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Good points @JB I was going to message you anyway ..
I havent done anything longer than 150 miles this year, maybe I'll do it in 2 rides instead of one, I was going to draw the long route with bail out points (was planning 27th onwards).
Yes, I did it last year single speed. I did two big loops from Camberley. All I will say is that it was fucking cold. Also, single speed was perfect from a rhythm perspective and just being able to switch off mentally, however it wasn't so great in the Cotswold's and Chilterns - obviously.
I spent a lot of time doing 200+km rides last year though so it wasn't actually that bad. Amey, unless you've done a lot of long distance stuff this year... then beware. 500k is no small feat... unless your name is @hippy or @skinny
https://www.strava.com/activities/812858232