Vermont, New Hampshire, and Maine are states with huge shoulder seasons: effectively 6 of 12 months of the year (Spring: April, May, June + Fall: late October, November, and most of December) rental demand is near nonexistent. 

Today, 7 years later,  I have 37 doors and real estate is my full time job managing those properties.I doubt anyone can tell you exactly what course you should take… but if real estate is your goal, my suggestion is to go find your local real estate investment group that probably meets once a month and start rubbing shoulders with everyone there.  

Its better to partner with someone who will stand shoulder to shoulder with you.

You'll find tons of good info here, I recommend checking out a local meetup or two as they're super helpful to brush shoulders with other folks that have either done what you're doing or are asking the same type of questions. 

My biggest mistake was thinking that I could lay down new LVP on the main floor of my last house hack, 1 month out of shoulder surgery and I quickly pivoted to a local professional.

There are possibly folks in BP who if you reach out to and maybe pay them an agreed reasonable amount,they will remotely guide you/look over your shoulder thru every step of your first flip or rental etc .

You will be able to rub shoulders with like minded people and find mentors local to you that will be willing to help you out.  

As a mortgage broker in these types of transactions, or buyers going at it without an agent, puts a lot on our shoulders to answer questions that would typically be referred to their buyer's agent.

Your standing here, hocky mask n gloves on, bragging about the giant bag of loot slung over your shoulder how ya just robbed the landlord's for 20%..... 

So if you are concerned, you should be, that's the little guy sitting on your shoulder looking out for you!.