You’ve recognized you need outside help raising capital.  

Even with a dozen properties I might need a plumber twice a year, an electrician once, and a handyman a few times  not often enough to be remembered or get priority service  They raise rents faster and higher than I ever would, this alone virtually pays their 8% management fee and $300 new tenant acquisition fee.

Throw in a dose of imposter syndrome and fatalism and you have a recipe for some mood swings right before a property is booked again.From a practical point, I would recommend great photos, a clearly defined target to whom you are advertising and understanding the best pricing of an area really well to ake sure you get booked in a timely fashion.From a more meta perspective, be aware that these listings don't typically get booked well in advance (families displaced by flood or fire, traveling nurses who need a new contract ASAP, and construction projects that realize they need a speciality engineer on-site RIGHT NOW don't book ahead). 

I finally had to send a message that we were aware of the problem and would resolve it when we were able but that it wasn’t impacting the tenants physical use of the unit.

Are there any gotchas that I need to be aware of?

Let me raise money from people to take that money to invest in another fund....

Maybe this is intentional and maybe it isn't, maybe what they would do is different than what you would do or envision.Also be aware that some deals are just recycled off MLS, so potentially you could have bought the same property for less, with less risk off MLS.   

I got the tenants on board by promising not to raise the rent that year.

As a side note, Floridas current insurance issues are mostly caused by other factors besides the increase in severity and frequency of natural disasters however (roofing scams and no caps on lawyers fees for claims, both results of bad government policy that resulted in most insurance companies leaving the state and the remaining ones raising rates to account for having to pay for all of the roofing scams and absurdly high attorney fees on simple claims). 

Being aware of not biting off too much at one time is a skill, and it seems you have it.Real estate is all about incremental wins and, maybe most importantly, staying sane and JOYFUL while doing it!