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I have enough base fitness so for me the key training sessions would likely be longer self-supported rides to test body and kit over stupid distances. I'll need USB charging for sure. Durability is important as is efficiency.
There's an article about USB charging in Arrivee mag (as well as a ride report by Captain Ankles himself @scultura )
Son 28 is excellent. Harry Rowland told me to avoid the delux, its flange width is smaller and therefore not as strong as the 28. Pair the Son with a Luxos headlight then you have benefit of an inbuilt cache battery and a usb charger. Mine survived heavy PBP rain with no dramas. Buy direct from the Fatherland via Rose for a considerable saving.
Re; accommodation, hotels everynight will be expensive so I will be bivvying mostly, plan to register on warmshowers.org so its not completely basic.
Any suggestions for a coach to help with training? I'm hoping I can manage on 3 x sessions a week, 250 miles (ish)