The progression and growth of our company is what brought us to the place of seeking to purchase a larger complex.

Look at your monthly payment (PITI = Principal,Interest, Taxes, Insurance) + HOA + (other maintenance fees if any) and if this amount is less than what you charge for rent (whether its Long, Mid, or Short Term rentals) and you are happy with the positive cash flow, then yes.Or maybe you're breaking even with the condo but you have  knowledge that the condo will explode in value due to some business/attraction/law/policy that will prop-up the sales price in the near future, then yes.Really, it boils down to what your goals are for this first investment.

But they are using it as if they are a property manager and their properties are a cleint of the property management company. 

Good communication and teamwork between companies and agents are crucial.

The dreaded compressor death on an old AC unit is forcing me into a full system upgrade. It's a smaller condo that uses a 2 ton unit. I'm sure the quote to replace will come in at $5-6k. I'm thinking about buying a un...

There are a few companies that can write properties in a Trust - but I've never done it in FL (I'm in MD too) Would look up AJ Liebel he's a broker down there 

New companies like Intel, Amazon, and Google are also investing here.

I read that it was possible to create a PM company under an LLC and pay myself to manage the properties but then I would be subject to 15% Self Employment taxes.

There are a handful of banks that specifically focus on the Profit First model and have their accounts built for it.The first is technically not a bank, it is a fintech company that partners with a bank to hold the assets.

I was doing some collections at my company (not related to real eastate) (trucking), and noticed a company with an extremely old invoice still open.