For you since your selling stocks, passive losses would be the one you would want to create (which are easier, also I'm assuming you have held your stock longer then 12 months).

New Hampshire would be much easier to start with as a it is very drivable and they have winter and summer travel seasons.

If you consistently analyze properties, recognizing a good deal will be much easier when it shows up.

Operating Convenience Administration: Managing the LLC might be easier if it’s formed in the state where you reside, especially if you plan to handle administrative tasks yourself.

Congrats for getting started at age 21 and I really wish you a lot of success, but I have bought my first rental property in Milwaukee 15 years ago and frankly, the market was much easier back then, I did not have the expense of a PM and cash flow was solid at about $200, but not amazing.

Much easier for a plaintiff’s attorney to get a judgement when his client is considered a consumer rather than his client being another investor or commercial buyer.  

I find it to be more organized and easier to use than Salesforce!

While we lean heavily on the pro's  for repairs and estimates it makes it much easier when we know the typical issues and concerns on the plumbing, roof, electrical etc sides of a property. 

You'll be viewed as having influenced the borrower and causing the loss, if you attempt to foreclose it then may appear that you did so to take a property.

I tried the AM Best website but it appears a subscription is required...