HeadInjury
2 Late to Change My Name
Yes. Stanley Cup winners almost always have a goalie playing well in the playoffs. Of your list, only Kuemper had a rough go of it in the playoffs. But the Avs were good enough to work around that.The last 7 Stanley Cup winning goalies:
2023 - Hill
2022 - Kuemper
2021 - Vasilevskiy
2020 - Vasilevskiy
2019 - Binnington
2018 - Holtby
2017 - Murray
Vas is the outlier of the bunch but I think this current trend shows if you can get great goaltending from a good goalie then you've got a shot at a Cup.