A bicycle costs anywhere from $250-$9,000 depending what type and quality of bike you want. A utility bike from a department store might cost $300-$500, but experts caution that it will be quite a bit heavier and not as well constructed as other bikes. For a durable, lightweight bike with front-suspension and decent parts, it’s reasonable to pay $750-$1,200. You might be able to pay slightly less, but expect to need some repairs after several months of heavy use.

Let me go ahead and get the bad stuff out of the way. First of all, this stand is NOT the same level of quality as something you would find in a bicycle shop being used for the shop's repairs. it's quite a bit more flimsy, and the grip likes to rotate if you don't get the bike's center of gravity just right. The tool tray is also made out of a rather cheap plastic that can break easily at the rim. That being said, this stand is perfect for home users and makes mundane tasks like fixing a flat or cleaning the chain much easier. It easily holds my Raleigh Merit 3, and I don't worry about the thing falling even if the grip tilts a bit. The stand significantly shortened the time I needed to change an inner tube on my bicycle, and made me less worried about damaging something on the bike by jury-rigging a stand out of whatever I had lying around.
A wrench that fits the hub nuts:   If your bike has quick release front and rear wheels, you don’t need this, but if you have an internal hub on the back, such as the NuVinci, a wrench that fits is a great idea.  99% of the time, this is a 15mm wrench, but you should check your bike.   A 6 inch adjustable wrench can also work, but it will be heavier, and when using an adjustable wrench, you do need to take more care to not round over the nuts.   A fixed wrench is the best choice.    Some multi-tools have a 15 mm wrench built in, but again, if you have limited hand strength, something with more leverage is a great idea.
As you mentioned, it is surprising how often you can get multiple flat tires on while riding, particularly on longer sprints. The tip about bringing a patch kit in your bike repair kit can be incredibly helpful if you’ve already had one flat tire. I agree that all you listed seems like an awful lot to carry, but it’s always better to be safe than sorry, isn’t it?
A two-stage hand pump tries to marry the best features of both types of pumps: the quick inflation of high volume that can achieve the higher psi ranges of high pressure. But to steal a quote from our floor pump guide, “You pump eight times or you pump 10 times—what does it matter?” That’s a quote from Daimeon Shanks, who at the time was a mechanic for the Garmin-Sharp pro tour team—that’s right, Tour de France, baby.
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.