Decades ago, and probably extending well before that, there was a custom among middle-class Canadian families to send their sons out West to work on the railroad for a spell. The parents’ intention was not only to get the boys out of their hair for a while but also to toughen them up and introduce them to the ways of the world well beyond what would now be called their comfort zones. As it happened, one of my father’s sisters, Aunt Irene, was a vice president of the Canadian National Railways, a sprawling transportation network of trains, steamships, and grand hotels. It was as much a part of the Canadian national identity as the Bonanza star Lorne Greene and Hockey Night in Canada. Aunt Irene was a tall, thin, dignified woman. I don’t think I ever saw her when she wasn’t wearing a twinset and pearls. Family lore had it that during the final chapter of World War II, she had been the wire operator who sent word of Hitler’s death to news organizations across Canada. Afterward, she went to work for the Canadian National Railways, also as a wire operator, and rose through the ranks. Egged on by my parents, I wrote to her, asking for a job. I was 19 at the time. As she described it in her letter back to me, there were two types of positions available. I could be a groundman, at $2.20 an hour. Or I could be a lineman, at $2.80 an hour. Like any sane person, I had a fear of heights and said that I’d like to get a groundman’s job, which I was told entailed lugging equipment to the linemen, who climbed telegraph poles all day. Aunt Irene told me to report to the Symington Yard, in Winnipeg. With only a dim idea of what I was getting myself into, I boarded a train heading 1,300 miles west, to the capital of Manitoba. I stayed with my aunt the first night and reported to the railroad’s headquarters at 7 o’clock the next morning with a duffel bag of my belongings: a few pairs of shorts, jeans, a jacket, a couple of shirts, a pair of Kodiak work boots, and some Richard Brautigan and Jack Kerouac books, acceptable reading matter for a pseudo-sophisticate of the time. The Symington Yard was one of the largest rail yards in the world. On some days, it held 7,000 boxcars. Half that many moved in and out on a single day. Like many other young men my age, I was slim, unmuscled, and soft. In the hall where they interviewed and inspected the candidates for line work, I blanched as I looked over a large poster that showed the outline of a male body and the prices the railroad paid if you lost a part of it. As I recall, legs brought you $750 apiece. Arms were $500. A foot brought a mere $250. In Canadian dollars. There were about 10 of us, and we were led to a room where a severe-looking nurse peered down our throats, checked our hearts, and then asked for urine samples. I filled the beaker to the very top by accident, and when the nurse attempted to pick it up off the table, she couldn’t help but spill a bit down her hand. Two of the tougher-looking recruits behind me thought this was funny, and one patted me on the back. By the afternoon, I was on a train to a small town out on the endless Saskatchewan prairie—my head leaning against the window, my stomach aching from hunger—trying to think of a way that I could get out of this in a few weeks and go home. This was my parents’ idea of what I should be doing. Certainly not mine. A man with the big, meaty hands of someone who used them in taxing labor was sitting beside me. He had brought his own food, and out of a small pouch he pulled a roll that had been wrapped in waxed paper. His sandwich was like nothing I had ever seen before. To me, a sandwich was something made of white Wonder Bread, with baloney or peanut butter and jam inside. But this was a round, soft roll, and the meat was thick and breaded. The man noticed me looking at the sandwich and quietly brought another one out of his pouch. He indicated that I should take it. I made a gesture to say, No, no, I couldn’t. But he just smiled and put it in my hand. I wasn’t sure if he spoke English. I unwrapped the waxed paper and bit in. It was breaded chicken with a glorious sauce. To this day, I don’t think anything I have ever eaten was as welcome or delicious. I thanked him profusely over and over, and he just kept nodding and smiling. We pulled up to a siding, where the conductor said I had to get off. I did as I was told and stood by the tracks as the train pulled away. When it was gone, I looked around. The land was as flat as a billiard table and stretched for miles in every direction. On the siding was a collection of boxcars. A man waved to me in a menacing manner, indicating that I should get over to him, chop-chop-ish. I looked behind me and then turned back to him and gave a Who