You will get convinced you can do seller finance or sub to, but it's not practical unless you are going to spend all your time doing that.

So we shopped it out to our consistent buyers but at a strong price of $75k.

In the case of a successful tort against you, you might regret commingling funds in a single bank account, but I can't see how keeping them consistently separated would ever burn you, even if it is a bit less convenient.  

They're practically free and full of information.  

Also looking for best practice guidance on the risk tolerance based on these numbers.

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

If we're consistently profitable and find that the cleaner is not effective in responding to guest needs, then we will not hesitate to go the dedicated on-island agent route.

It is my understanding that the company works out the tenant billing rates based on your master utility bill to keep it consistent and fair.So, the technology exists BUT is it legal in Maine to bill the tenants in this way?

While it doesn't meet the 1% rule it's in a stable, desirable area that'll perform more consistently for you over time so it's worth the tradeoff in my opinion.

Biggest thing IMO is getting close to the train station and have a high quality units that may not look attractive on paper the first few years but will have the ability to raise rents consistently long term.