It is hard at this time of year, I was driving to pick the mrs up at 9pm in the dark/rain/snow a few night ago and I was feeling all sad and miserable.
During the summer I'm pedaling home from a bunch at 9.30pm in shorts/short sleeve properly buzzing for life!
I wouldn't throw big money at a TT rig but changing the cockpit/saddle to get into a comfortable aero position will see the best £/w gain I'd say.
I follow a local guy who is good at TTs and he was out in the summer there changing position every ride, trying 165mm cranks etc etc