within 18 months a developer was doing a land assemblage and scooped up our parcel for 915k..

Are they doing everything possible to expose properties to the broadest possible market?

Insurance right now is wild, so I'd get a solid broker on your team - I'd be happy to share my contact if that would help.Also, aren't most of the existing insurances shared on the OMs for the properties? 

When you work at a large corporation (national or global) you learn a lot in your role, but also by osmosis, just by observing other people and seeing how projects are developed, business is done etc.

To be successful in Miami, you would need to have some serious capital to compete with the groundswell of experienced investors and developers.

Is this property in TN?

I know a common practice (at least for syndications), is to create a separate LLC for the property and then raise capital once the deal is already under contract.

You need to develop a subject matter expertise and treat this like the hands on business that it is. 

Most rental properties in Milwaukee are old and run down, our product stands out. 

So your capital gain when you sell this property will be calculate against your tax basis and not against your mortgage as many investors expect.