FL is also the toughest state in the country (based on my experience) for reliable contractors.If you don't need a ton of house, you could find a nice option for yourself and try to get a small rental.

There is a safe harbor for you…it’s just 110% of prior year since you’re over the $150,000 AGI.You can also base on 90% of current year’s taxes to avoid the underpayment of estimated tax penalty.Keep in mind you can use Form 2210 along with your return to show the IRS how much income you earned by quarter and make your estimated tax payments accordingly.

Entrata, which is a solution for larger PM's, has a service where tenants can call a 24 hour US based call center, the live agent determines the severity of the service request and then adds it to their portal, or if its an emergency, calls on-call maintenance and coordinates their response.

Am I off base in that assumption?)

One potential word of caution: I asked ChatGPT to compute the IRR of a fund based on certain criteria (which is normally alot of work), and it spit it out instantly with a ton of analysis and which all looked and sounded super impressive.

Since your'e PMA requires 2 months' notice, I would take some time (sooner than later) with them to see if they can explain to you why there is no interest in your property based on their experience.

suggest you start with Dave Ramsey principals ... then move out from there.there is some big huge fallacy  that Real estate is going to let you quit your job and your going to have all this time for the kiddos etc.this will never happen in the short term with rental property.. you build a nice base for retirement in 30 plus years for sure.. but for short term replace your income and have all this free time you need to make transactional income with big hits.. your not going to get their with 200 to 300 a month cash flow on a levered up rental . 

Even Do Hard Money that advertised 100% 100% you had to spend 3k on their training materials up front and spend 600.00 per loan submission.. so you needed up front money and also have to advance on the draws..

Going to be hard to get a traditional 15/30 year mortgage on something like that just based on total value. 

I am fourth generation for a family owned management/development/consulting company based in Southern California but I am in Idaho for college around 9 months out of the year.