First off, different parts of Connecticut have different blackout rules. You can confirm which teams would be blacked out here. ESPN+ also blacks out nationally broadcast games. This includes games on NHL Network, which can surprise people sometimes. So, to guarantee access to all Habs games, your dad would need ESPN+, the blackout teams’ regional sports networks, ESPN, TNT, and the NHL …
https://www.reddit.com/r/hockey/comments/zulwi3/does_espn_have_all_nhl_games/