I would suggest considering an investment that could help you pay off the HELOC quickly, given the high interest rates typically associated with them.

A lot of associations are cracking down on this. 

As a landlord, I verified the work needed by pictures being sent, and arranged for a contractor to go in person who is licensed and insured to give an estimate for the work stating to management company this would likely have to come out of a security deposit.The management company was initially asked prior to me arranging this appointment with contractor, to have someone professional quote the damage, and they disregarded my wishes and without my knowledge, or notifying me, granted consent to the tenant to fix the door " in any way they see fit, and to attempt to fix it themselves to the degree of their liking." 

The initial inspection may impose additional upfront costs associated with any potential citations.

I'm not sure the premium vs the basic version (I only have premium) but for any property, I can itemize the purchase price, current value, tag the associated mortgage, my assumption on appreciation, its rental income, all of its expenses (including taxes, yearly mainteance, capex, insurance, HOA, property management, depreciation and other), its estimated sale timing/and fees. 

I have a degree in Project Management and could potentially find a job in another market if it would better support my real estate investing goals.Here are the questions on my mind- Should I keep saving and wait to buy something locally in Rhode Island, Massachusetts, or Connecticut, where I could manage the property more easily?

Attend local investor meetups, join local Real Estate Investment Associations (REIAs), join digital groups like LinkedIn and Facebook, and use platforms like BiggerPockets to connect with experienced investors, contractors, and potential partners.

A great way to start is by attending RE events and joining a local investors association.

After graduating college with a degree in both marketing and finance I transitioned to the lending side of the real estate industry.

Reach out to a few and see who you like.You can also ask members of your local real estate investors association for real estate accountant recommendations.Good luck.