Any bike that gets ridden seriously as transportation or on long rides needs at least a basic tool/emergency kit, and the knowledge to use it, unless the rider is always in a position to call a friend with a car or a cab when their bike needs a quick fix on the road. If you never travel more than a few miles, this can be overkill, and calling a friend or a cab may be just the ticket, but if you want to be more self reliant, this is something you should seriously consider. This list may sound like an awful lot of stuff to carry, but really, it only weighs a few lbs and fits in a small, under-seat bag that comes off quickly so I don’t have to leave it with the bike if theft is a concern. If you always carry a regular rack top bag, you can also just put all this in a small nylon bag and throw it in there, but I prefer an under-seat bag.
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.