My Cal 25-2 is no problem to single hand given reasonable weather. I have not gone to the trouble to run lines aft, and I don't have a headsail furler. I will make those upgrades in coming seasons, but the boat really handles well, so I haven't felt that this was a pressing matter. Keep in mind that I am not on Lake Michigan, but Ky Lake.
As far as Oday 24 vs. Cal 25-2...I'm guessing by the numbers that the Oday has a swing keel rather than a fixed? If so I'm not sure those two are a good comparison. I like my fixed keel. But with that fixed keel comes the fact that you might not easily find a trailer to fit the Cal, assuming you have access to a big enough truck to pull it. The Cal is only 25, but it really sails and feels like a bigger boat, both performance wise and also just inside the cabin. According to what year's builds you are looking at, Cal's and Oday's were made in the same spot, so the build quality, fit and finish are very similar. So are you looking for a trailer sailor with a swing keel or a slip-only fixed keel boat?
