The Catalina 30 seems like a good boat for shorthanded sailing and I’m surprised that there aren’t more on the race course in general, considering their numbers in the area.
Apply for your PHRF rating at:
http://phrfgb.com/ You need that to get started and it’s cheap.
To be competitive, think about a folding prop, a clean bottom and decent sails. PHRF and, I guess any rating system, assume that your boat is optimized for racing and has flawless crew work. If you don’t have the above, minus the flawless crew work, you can still come out and have a great time. Just don’t be complaining about your rating when you’re dragging a big 3-blade fixed prop and a fuzzy bottom around the course in 5-10 kts of breeze.
The important thing is to just start doing it. Read books, internet articles and anything else you can get your hands on. I was a cruiser first and then a racer. I can't tell you how many hours or days I could have shaved off of a passage with the knowledge I've acquired through racing.
Come out for the Icicle series and don’t miss the after party. Free rum, beer and snacks, plus a chance to talk to other skippers and see what they’re doing. I hope to see you there.