When we bought the property, the area was “desirable” bc its close to a city/metropolis...jobs, city life etc.

You will also learn to appreciate when a real estate agent is actually doing their job correctly, vs the large number of agents who just show up and do the bare minimum.What prompted me to take the course was that my first agent was not very good, but I couldn't actually truly assess and understand that without knowing myself, now I can confidently say that she wasn't very good, (lucky me, lol).Short Answer: There's not a glaring reason I can think of to not educate yourself on it, even if just for education's sake.I can't provide info on the 2nd part as I'm just not as familiar with specific MA to CT reciprocity and requirements.

I understand it's for their retirement but it's not your job to fund them.

These jobs have provided me a depth and breadth of experience (not just technical, but business, marketing, customer service, management, etc) and I intend to leverage it all as lily pads towards my goals. 

I started flipping properties back in 2001 as a part time hobby, as I had a full time job and active family.

Keyrenter Property Management does a great job with marketing, tenant screening, and property management.

I live in Northern California and does not have the means to maintain rental properties(with a full time job). okay in investing out of state, appreciate your pointers related to what type is best, location, how many, ROI etc.

Currently, I'm looking to find a job in the Real Estate field while working on my financial freedom.

Again, my son @Jason Powell got that first 4 plex right out of college with a letter to start of job, along with his wife's internship at Intel.

Go back to your REIA you now have direction and find someone/ a couple of people that is doing that strategy and add value to them (I don't care how heck offer to clean their job site for free).