1) chain lube questions take on a religious tone at times. There are a variety of answers from don't do anything until it's time to replace the chain to complicated cleaning and relubing rituals. Either way, the goal is to prevent increased wear on the cassette and chainrings.
2) brake pad and cable replacement would be a good start, followed by checking the operation of the derailers and checking the tightness of all the bolts. Replacing the wheelbearings makes sense at times, and you've probably gone far enough to justify that.