Beach facing units and complexes tend to get higher rent, even though the amenities at Destin West are superior.

I have met with some of the CCIM folks locally and they all seem like quality folks.  

And what matters even more is the quality of the work and the service.

Maybe my expectations are too high due to the quality of my property manager.Do you agree that a PM should be proactively pointing out future maintenance issues, or am I expecting too much as well?

Also you might check out the school district ratings to help you get an idea of the quality of the area. 

Also, in terms of flooring for the storefront what material would be best in terms of money and quality? 

and, have good, to very good, vetted property teams in different metros, and detailed quality standards.

I learned that in order for my investing business to be successful I needed three important ingredients: (1) Money (2) Quality contractors (3) Off market properties.That led me to concentrated on finding deals that the numbers worked within, even with rates at 12%+ and up to 4 points for short-term money, and in areas where quality contractors wanted to do work.

There is no hard grading system on investment properties so “Class D” would be a subjective term but ideally it would refer to the “state/condition” of the property, “quality/affordability” of the tenant base and the “rent/income” it could provide.  

Milwaukee is probably still one of the better markets for cash flow, but you have to buy quality and if you are financed (not 100% cash) then slightly better than breaking even in the first few years is a pretty good result.