Congrats on your new to you boat, and welcome to the forum!
I am new to sailing as well. Acquired my boat last summer (July 2015) and worked on it until around December until I got what I thought was a solid seaworthy boat. I probably would have had it to that point sooner if I knew more, but did not know much and I did a lot of trial and error sails coming back each time (sometimes rather quickly) with new ideas/thoughts or things to repair or change. I can say of all my trials, the scariest one was a standing rigging failure. So, that would be my recommendation for a starting point (for safety reasons), but there are plenty of other things to check as well. Here is the "Punch List" of things to check a few guys created for newly acquired boats
http://forum.daysailer.org/forum/viewtopic.php?f=8&t=5115. If you plan to put the boat in at a crowed ramp/area, where you cannot launch or retrieve under sail, make sure that your outboard is in solid condition as well (Change spark plug, fuel filter, inspect gas lines for leaks, replace lower unit gear oil, makes sure water flows through it correctly, replace impeller and/or pump, etc)
(Rudy Nickerson) D&R Marine is the O'Day parts supplier, and is located in Assonet, MA just south of you.
http://www.drmarine.com Due to your adjacent locale, I imagine the speed at which you receive replacement parts will make the rest of us jealous.
The Daysailer is a pretty easy boat to sail, I learned to sail it "good enough" within 1/2 dozen times out after making her seaworthy and functional. Not making any claim that I am a good sailor, but I could make the boat do things it is supposed to do in a short time with little experience. My expectations were not that high, considering my level of experience. The boat made that possible, not me
It is just as fun of a boat to work on as it is to sail, there are so many ways to update it and make it fit your own style. Again, congrats and enjoy it!