Thanks for coming in to post this. How much overlap is there between Cryptologic Warfare Officer and Information Professional? The Navy COOL page list similar Certs for both but it seems that experience in the reserves differs depending on with whom you speak.
Unfortunately, the only way the Navy and DoD have to quantify your skill or experience level is through certifications:
http://www.cbtdirect.com/online-training/it-training/dod.asp
From a Navy and DoD perspective, if I have a CISSP, then I am "qualified" to be an
Information Assurance System Architect Engineer. I've met people who have zero work experience (CISSP requires only stated work experience, and does not verify work experience) but who have the "certification" and are in those roles. Ask me how effective they are?
IP's are IT & comms and CW's are SIGINT. However, with the emergence of "cyber", both are fighting for skin and relevance in that game. In some Reserve units there is overlap of CW and IP "work" but it boils down to how competent you are in a given area. I know an IP that can run circles around any CW with respect to cyber fires, so, this individual worked in cyber fires when that area is traditionally a CW role.
In my general observations everyone and their freaking brother is trying to sell and to get themselves on this "cyber warrior" bandwagon. It's the new, hot thing.
For the IP's and CW's that I have know that mobilized, the CW's did IO Planning or Counter IED, and IP's did comms in Bahrain, Djibouti, or the sand box.
For "business as usual" (i.e., drill weekends), it's a grab bag of sitting around doing absolutely nothing, to working on nothing but "Readiness", to actually doing work. It all depends on your unit. But, for your first 3 years you will be focusing on getting qualified in your designator.
Also keep in mind that CNRFC only cares about mobilization readiness (are you qualified, do you have your GMT done, is your medical up to date). Peacetime, contributory support (helping the active duty folks) is not the goal of the Reserve force.
And, realistically, there is not much you can do over a weekend to help out the active duty command that your Reserve unit supports. Some are better than others and have real work to do, but they are rare.
The only real way to support and to get linked in with the active duty folks is to FLEX drill (i.e., drilling during the weekday).