I think it's a great idea to have CL as hisec support for CTR, and CTR as a wormhole alternative to those in CL who want some excitement! I would have to disagree on the point of putting them in alliance together though, as that would make any wardecs potentially a problem for both corps. I wouldn't want a wormhole altercation to turn into a problem for CL in hisec.
As for numbers and types of skills needed, the numbers are anywhere from 1 to 5 I would say to start (unless you're bringing in a guy strictly for PI). You have to be able to run for cover in a moments notice, and the more ships you have out of a POS shield the more you have to stress about warping to safety before you get jumped (and also the more potential for personal loss of equipment). If you've never done anything in a wormhole or 0.0 before, bring out 3 max.
As for skills, probing is the number one REQUIRED skill for wormhole. If you get caught in a hole without the ability to find your way out then you're pretty much screwed and will have to self destruct to get out. Secondly, don't underestimate the sleeper rats. These are 0.0 rats on crack, steroids, and with omni tanks and omni damage. They all armor tank, ewar, neut, and will eat you alive if you get in over your head. Bring ships (and the skills to fit them) that you can afford to lose, but that can also survive the damage (passive shielded drakes to start). Third, is the regular stuff: mining, gas mining, hacking, and archeology. Bring this in at any level you want, but the ability to mine in some form or fashion would be the minimum I would say.
For the minimum numbers required, it really is easier to outgrow a wormhole than it is to have too small of a team for one. Once you do a site it may takes days or a week or more to spawn another, so the faster you do things the faster they run out. If you're interested in wormhole life just to check it out bring in one or two guys and live for a week and see if you think you need more or the hole can support more. Since not everyone will be on at the same time sometimes you may need multiple toons to solo a combat site or you may find yourself without something to solo. That's just one of those things you gotta figure out on the fly.
