Some years ago, I used to live on my bike. Riding around daily through any weather condition was bound to quickly wear down on the bike over time. I like some of the stuff that you have in your toolkit. I would say zip ties are actually really convenient, because when something came loose you could go ahead and use those to fasten them down to keep on moving ahead until you had enough time to fix it or get it checked at a bike repair shop.
Do not take your Bike to Kyle's Bike Shop they handled my bike so poorly they can not work on Vintage Schwinn' and the attitude they had if it wasn't a high dollar bike don't expect good service. I had to find my own parts, had to take the bike back twice to get the wheel trued and they ruined my bike it is so scrapped up the Schwinn is gone on the side of the bike. If you care about your bike do not take it here.
This is a very basic book and unnecessarily repetitive in sections. It does introduce the reader to the basic nomenclature of bicycles and this is helpful when conversing with others. Unfortunately the repetitive sections were not replaced with chapters on 3 Speed in hub gear drives, or coaster breaks, or a chapter on Adult Tricycles and Tandems and E-Bikes.
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.
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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.