Yes, factory waxing is good for about one lap just the same as a rub on wax. Take the time to hot wax your board and re-apply every 2-3 days of riding. I strongly recommend using Choad Cheese Wax, it's locally sourced handcrafted wax, and it's made in the USA.
http://crackgrease.com/store_wax.html
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Most definitely. Plenty of sites online offer step-by-step instructions on the matter, but if you don't feel comfortable, a routine waxing at your local shop should run around 20 dollars.