Investment Info:

Single-family residence buy & hold investment.

Was purchased as our primary residence, then we moved and have been renting it out.

Numbers in FL are not looking great with insurance/taxes/HOA fees/etc for cash flow but willing to  focus more on just breaking even (or close to even) and having significant long term appreciation.Option 2: take the cash, pay 20% long term capital gains and wait as market continues to dip for a prime buying opportunity.Would greatly appreciate insight/advice from those much more experienced and knowledgeable than myself.

If you were to rent it out long term, that's where you cross the line. 

You have a very detailed breakdown of initial move-in expenses (but you didn't fill out what was received), but then you don't include a detailed breakdown of recurring charges.Your late fee language is completely wrong.

(And no, this isn't a request for explanation.)I don't believe in the long term outlook for crypto.

Looking at residential properties to either buy and flip or use them as long-term rentals.

Their city government website has information on short-term rentals and how to register for rental licenses/permits.  

This would be our first rental and I think it could be a good opportunity long-term, but it feels like there’s some red flags here.

One of the principal industry concerns about the vast power granted to the Consumer Financial Protection Bureau was that these powers were too insulated from review….The ruling sends a crystal-clear message to federal agencies that their powers are not unlimited…We would not be at this point today if government agencies were more prudent and consistent about staying within their statutory authorities, grounding their rulemakings in empirical facts, and heeding appropriate procedural safeguards…Instead, too frequently, our regulators appear to be chasing headlines and short-term political wins.”National Association of Homebuilders - “Today’s Supreme Court ruling is an important step forward to advance meaningful regulatory reform because it means that federal agencies can no longer continuously change the law – and the intent of Congress – by implementing their own interpretation of statutes as long as the interpretation is viewed as being ‘reasonable.’

They have provided us with actual data quantifying how much a certain amenity adds to your short-term rental revenues.I tell all my STR investors/second-home buyers in Colorado to get a hot tub, for instance, but while I know you do better, it's been hard to put numbers to it.AirDNA's March report has tried to tell us how much more revenue a home with X amenity gets over a home without X amenity.