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@Dammit
I think this segment is probably a good example of the type of thing I'm thinking of using for training - https://www.strava.com/activities/6534516506/segments/2917852660332870934
Getting to the 4:30 - 5:00 would be useful as a target as it's around the right length and elevation change, and of course you have to ride back up to the top.