Any challenges? Unexpected delights?
Couple things for me were:
1) wear your helmet, be bright (wear that reflector vest -- its not a fashion show-- and you really really do not know when your going to fall due to ...add the something here)
2) i am commuting to work, not getting a work out (it made me not mind the lights and i was less annoyed by crazy drivers since I could take my time)
3) do not fear the cold! I read the posts of the other long-time bikers, i read some winter biking blogs and they are right...layer, cover your head, ears and mouth (if really cold), i wore my hiking boots, some decent gloves, and water resistant pants. I stayed warm or too warm!
4) do not fear the rain! You are just getting wet and you get dry latter :)
5) your water resistant bags are just that -- when its raining hard make sure to pack your work clothes in a second bag and don't have them be on the bottom of the saddle bags
6) bike rack and saddle bags are worth the investment (go with larger capacity and you will start to lug around groceries!)
7) don't wear headphones -- sensory deprivation is bad when you ride!
8) people that drive cars are generally terrible! watch out for them!
9) yes you can make those minor repairs -- youtube has lots of good short videos for how to fix your bike (take your time on truing your wheel -- really really only do a quarter turn of the spoke until you know what your doing)
10) enjoy your ride, take your time, and know someday your ride will be on your time rather than the man's time. Freedom from work is coming :)