Predicting the future is impossible 5 years ago Grey in the kitchen was unheard of, Now everyone does it.In 4-5 years my bet is on yellow, but it could well be Neon Pink and Green 

I would start trying to include her in a lot of your REI research such as, reading Robert Kiyosaki's book Rich Dad Poor Dad, have her watch Biggerpockets podcasts on Youtube with you, start having her more involved in your finances.

I bet you won't be able to get a showing in that time frame from most of them.

Your best bet to find a mentor is to find someone who is doing what you want to do and get a job at their business.

It's also worth noting that charging order protection for single member LLC's in Florida is poor, so you should consult with an asset protection attorney for better protection options.

Your best bet is probably to raise it to market rent on a month to month lease. if for some reason you do not agree with month to month leases, then give them the opportunity to apply and be screened before their lease ends (I would pay for the background check in this situation.)

Somehow people are rehabbing houses all across Austin, SAn Antonio, even Los Angeles and Manhattan, but I bet they are NOT buying in the retail market which is the MLS.

I first wanted to dive into the stock market at first, but then I read the book "Rich Dad Poor Dad" which completely changed my outlook on investments (surprise right?)

And even with most it may may take a long time to heal from a poor purchase."...it is generating a 9.6% cash on cash currently with probably 100k unrealized appreciation in 10 years." 

A traditional refinance would likely be your best bet because even though the interest-rate would be higher there would be no mortgage insurance in your net cost would be slightly higher than what you’re paying  on the money now.