and everyone has had a positive experience.

That being said my residential rental will have a positive cash flow of $500 and I plan to rent out this other side of the duplex immediately and will have a balance of 600 to cover for the mortgage.

If this is not something you're interested in delving into and learning to a high degree, then investing in publicly traded REITs would be another good option for you, which have historically returned about 13.5 per cent Per year over the past 50 years (1977-present), beating the US stock market by two per cent and even beating private real estate investing by 4 per cent (that's compared with the average real estate investor, not the experts here at Bigger Pockets).

It can be a positive for short term rentals (if in a good area) to be near the airport.

So as @Melanie P. said, any positive cash flow is enough.