It's not the physical pain or emotional distress. It's not the frustration of trashing your drive train on the open road, a hundred and fifty miles from nowhere. It's not the bears, raccoons, squirrels, or any other animal that steals your food. Same for the sun, rain, and cold. The most frustrating, discouraging, and menial aspect of this trip is the money-saving part. It's nice to be in the city if you have late-night oil to burn and money to blow on drinks, food, music, and endless entertainment. When you're socking all of your cash away for another five months of touring, these temptations make you feel depressed, lousy, and wishing you were living in some little snowbound cabin in the North Woods, where the California Clipper, the Maproom, Stella's, the Innertown, and the handful of good friends who all deserve proper attention at the forementioned establishments were safely out of range. I've started a disgusting coffee-drinking habit because it's the only way i can socialize on my self-imposed budget. For the first time in years I've gone for a week without resting my elbows on one of Chicago's heavily lacquered bars.
In times like these it's crucial not to lose sight of goals. Being ground to a bloody pulp by workweeks with no reward must be balanced against something tangible, so I find myself filling a notebook with lists and plans for the next few months, and looking back through our photos and my journals from the road. I'm organizing my gear, going through checklists, and reading maps at the Harold Washington Library. I'm forcing myself to stop in the middle of the day and visualize my time in the city as an island that I'll be rescued from in a matter of months, and to remember that the rescue ship with be loaded down with the bounty of freedom on the open road, and that the air will be clear and sweet like the sea, and not at all cold like Chicago winters.