"I also want to obtain a press pass to shoot festivals and concerts,"
Why?
Well DUH!!! Free Entry.. and special Super Extra Special Photographer Privileges! Like backstage access at all concerts (NOT!)! Free Autographs from all the Stars (NOT!) Free front row seats or photo Pit access at all events (NOT!) Free Booze everywhere you go (NOT!) Hot babes falling at your feet, just begging you to take nude shots of them! (NOT!) lol! (ah.. that glamorous Playboy-like life those professional photographers live... I am SO jealous!) (NOT!)
Can anyone else come up with some Super Extra Special Photographer Privileges? (don't forget the (NOT!))
Pretty negative there, seeing as photographers DO get some of those special privileges depending on the artist and their management. Concert photography is very rewarding when you're shooting concerts that you want to be at. I've been covering shows for three years now and I still get a rush every time I enter the photo pit.
That said - it IS a difficult area of photography to get into. To start, it's rather narrowed - not everyone is out there doing it (successfully), so it's hard to find good advice when you're a beginner. If you're not already familiar with him, check out Todd Owyoung:
The Best Music Photography & Band Portraits ? Todd Owyoung. He has some great tips and tutorials, as well as gear suggestions and reviews targeted to concert photographers. The suggestion to start by shooting local shows IS the best you're going to get. If you do it right, you'll be building a portfolio up while networking with bands and venues.
The next step gets a little more complicated. You're most likely not going to get press passes into national acts if you aren't covering for anyone. Managements want the people they let in to be promoting their artists, so why would they waste their time on someone who is not benefiting them at all? So what I recommend is that you either get cozy with a nearby venue and try to become a house photographer OR find a publication to work for. It can be a bit of a catch 22, because people don't want to hire you unless you've got a stellar portfolio - but how do you get that when no one will let you in to photograph the names that everyone knows? All I have to say there is: best wishes. Luck was on my side.
As far as gear goes:
do not upgrade until your gear is limiting you. If you're getting paying gigs, then hopefully the people paying you put enough time and effort into researching your work and they hired you because they approve. If not, then that's their own fault when they don't get the quality they want. Chances are, no one aside from you notices a crack in your lens or that your camera is missing a little rubber piece. You're going to look a lot more tacky than that the first time you have to shoot an outdoor festival in the rain. Once you have MASTERED your gear - meaning, you understand every bit of manual mode and white balance, as well as the general composition of an image - only then should you upgrade. I will qualify that for concert photography, f2.8 (or lower) lenses are the exception to this, as you simply won't get enough light in a small venue without it.
Anyway. Like I said - best of luck; if you have any specific questions, feel free to PM me as well.