My questions are: how much guidance is too much for new players? I've already adopted a stance of "tell me what you'd like your character to do and I'll suggest appropriate skills". (please note "suggest"). Same deal for tech.
I plan on starting around 2055, that way they can experience all the world shattering events that take place in the next 5 or 6 years (also, it'll let me catch up on my sourcebooks

The next question is how to handle the concepts of "real life". Things like cops call for back up, etc... The guys I'll be playing w/ are familiar w/ certain ideas ("I put my seatbelt on") from our TMNT&Other Strangeness days but their main focus in RPing was always D&D. No radios, so if you kill everyone in one part of a complex chances are good that the creeps in the next level don't know you're there or they have no minds any way (slime, zombies, etc.) I don't want to turn them off to the game but at the same time I don't want to set precedents for carnage. I was thinking of "easing them into it". Simple low level runs, the money wont be great but neither will the security (low powered guards; but tactically smart). Not too much in the way of complicated sec systems, focus will initially be use of cameras, maybe some pressure plates and gas delivery systems.
How do I introduce the idea of "call your contacts"? Can I just include that in my "state of the world" briefing I plan on doing during char gen, or is that too heavy handed?
And lastly I've already have one player that has played some SR before and wants to play a Decker this time around. He played back in the SR1 days some so there's probably gonna be some conversion anxiety there but my problem is i'm hopelessly behind the SOTA in decking (I usually play a Mage or a Sam).
General (from the "do you guys wanna play SR?"):
"yeah, I wanna be a decker this time"
"okay"
"and he used to work for the corps but got fired"
"okay"
"for embezzling...to support his drug habit"
"okay"
"i want some sort of amphetamine, and he's addicted"
"how does 'novacoke' sound?"
"perfect. he's paranoid and on the run from his old bosses"
"okay, who did he work for?"
"um... the Aztech one."
"..."

Nothing like diving right into the pool w/o sticking your big toe in. But I really do like his character idea. All it needs is some fleshing out. He's already told me why he got into the shadows and what he wants (the high life). AND a great plot hook for down the road. If he can keep his character alive for a while these guys could have a ball dukin it out w/ Azzie hit squads or fleeing to another country and a whole new set of shadows (or maybe they could "flee" to Chicago....)
I've decided that the corp won't notice him for a while. Which makes sense; small fish, big pond and all that. Unless he really wants them to...

My other fav request so far is "Swords and guns, huh? can I have a sword-gun like in Final Fantasy?"
So thats my whole thing. I would very much appreciate advice.