I am currently rehabbing my primary at the moment with plans to rent out this fall.

So if you have a bigger operation or plan to grow past 4 locations you're back on the market 

Hello, I have came across what I deem an excellent opportunity but for me being a rookie, I can not grasp structuring a plan together.

I plan on utilizing RentRedi for that so if anyone has experience using that and can share their story that would be great. 

When they're done with your taxes you should meet with them to go over your return, ask any tax questions, discuss any advice they have based on the return they just prepared and share your plans for the next year so they can give you advice on them from a tax perspective. 

Hello. I am new to this forum and am a new investor as well. My property (currently I am  residing here in WI but also want to rent) is being possibly rezoned from residential to Commercial/Mixed Use and I just discov...

If it doesn't fit your criteria, I will tell you that too.

I plan to be raising the rents on them because they are currently paying about 40% under fair market rent.

If you aren't planning to try to resell, you won't risk having to take a capital loss.

You should advise the roommate that they are welcome to submit a request for accommodation but unless they have a plan that would alleviate your symptoms their request will likely be denied.