For the budding mechanic:  A good pocket sized repair guide.   One good option is the “Pocket Guide to Emergency Bicycle Repair”  by Ron Cordes and Eric Grove.   It’s only 3.5×4.5 inches and a half inch thick.   I don’t carry this myself, but for someone who’s new to this whole bike repair business, it’s really helpful to have. A future blog post will cover this book in detail.
Mountain bikers are in different world of repair entirely, one that borders on the comedic absurd. It includes large pumps designed to fill up big, fat tires that squish over things, and a medley of assorted slimes meant to be injected into tubes or tires. In that world, the number of days it takes you to fix your tire and return from the wilderness is a badge of courage—bonus points if you’re bleeding—and we’re guessing that’s not what you’re going for next time you set out for groceries.
Every expert I spoke to recommended Pedro’s Tire Levers by name. They have a wide body—a different shape than other models we tested—and that prevents breakage, but more important, the broad, flat surface area of the tip helps it stay locked under your tire. When a lever slips from under the bead of the tire, you can end up repeatedly scraping your knuckles on the spokes of the wheel, which is so annoying. Pedro’s levers are small enough to fit into a saddlebag, are sold widely in bike shops, and even come with a lifetime guarantee. If one breaks, Pedro’s will replace it.
Next to everything else that might go wrong with a bicycle on an extended ride, a flat is a relatively minor issue that can be easily repaired trailside, if the right tools are at hand. If they aren’t, a quick fix can turn into a long walk. Well-prepared riders will perform a tune-up regularly and clean their bikes after every ride. For the less-diligent, a well-stocked repair kit will suffice.

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.
The fabric attachment system is low-tech, but that seems to be helpful, as it can adapt to seat rails of different widths. One fancier option you might see on more expensive seat bags is a quick-release mount that you install under your saddle. But those have a fixed width, and therefore can fit under seats with only those exact specs. Brooks saddles, for example, are too wide for these mounts.

On a very sunny Saturday I had a rear spoke break - you can imagine that no shop was willing to promise a quick repair! I was so fortunate to find this shop and will come back - Andy not only told me to come down and he'd get it fixed, he had his assistant work with another couple while he measured, cut to the right size, installed and trued the wheel while I waited! It was awesome, and the whole place had a great feel and good people. Best of all he charged a very fair $20 for all that work - I would have paid a premium for the quick service! After experiencing lots of attitude at other shops and poor service, this was a real find. I hope you will check them out, they have a great selection of bikes and accessories too! Good people and good craftsmanship should be rewarded.
Yes, bicycle shops generally provide repair services. A typical list of offered services includes regular service/adjustment (including safety check; and  brake, drivetrain, and tire inspection); premium, and annual service, which is a more extensive tune-up. More specific repairs include drivetrain tune-up, brake system tune-up, flat tire fixes, brake repairs, cleaning and touching up the bike frame.
Our favorite hand pump for commuters is the Lezyne Sport Drive HP, and you can read more specifics about why in our full-length guide, written by Dave Yasuda, a writer and tester with over 30 years in the saddle. To sum it up, Lezyne makes pumps with an extendable rubber tube that connects to your tire valve, and that’s the difference between awkward and demoralizing. It’s not the only company that does so, but it is one of the few, and it does it the best. The Sport Drive HP can adapt to any tire valve, has no small fussy parts to lose, and inflates more easily to higher psi levels than anything we tested without floor leverage.

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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