These are the types of issues that come up more frequently as you grow, and it sounds to me like you may have simply outgrown some of the freebie tools that work so well early on. 

The courts in FL do tend to allow piercing more frequently for single-member LLC's (they treat them as any other sole-proprietorship) so you may want to avoid that structure.

In MA and NH, taxes are easily in the 3000-6000 per year range for a property, frequently more. 4.

We also prefer to use casement, awning, or tilt-n-turn where an operating window is required as these are the most efficient styles of operators.While we use double-glazed w/ inert gas as a minimum we more frequently use triple-glazed windows in our retrofits with exposure specific glazings as the capital cost difference is minimal over the life of the product.It is also vitally important to pay attention to the frame, particularly the spacers used between the panes.

I frequently have to add GC's, insurance companies and aothers as certificate holders in order to do business with them.

I have a few in my network that we use frequently, but they do not like to work directly with investors.

If you want to charge the cancer patient more because you believe there will be more hair in the drain, requiring more frequent plumber visits.... you may find a fair housing violation.

Frequently their fees are so high that they make hard money look cheap. 

We would frequently be told “It’s not what it costs you, it’s what it makes you.”

If you want to hold it long term, you need to do the math because you'll nees to replace tge roof, windows, water heater, and furnace at least once, and if you have carpet that will be replaced more frequently.