Keychain style flashlight or headlamp, LED type, not incandescent: The keychain style is tiny and lightweight, the headlamp style is a bit bulkier but easier to use. You can get these for a couple of bucks or less at the local big box hardware store. The LED ones are lighter, more durable and last considerably longer. Very useful if you need to make a repair after dark! I keep a keychain style one as a backup as I normally have a headlamp in my backpack.
Every person who considers themselves a cycling enthusiast should know how to do at least some basic bike repairs. This is not just to satisfy an unwritten standard of being a bikehead, but because it has a lot of practical implications as well. It can make the difference between dealing with a minor issue quickly on your own or waiting a couple of days for a busy mechanic to squeeze you in. Moreover, in the long run, doing the dirty work yourself will save you a lot of money.
A multitool is a highly versatile piece of repair equipment that can address most of your maintenance needs. Ideally, you should use it before a ride to tighten and adjust everything properly, but sometimes it’s necessary on a ride as well. If you encounter a loose screw, realize your saddle height is not right, or that your brakes need tightening, you will be happy to have it.