It seems like it is so much easier to work with a company than to try and do it ourselves.  

There's a lot of growth in the market from major tech companies expanding their business in the area.

Cost segregation companies offer free cost/benefit analysis quotes to help you decide how beneficial the study will be for you.

(My company closed, so actually they pulled the trigger.)The OP is making more than triple what my wife and I made.

I need someone who's familiar with FL Statue 718, as well as someone who has experience in managing properties of this/similar size, is versed in contract negotiation with vendors/service providers, & is a more hand-on individual.For context, the condo already has a property management company.

For reference, I am a PM company owner with around 70 listings. 

If you will only have time for one property consider a really good management company for your current properties (assuming they’re in one area) so you can concentrate on your family and one new place just to keep your hand in.Pay for the new property by offering second place interests in your current properties in addition to a first on your new property.

While their online marketing would not have been legal when I started practicing, it is perfectly legal now. 

I work for a company that owns around 100 parks and of course every state is different with regulations, but overall just looking for the pros and cons of registering

There are both pros and cons.Do NOT try to read Section 469 of the IRS code, unless you have tax/legal background.