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How is that even possible with most of the state just getting a tropical storm ?
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Its very possible if the wind/storm damage is wide spread enough. Bring down enough lines over a large area and it could take them weeks to bring everyone back up. Finite resources also at work (linemen, trucks, equipment, etc.) People typically are only thinking about their house, they forget all the OTHER homes without power. If a lot of homes have lines down from the pole to the house that will take time to repair each individual home.
They typically have a planned process to restore power to critical areas/services/businesses first and work there way down that list before branching out to the single home on a dirt road way out in the boonies. So its entirely possible there could be a few folks that are without power for weeks before a truck and guys show up to fix the line at their home or neighborhood. They likely throw out that dire warning, worst case scenario, to prepare people for a couple of day outage so when the power is restored in 3-5 or so days it looks positive for Eversource/UI.