Judging from your previous posts I think the route you are taking is probably the best for you - get plenty of experience & boost your confidence The choice of bike sounds wise too (but I would say that ) If you buy carefully - get the best you can afford - then you should get a good return when you want to sell it. A decent 125 will hold it's value pretty well. If you feel more confident with someone following you then fine, but you need to make sure you don't spend your time thinking about them being behind you instead of concentrating on what you should be doing!! Regarding gear, I don't know much about the makes of stuff you mention but a couple of suggestions... a) try and get jacket & trousers by the same manufacturer then they will zip together, which will give you more protection against the weather and any possible spills. b) I would advise you to getting some proper bike boots - there is well documented evidence of what can happen if you come off without them! c) If you can only afford one pair of gloves - i.e not witer & summer ones, buy some middle of the range ones and use a liner in the colder weather.