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Im much quicker up hills than him but reckon he has me on the flat/ endurance.
Its this: http://www.ipswichcyclingweekend.co.uk/crafted-classique
fairly flat, though put it into ridewithgps and it seems to be up down up down all day but nothing over 3%.
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Repped
apc
Thuekr
@JayTeee
Eat regularly, sit on his wheel except when going up hill (ride these at your own speed) and let them wait at the top. If he is buddy he will adjust pace to make sure you don't blow up.
A loop with a shortcut / bail out point home is useful if you do blow up but 1oo is very doable.