We own and operate a mid size REI and property management company in Marquette Co. (~300 units or so). 

Tip #1 - no such thing as one perfect market There is lots of data on Bigger Pockets and MTR experts that have released rankings of top cities for next year, but remember it's not just about the purchase-- it's also about the operation.

As an appraiser I’ve appraised a handful of properties recently that are outside of city limits and operating successfully as STR’s that don’t have the same regulations as the city of St Pete.

Do what you say you're going to do, on the seller side and your buyer side.I've done acquisitions for a few years now and I understand how to analyze and close deals pretty good along with having a fully operational running business (from TC, dispositions, etc.) to handle new contracts and get these contracts to the closing table. 

And we were operating at scale, so we had the luxury of riding a float for such.

Some can execute on the lower tier assets and transition out but it is a far more difficult asset class to operate and exit than most realize and many fail.

Also please let me know if you need a property manager, mine is a great one with honesty and transparency. 

While the second LLC does not yet have an EIN, can we temporarily operate using only the bank account of the first LLC (which also holds the property)?

I’ve seen situations like this before..one old friend of mine in Austin had a few industrial buildings where the cash flow was decent but not dazzling, and he was itching for a way to ramp things up.

Aside from that, it sounds like my operation is quite a bit smaller than what you and your network operate with, but properties that are wholesaled are usually all cash or hard money, so the initial funding aspect usually isn't a roadblock.