It's a relief to see that you are smart and curious enough to go beyond whatever a contractor, or two recommend. As a retired contractor, this type of situation use to drive me fuckin' nuts. I would meet with a homeowner, explain, in depth, what the best practice was for resolving an issue, and then watch them hem, and haw, only to admit that the two chucklenuts who were there before me had a cheaper way to get it done. The fact that the first guy was as close to a career criminal as it get, or the second one invests most of his profits at the bar, often mean nothing to the potential customer, it's all to often a fixation on the low bid.
One of my favorites was a really good customer. A guy that I had done a considerable amount of renovations for, including new hardwood floors through out his two story home, new huge decks, etc...... At some point you would think he would of been smart enough to trust me ,but noooooo. He tells me that he is hiring a local paving contractor to pave his complex, and trouble plagued driveway. I reminded him that we had discussed the job, and I strongly recommended that he stay away from the one he selected, since they are clowns. He then said that the two other bids were 50% higher. I asked which one was the bid that included regarding the water away from the house, and installing drainage to properly drain the entire front yard? He told me both of the more expensive guys claimed that it was necessary, and priced it into their bids. I told him he should reconsider, since this was a dangerous place to cut corners. He went with the low bid. During the first spring rain he had 2 ft. of water in the crawl space, but didn't know it until the first floor hardwood buckled, the crawl was full of mold, the concrete front apron at the garage doors collapsed into the ground, and had to be jackhammered out and replaced. Tough lesson to learn.
If you decide to do a hot roof, I would wait until you are seeing consistent daytime temps. of 45-50* in the attic, and throw a dehumidifier and a few box fans up there. By blocking the gable end vents off temporarily, and routing a drain hose to a tub or sink, you should be able to remove huge amounts of moisture from the roof structure, which will eliminate mold growth, and remove the concern about sealing wet framing and sheathing inside of the foam. This is were a $20 remote read, indoor/outdoor temp. and humidity gauge is a great thing to have. Hang the remote sensor from a rafter in the attic, and you can monitor your progress in drying the space out.
I don't know about Maine, but some states are real tough on homeowners who file damage claims. The address ends up with a permanent file noting flood, fire, water, structural or mold damage and remediation, which it is disclosed at settlement. I have a friend who lives in CA. and has a few rentals. He will eat a pretty steep amount of damage (up to 10-15K or so) in order to avoid further damaging the resale potential of the property caused by filing a claim. I would want to have an off the record conversation with my agent before I would even think of filing a claim. If they are unlikely to cover the ice damming, you may be hurting yourself just contacting them to open a review.