I have been biking for transportation and pleasure the whole time I've lived in Chicago, and I'm familiar with the basics of locking up and storing my commuter bike.
Yesterday I added a Yuba Mundo to my stable because I'm getting rid of my car and I'd like to still be able to go places with passengers. I rode it to the grocery store and was just barely able to lock it to the bike rack there, and only because one whole side of the rack was free.
A U-lock won't fit around both the frame and a locking-post because I can't get the frame close enough to the locking-post. I've been using Kryptonite cables to tether it to a post, and then locking the U-lock through the cable, frame, and front wheel. I also plan to cover it with a tarp when it's parked on my patio, to keep birds off it as well as to hide it a bit from would-be thieves. Next to the giant tubes of the Yuba, the Kryptonite cable looks like a little thread.
I can't park this thing indoors because it won't fit inside most places (including my third-floor walk-up) and it has me laying awake at night worrying that the cable will be cut.
What other steps besides locking it to itself, cabling it to a post, and covering it with a tarp should I take to ensure the safety of my bike, both at home and out and about?