Welcome to cycling and to the forum. As far as lifting on the pedals, I don't know of any specific drills. I just try to focus on doing it and it becomes more natural. You can wear any sunglasses, but just make sure they offer
UV protection. Most sporting goods stores will have less expensive models and brands. I can't help you with the group ride one shot policy - that seems weird to me, but I don't usually do group rides. Is that with a team? Most bike shops offer group rides for all comers, at least around here. Regarding your gearing, I doubt you need bigger gears - sounds like you're not pedaling at a high enough cadence (rpms). If you have a watch, count your pedal revolutions for a minute and try to be in the 80-90 rpm range. It's a common mistake for new riders to push a high gear while pedaling slowly, especially on hills. For food, eat something with carbs that is easily digestible before a ride and drink the protein drink afterwards. You don't need anything fancy - if you're broke, pasta and milk will work. If you need to eat during the ride, you can usually find Cliff Bars for a buck at grocery stores - better to buy them there than at a convenience or bike store. I can't help you with the screen name, but if you PM a moderator they might be able to.