These are some great ideas, especially the simple ones like bringing a garbage bag. That’s something so easy and cheap that it’s easy to forget entirely, but as you say, it can make a huge difference in the right circumstances. It’s also good that you discuss some minor bike repairs. That’s another thing that can salvage or destroy your ride. You want to be as prepared as possible for the best possible experience.
The retractable tube is stored inside the body of the pump when not in use, and it can attach to either a Schrader or a Presta valve, the two types of valves you’ll see. Some pumps can accommodate only one type, making them less universal. Toggling between the two is simple, which can’t be said of other models with itty parts that require nerves of steel to handle on a good day, let alone while wearing gloves, crouching in the wind, oblivious to the sewer grate a few feet away.
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Friction gear systems are a lot simpler to adjust, because the movement of the derailer cable can be modulated as you ride, every time you change the gear- they require less cycle maintenance. Modern index shifting systems are a little more complicated because each ‘click’ must release the exact right amount of cable to allow the derailer to move the correct distance to move the chain from one gear to another. Setting up and adjusting a derailer is not difficult and requires only basic tools, but there is a methodical procedure to follow.