Does anyone have any recommendations of who I should talk to?

A fast, easy, and cheap way to increase occupancy: Have a pack and play.  It allows you to "check the box" for crib/baby items.  They are under $100 and the logic here is for guests traveling with children and are usi...

I run a web development team and still code in web and mobile.

2) Long-Distance Tips – What are your top recommendations for out-of-state investors getting started in a market like Cleveland or any other markets?

100% word of mouth and recommendation.

I wanted to see if anyone has advice on structuring a fix-and-hold deal (especially around financing rehab),And to connect with any private money lenders or individuals in the Tampa Bay / Pinellas County area who might be open to funding this kind of deal (ideally purchase + rehab).Appreciate any tips or introductions and if you’re local and active in the area, I’d love to connect regardless! 

Quote from @Dan Levy: My loan was transferred to Selene Finance, and it's a nightmare ever since.I have many different loans with various lenders, millions paid with no problem, but with Selene it just doesn't work.Selene has misallocated funds and sent me letters that I owe them, but every time I call in they say “oh we see the problem and will fix it” only to have to call again and explain the whole fiasco and them tell me that they will check.2 times we agreed on the sum I owe, I paid it in full the same day, only to have it returned to me a few days later, and after calling them again, they said that they did the calculation wrong.I'm on daily calls with them for months now, nothing is solved, and they keep charging me penalties for not paying in time, payments they refuse to receive and return although sent after their request.After hundreds of hours over the phone, I think my only solution is to take a lawyer to help me.Any recommendation for a good lawyer who can help me with that?

In TN I dont recommend, very unfortunate. 

If you're looking for a turnkey provider that actually cares about your success as an investor, I'd recommend giving them a look.

Docusign wouldn't work for this, and I have concerns about the true security of Dropbox and similar cloud storage (contact support for any of these providers and the support person almost always has complete access to your files - doesn't feel secure enough to me for storing borrower social security numbers or statements with bank account numbers visible).In researching how other private lenders are operating, I see many of them have custom websites with (assumed) encrypted backends - as a small lender, the cost of custom web presence is prohibitive and probably unnecessary until I reach a higher deal flow.So am I overthinking this aspect?