Writer Peter Flax, the former editor-in-chief of Bicycling magazine, rode over 1,000 miles and tested 15 tools for our full-length guide to multi-tools, and he concluded the Topeak Mini 9 is the best for casual cyclists. It’s tiny, it’s light, it’s easier to get some leverage with than other tools that have different designs. It’s not meant for serious wrenching on your bike, but it’s good for on-the-fly adjustments.
The thumb test is the fine art of pressing on the tube with your thumb to see if it’s inflated. During testing, I took a pressure reading out of curiosity, and to the touch, road tires feel fully inflated around 30 psi. How pathetically sad—30 psi!—when you’re probably trying to reach at least 60 psi on a mountain bike, 70 or more on a hybrid, and it only goes up from there.
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If you’re going to use the chain whip you just made, you’ll also need a way to get that cassette off. A lockring remover is a must-have; unless you use one of the shady removal methods I’ve seen on the internet—which I wouldn’t necessarily recommend unless you don’t care much about the condition of the wheel after you use them. I recommend Park Tool’s iterations here that cost about $6, but you’ll need to buy the specific one for your brand/type of cassette. (By the way, I’m assuming you already have an adjustable wrench laying around somewhere to use with this tool. If you don’t, well, you’ll need one of those too.)
More than any other tool in the kit, a reliable lever makes changing a tire easier, especially if you have road bike tires, which are difficult to remove. However, throughout testing, levers seemed to be the one item more prone to failure and poor design than anything else. For example, I found a random orange lever floating around my basement and I threw it in the test pool for fun—it seemed solid enough … until I began prying at the rim of a tire. It bent directly in half, slowly and smoothly, like taffy, and then was boomerang shaped forevermore.
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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.
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.
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.
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