My suggestion for handling that range of temperate would be a jacket that has a windproof front, and open breathable back. Something that includes the arms so the back of the arms are also made of a more breathable material.

The Endura Windchill II Jacket is one I've been looking at:
http://www.amazon.com/gp/product/B00..._dp_o_pC_S_ttl

I personally always have trouble finding jackets that are long enough, I almost bought a Bontrager RXL Convertible 180 jacket but it was an inch to short for me:
Bontrager RXL Convertible 180 Softshell Jacket | Cycling jackets & vests | Cycling apparel | Apparel

I would be skeptical that the Transit jacket would be breathable enough for you. Their "Elite" jacket is more breathable, but even it was basically only workable to 60 degrees with all the pit zips and such open. Above 60 degrees, with just a jersey underneath, and I'd get swamped out sweating.

I'm not sure anything will work with a dress shirt - below freezing it's usually a windproof outer layer and a warmer breathable wicking base layer (often smartwool). But I think windproof front, breathable back would probably the best bet.