After playing around with it yesterday, I've taken the advice of people here and dropped the Decking / Rigging aspect of the character, moving the focus over towards fire support for the team. Currently I look like the following:
=Priorities=
A - Skills
B - Attributes
C - Money
D - Metatype (Elf)
E - Magic (Mundane)
=Attributes=
BOD - 1 (2)
AGI - 6
REA - 3
STR - 1 (2)
CHA - 8
INT - 4
LOG - 3
WIL - 3
EDG - 1 (2)
=QUALITIES=
Negative (23/25)
Dependent (Inconvenience) (-6) (note: this is core to my character's backstory)
Did you just call me dumb? (-3)
Creature of Comfort (Medium) (-10)
Addiction (mild) Alcohol (-4)
Positive (12/25)
Friends in High Places (

(also core to the character's backstory)
Ambidextrous (4) <====== worth it or not?
=Connections=
Police Chief CON 8 LOY 1 (blackmailed) - Part of backstory
Mr Johnson CON 8 LOY 1
Fence / Mafioso CON 8 LOY 6 - Part of backstory
Girlfriend CON 1 LOY 6 - Part of backstory
Street Doc CON 2 LOY 1
Mechanic CON 2 LOY 1
Bartender CON 1 LOY 2
Prostitute CON 1 LOY 2
Tailor CON 2 LOY 1 <==== not sure if tailor is a profession or not, but I need someone who can get in high-class suits for me or repair the holes in my current ones.
Fixer CON 1 LOY 1
=KNOWLEDGE=
Black Markets 4
Mafia 4
Police Procedures (Street) 3
Law Enforcement Procedures (Street) 3
=ACTIVE SKILLS=
Influence Skill Group 6:
Etiquette (Mafia): 14 (16)
Leadership (Rally): 14 (16)
Negotiation (Bargaining): 14 (16)
Stealth Skill Group 4:
Disguise: 8
Palming (Pickpocket): 10 (12)
Sneaking (Urban): 10 (12)
Impersonation 6: 14
Con 6 (Fast Talk): 14 (16)
Automatics 6 (Submachine Guns): 12 (14) <==== Leaning towards the Ingram Smartgun X as my primary with a Remmington Suppressor as my concealed carry. Both legal /w suppressor is my reasoning.
Perception 6 (Visual): 10 (12)
Intimidation 6 (Mental): 14 (16)
Pilot Ground Craft 3 (wheeled): 6 (

Computer 2 (matrix search): 5 (7)
So, how does that look? If that looks viable, I'm back to where I started, which is the gear purchase. $12,000 is gone straight away for my High lifestyle + live in partner and I've gone with Rating 3 Used Tailored Pheromones for $69,750. I've got $58,250 remaining and 6 Karma that I can potentially turn into another $12,000 if needed or even go in debt to the mob for an extra $10,000 + $16,000 for karma. I know I'm going to need a suit or suits, guns (possibly multiple) fake sin, fake license, fake carry and maybe a vehicle for getting around or transporting the odd body with. Also smartlink either through cybereyes, direct implant or contacts. I'm assuming ear upgrades as well. If I've got some cash left over, maybe a voice modulator.
Am I missing anything vital here? What would people recommend for equipment and why?