My 2 main doubts are the rental prices and the crimes that have occurred around the area (wandering around on reddit posts and past news articles). 

Once the contact is generated, I make a brief note stating what the seller said in the voicemail, mark the lead status as "Make first Contact", assign the lead to myself inside the CRM (just in case you work with others), and ALWAYS create a task!

Although we will file jointly for the first time, the Trusts are not considered disregarded entities, since Florida is not a Community Property state. 

Depends on your state, but generally you can comingle deposits with other deposits so you'd only need one deposit account.

Over the past couple of years, I have been a student at Winona State University.

If you follow Brandon, he always stated, It's more important that you choose vs what you choose!  

The lease states: Landlord agrees to make all necessary repairs to structural portions of the Premises, including the roof, exterior walls, foundation, and exterior sewer line.When preforming agreed upon repairs all the toilets were flushing and operating, not clogging.The tenant has been occupying the building for two months and emailed me yesterday saying that all the toilets were clogging.

I live out of state, so this agent tours properties for me and takes videos and pictures of whatever I want - she also visits as many properties on my behalf as I want (within reason).

*I do not wish to trick my employer or any financial institution, I simply want to take advantage of the 5% multifamily down-payment and flexibility of my corporate job. you need to notify your employer where you are living and adjust your employer taxes as well as each state has different employee/employer laws and benefits.Regarding marking remote or wisconsin, not sure where that comes into play.

If your lease does not address guest stay lengths and it is legal to do so in your state might want to look for a new PM.