My bikeposts were well received and I plan to do more, but I'd like to reach out as to whether there's a topic or maybe specific questions about the whole ordeal that interests the users of this site specifically?
Like do you want to learn about tools you need for more than basic maintenance? Tips on riding in winter conditions and/or in the street with car traffic? Maybe which of the marketing buzzwords are actually important? How to train for longer rides? How to bike commute / when to bike commute?
Hit me up, I'll try to answer any question and/or do another bikepost about any topics that you're interested in and I feel qualified to answer.
You probably need to toe-in your brakes to stop the squeaking, there's a ton of videos online that show how to do it. All it takes is an Allen key and like 5 minutes usually, definitely worth it.
Thermal long underwear under your pants, waterproof shoes and rain paints (and/or fenders) if it's snowy, one less layer than you'd normally wear for the temp on top while you're riding, bandana over the face so you can still breathe easily but stay warm, warm gloves. Once you get below 20°F you might want ski goggles too. Be careful if it's snowing, especially when braking, and watch out for ice. Winter biking really isn't as bad as you think, the real challenge is managing your layers and remembering to bring extra just in case.