The plan is to live in this house, leave for a month or two during peak season to travel and/or visit family and cash in on July-August STR income in Maine.

Andrew,Man so much good knowledge has been dropped on this topic already so there isn't much to add other than its all on your personal experience level as well as your willingness to take risk.

I rather not speak poorly about a company in the public forum, I'll DM you and maybe you can let me know if you've heard of them or had any bad experiences. 

I would also suggest you reach out to someone who has experience in the BRRR method of investing.

I know others will likely beat me up over the way I do things, but for me if you have experience buying and rehabbing properties then I would do that to generate the money you need to do bigger deals. 

I work as a civil, but have survey support experience as well. 

An added bonus I bring to the table is a decades worth of residential foundation experience.

Anyone have experience with Tripple E Reality or AMG Property Management?

Just some of my thoughts based on my experience specific to Colorado.

In my limited experiences, when an owner brings PM in house it tends to have a net benefit to the NOI of the asset through both tighter control of revenue drivers and expenses.