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@ewanmac
Awesome idea, I'd love to give this a go.
My first ever ride on a road bike was at the Mennock Pass I bought my bike in Edinburgh but took it out to my parent's place in Wanlockhead and set out from there for a 30 minute tootle (what I naively thought was a pretty decent length at the time) and rode down towards Sanquhar. I got down to near the junction with the A76 before turning back and discovering quite how difficult hills are. I think it took me the better part of an hour to get back including walking a couple of sections and afterwards I threw the bike on in the garden declaring that I was never going to ride again!
Here is a photo of me doing hill repeats there about 18months later:
Incidentally, although of no interest here, I apparently took my very first steps along the stream in the open valley part of the ride.
I've never done it but apparently if you do the Southern Uplands Sportive you get to continue along the normally closed road right up to the summit at the radar station. [edit - just discovered that the radar station no longer allow this so the entire event has now been scrapped :( ]