For that weather, I'd add a layer. The quickest and easist things ot put on are leg warmers (roll them onto your legs... do not try to slide them up on wet legs... practice this) and arm warmers and a jacket or arm warmers and a light vest or jacket. If it doesn't warm-up for the run, you can just run in the arm and leg warmers... or take off the leg warmers but leave on the arm warmers.
I'd use a skull cap or headbank on your head too.
Use any long finger cycling gloves if it's under 50F. The best ones for intermediate temps are thin but wind blocking. You'll want socks too (I normally don't wear them ot shave 20 seconds off transition times) so you might as well put you cycling shoes on at that point.
You should be able to get all this gear on in under 1 minute. It's worth practicing.
I bought a long sleeve normal thickness jersey for my early season race in 2 weeks. If it's under 55-60F, I'll put on the jersey. If it's under 65F I'll just roll-on arm warmers. Under 55F, I'd do what I described above.
Test some of these combination in training. For example, it's predicted ot be 58-62F Sunday here. I'm doing brick repeats in full race gear. that will give me a good chance to try some different layering techniques that a quick ot take on and off. My workout is 4mi bike then a 1200M run on the track. Repeat 4 times following a 1/2mi bike, 1/2 mi run bike warm-up and ending with a 1/2 mi walk/run, 1/2 mile bike cool down.
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