Maybe a bit late but here is my take on starting X-Wing:
- 2x Core Sets. The best value you can get and with 2 X-Wings and 4 Tie-Fighters you have a very solid base for any squadron.
- Buy whatever ship you like. Maybe proxy and try them out. Maneuver dials are easy to find online. X-Wing is extremely good balanced. You can build good squadrons with basicly anything. If you're a hardcore competitive player avoid the tie-advanced, it's just slightly (!) weaker. (But i would still go for one because Darth Vader is freaking awesome to fly ). Also A-Wings and Lambda Shuttles are a bit harder to fly as well.
- My choice in more or less chronological order was: 2x Core Sets. 1x Tie-Fighter Expansion, 1x X-Wing Expansion, 2x Tie-Interceptor, 2x A-Wing, 3x Y-Wing, 2x Firespray, 1x Milennium Falcon, 3x B-Wing, 2x HWK, 2x Tie-Bomber, 1x Lambda Shuttle
My favourite Ships to fly: (This is an arbitrary personal choice)
Rebels: B-Wing > Y-Wing > A-Wing > X-Wing > HWK > Milennium Falcon
Imperium: Firespray > Interceptor > Lambda > Tie-Fighter > Advanced > Bomber
PS: This game is awesome!