Cold weather Pro-Tips:
1) Bar Mitts (aka Pogies)! About $50 a pair (ouch), but you get neoprene over-mitts to hide your hands in. Available for both flat-bar (mountain bike style) and drop-bar road bike style. Cold hands suck. These things are good for both cold and/or wet conditions. Mine take about 2 minutes to put on the bike, so in shoulder seasons like now I'll take them off if the next few days look nice, or leave them one for months at a shot once the Oregon dreariness sets in for good.
2) Dry-bag for your work clothes. A $10-15 investment gets you a decent 10-15 liter dry bag for your work clothes. Grocery bags are cheaper, but leak and get holes easily. Waterproof panniers are even nicer, but also very pricey. If you have cheap panniers, or just use a day pack, a dry bag will be plenty to protect your phone/wallet/clothes/etc just fine. You may have one already in your backpacking gear if you are into that sort of thing.
3) Gloves dryer. I hang my gloves on the back edge of my tower PC at work, and the warm air drys them in no time.
4) Store spare rain gear at work. My worn out rain jacket/pants live at work. Sometimes the weather is fine in the morning and I forget to take the "good stuff", so it is nice to have a set of functional beater gear in my cube to get home dry'ish in.
5) Stage your bike gear the night before! I am brain dead in the morning (especially when getting up pre-dawn), so I put my bike clothes in the bathroom, pack my pannier with work clothes+wallet+etc, and put my bike shoes+helmet+gloves+vest together next to the breakfast table. In the morning I stumble to the bathroom, emerging dressed, feed the kid, and don the rest as I walk out the door to take the kid to the bus stop. Half the time about a mile into the ride as blood/calories finally reach my brain I go through a slight panic about fearing I forgot something, usually it is nothing worse than forgetting to grab something for lunch.
6) Stage lunches and spare clothes! A couple frozen pucks from Trader Joe's (or wherever) can bail you out if you forgot to grab your lunch from the fridge on your way out the door. Not as good as home cooking, but still better than eating out. A spare set of work clothes bail you out if you forgot to pack something, or if your cheap plastic grocery bag let things get soaked. Spare workout clothes are nice to get a run in at lunch, or to get home in if your morning cycling clothes got soaked and failed to dry out. Keep a $20 in your desk in case you manage to forget both your wallet and already ate your backup frozen pucks.