These questions are really not the kind that anyone can answer for you. It depends on cloth prices on your realm, how much cloth you have on hand, how much your friend gives you, and how much you're willing to gather. For enchanting, it depends on how much you D/E, what if anything you pay for the items you D/E, and how many (if any) mats you buy from auction to level.
Your best bet is to take a look at some tailoring/enchanting pattern/formula lists, figure out which patterns/formulas you'll use to level, figure out how much you have on hand, and go from there. I've never plotted a profession from 1-???, I just work it out as I go. Keep in mind that you'll have to level your new alt before you can really level their professions all that much, so you'll have plenty of time to work out the details.