As for my thought @Jordan Hamilton the South Florida market on a whole is probably getting near the seventh inning stretch to reference baseball.I only hold SFR and that is my thought, I hear the multi-family game has been fully priced for some time now.In the end, if one is buying to hold long-term and generate monthly cash flow then as long as the numbers work and it cash flows positive it might now matter as much.Be sure to work those numbers though: vacancies, maintenance, etc. 

Trying to create a solution with this wholesale lead.

We have an automated system using some coding applications (self made) to generate leads from various sites, coupled with help from some VA's.Once the data / lead list is created on a spreadsheet/google sheets, we pull into Freshsales as our CRM. 

So a recent podcast and similar timed stay in an airbnb in another city along with my current market severe lack of inventory (yet too high new construction costs) lead me into thinking about this topic.Has anyone on here converted buildings like this into multiple condos and developed an HOA and sold them separately?

I've generally purchased properties that had the potential to generate additional NOI and I've managed them such that I've forced quite a bit of equity, however, my main focus is cash flow. 

Anyone have leads on a bank/broker who would work with us under this circumstance and still offer competitive rates? 

We do not utilize any lead generation services like Thumbtack or Homeadvisor because the ones looking for quotes on those sites only care about who is the lowest.

So, I doubt they would sign off on giving you a loan so you can use it for more marketing to get more wholesale leads. 

Long term goal is to get involved with enough buy and hold rentals to generate passive income and, ideally, financial freedom.

She's very hard to find though, so start a new post titled "Looking for Amanda Hugginkiss" and I'm sure you'll get some leads.