The Co-Habitant's response to his new commute underscores the differences in our attitudes toward bicycle security. His Pashley is a comfortable, upright bicycle and if it were me, I would continue to ride it despite the change of location and the less than ideal parking situation. I would remove the Pashley's luggage, get a detachable pannier for the rear rack, use a U-lock plus long cable combination, lock it up outside and stop worrying about it. But then again, some would say that my own lock-up methods are scandalously lax, because I typically just use a cable lock. In short, the Co-Habitant and I are separate people and often our views on things differ. I respect that he does not want his "nice" bicycle to get stolen, but it just seems like such a shame to ride an aggressive roadbike (with clipless pedals!) to work and carry all his stuff in a messenger bag, when he owns the perfect commuter bike.
How much of a factor is the location of your job (or residence) in your choice of what bicycle to ride and in your lock-up methods?