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@jim1985
Just seen this thread.
I have a pipe dream of doing something like this as I really CBA with my line of work.
One thing I'd say having observed the rise of Cadence (I live in Herne Hill and so pass by it every time i ride out to kent)... Location is key. How far SE are you thinking?
If it can be near a pre-established cycling 'hub', for example, a place where a big club meet up for Sunday rides (Bigfoot are SE I think, or how about Catford) or near a velodrome etc will really help.
Although Cadence is more performance focussed, I think it has really benefited from being on that main drag from London into Kent, and also being in the path of Dulwich Paragon rides. Going through Crystal Palace at 8/9am and then lunchtime on weekends is like being in a cycling festival with riders everywhere, and a lot of them are in Cadence.