If you are planning on going on a multi-day ride or just riding a long distance in a day, you should have something for first aid, just in case. Unfortunately, almost everyone who cycles frequently will go down at least once in their life. This kit can be really small and compact and can include bandages, some gauze, and a small bottle of a disinfectant.
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Next to everything else that might go wrong with a bicycle on an extended ride, a flat is a relatively minor issue that can be easily repaired trailside, if the right tools are at hand. If they aren’t, a quick fix can turn into a long walk. Well-prepared riders will perform a tune-up regularly and clean their bikes after every ride. For the less-diligent, a well-stocked repair kit will suffice.
As you mentioned, it is surprising how often you can get multiple flat tires on while riding, particularly on longer sprints. The tip about bringing a patch kit in your bike repair kit can be incredibly helpful if you’ve already had one flat tire. I agree that all you listed seems like an awful lot to carry, but it’s always better to be safe than sorry, isn’t it?
Don’t rely on others. “People need to recognize that now there are different cassette sizes, so there are different chains depending on what gear you have. A lot of people are like, ‘Oh my friend is always prepared they always have the stuff, I’m not going to bring anything.’ All of the stuff now is very bike-specific, and you have to have your own package of stuff.”
Return: Bicycle and lock must be returned by the end of the loan period. User will be charged a $10.00/day late fee. After 10 business days user will be charged the full cost of the bicycle ($350) and rented equipment ($50 for lock and/or key). Failure to return bicycle, helmet and lock will subject user to legal liability of $400.00, as well as having student account placed on hold.
Good bike repair stand. I can't say "great," because it arrived with some small plastic pieces broken. These are small pieces that go between the legs and the supports for the legs to act as a sort of buffer to prevent metal to metal scraping. They are just too fragile, it seems. 3 out of 4 legs had these broken upon arrival. However, these are really only "nice" to haves, not need to haves, and they don't really detract from using the stand in any way. Once you have the stand set up, you don't worry about these at all. The main clamp holds the bike well, if you take care to balance the bike properly. The bike may tilt in the stand if you don't balance it - there is a weight limit to the clamp. I like the included tool tray, but I wish it was more adjustable in height (it is essentially fixed in one position). And the tray could be larger. Otherwise, I am quite happy with this stand. I have worked on several bikes using it, and assembled one out of the box. It makes the job of doing things like adjusting brakes and indexing derailleurs so much easier. The price of this stand is excellent considering the quality.
Spare tube:  Sometimes, a tube is just too damaged to be patched, or has had a failure such as the valve stem breaking off which isn’t something that can be patched.   To save weight and space, I usually keep a lightweight version of the right size tube for my bike.   Since one of the first things I do with most bikes that I own is switch them over to heavy-duty thorn resistant tubes, I just take one of the originals and put that in the toolkit.
On the other hand, an on-bike repair kit will be a much smarter selection of tools that you are most likely to need. You should figure out the type of screws that are fitted on your bike and the things that are most likely to go wrong on a ride. Address only these things so as not to burden yourself too much with unnecessary stuff. Moreover, there are bike repair kits used on long rides and those used on shorter rides. The longer the ride, the more tools, and spare parts you will have to bring unless you want to have a very long hike back home.
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