What Eddie has going for him
Eddie is almost the whole package in terms of wrestling ability, aerial ability, mic skills, and charisma. Eddie is also a great team player backstage and usually helps boost lockerroom morale. Because of this - I don't think anyone would complain if Eddie were to receive a good push one day.
What Eddie has against him
Lack of size. And I'm not talking about his penis either. At a measly 5'8 or 5'9, Guerrero does not meet Vince's "big man" standards. Because of this, Eddie will be a mid-carder forever. The 'highest' he will ever go is US champ.
FORECAST
If I was in charge of the WWE, I'd do two things:
1) Make the Cruiserweight division like the Women's division.....in that, they do intermingle with any wrestlers outside their division. In a sense, make it like the boxing world. We don't see Oscar De La Hoya going up against Lennox Lewis right? Same thing should happen here.
In a sense, the Cruiserweight division should be made to look *almost* as important as the WWE title.......it should literally be a 'league of their own'
Take a look at the Sports of Tennis and Golf for instance. Serena Williams dominates Women's tennis, while Annika Sorenstan (sic) dominates women's golf. While both women are respective 'legends' in their own world, it's clearly implicit that they are inferior to Roger Federer and Tiger Woods respectively......despite not intermingling with one another.
Basically what I'm trying to say - is that the WWE does not have to try and portray to the fans that the Cruiserweight division is *inferior* to the WWE title. It's already implicit. However -
the more you "intermingle", the less likely the fans will perceive a "Rey Mysterio" or a "Taijiri" to be 'legends of their own worlds'
2) If the above criterium in #1 is met, I'd make Eddie Guerrero the 'centerpiece' of the Cruiserweight division.........the "Stone Cold Steve Austin" of the cruiserweight division. This way - all parties are happy and justice is met.
a)Eddie achieves legendary status
b)Vince stays happy because Eddie stays out of the main-event picture.
p.s. In the deep future, I'd also consider adding Christian and Matt Hardy to the Cruiserweight division as well. Neither of those guys are going to advance further than the IC division anyways. Mark my words.