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come back and try again
After two failed attempts I'd be very surprised if he tries it again.
he's clearly a decent rider but not quite at that level.If he really wants to do it I think he would be better doing a couple of years of TTing, 12s and 24s, and aerocoach stuff, to optimise his setup first. He could probably find 1mph.
True, but mentally that's a tough ask.