me? gesture. He nodded, and I hurried over and introduced myself. He said nothing. He was in his mid-40s and built like a refrigerator. His blond hair was short on the scalp. Enormous veins ran down his forehead and around his nose. He had terrifying bright-blue eyes and hands the size of a catcher’s mitt. His incisors were pointed, and one of his upper teeth was enameled in gold. He looked through me, pointed to a boxcar with windows on the side, and left. I walked over to the boxcar, climbed the steps, and opened the door. It was a Saturday, not only a day off but also the day of new arrivals. Men of various ages and sizes were stretched out on the wooden bunks or settling in. There were eight beds on one side of the door and eight on the other. Nobody said a word, but a fellow who was lying down pointed a nicotine-stained finger in the direction of a bottom bunk at the back of the car. I thanked him and sat on the bed and looked around. I was the youngest in the group. Everyone was smoking. Everyone had a mustache. And everyone looked a lot scrappier than the people I was used to. The bed was as hard as the floor. There was a single pillow and a worn gray blanket that lay folded at the foot. As I was to learn in the coming days, all but one of the men had some sort of record—breaking and entering being at the bottom rung of achievement and grand theft auto being at the top. Petty thievery and criminal mischief were almost entry-level accolades. Working on the railroad may have been a hardening regimen for doughy middle-class boys; for others, it was a sort of French Foreign Legion way station between prison gates and semicivilized society. We ate in what was known as the reefer car, a refrigerated boxcar. It was broken up into three parts. One part was the cold box, where ice and frozen meat and other provisions were stored; one part housed the kitchen; and the last part held a long communal dining table. On my first day, I sat down at the end of the table and was joined by a tall, fair-skinned fellow with curly red hair and a decent mustache. His name was Craig Walls. He wanted to be a writer and was taking a year off to earn money for his tuition at the University of Winnipeg. Canadian kids in those days tended to pay their own way through school. Annual college costs were in the $1,200 range, and therefore within striking distance if you worked in construction or on the railroad during the summer. There was a certain pride in the deepness of the blue in the blue-collar job you took. Construction was good. The railroad was better. Working in the oil fields of northern Alberta was the deepest blue of all. Two others at my and Walls’s end of the bunk car became part of our circle, if you could call it that. One was a short, funny, wiry kid named Ernie, who had grand theft auto on his résumé. The other was Errol, a darkly handsome lady-killer. He had syphilis and said that it required him to have a small whisk device inserted into his penis at regular intervals to remove the thin scabs that formed there. I don’t know if he was kidding or not, but when he told us this, Walls and Ernie and I could barely speak. But it did make Errol seem awfully cosmopolitan. The next morning, the newbies were called out by the fellow who had waved to me from the siding. He never announced the fact, but he was the foreman, and his name was Herb Harzbeck. He was German, and there was some talk among the vets on the crew that he had been in the war—on which side was up for debate. The vets called him “Squarehead” behind his back. On the ground were piles of equipment for the newcomers. We were told to grab a set each. There was a big leather belt about four inches wide with slots for tools. There were also spikes attached to braces, with leather straps to hold them to your legs. These were called pole gaffs. The braces went from the instep to just below the knee. They strapped around the top of the calf and at the ankle, and there was another leather strap that went under the boot. After a few false starts, we managed to get the pole gaffs on and hobbled around a bit, the way skiers do with a new pair of boots. There was a pile of leather gloves with long gauntlets that came up almost to the elbow. We sifted through the lot, trying to find pairs that matched and fit. When we were suited up, Herb brought us over to one of the telegraph poles to show us how to climb: hands on either side of the pole; lean back, but not too far. And then drive the first spike into the wood. When that was set, drive the next spike in a little higher. Then the next one, and so forth. He was essentially walking up the pole, and he made it look easy. It was not easy. I’d seen telephone repairmen back home climbing poles that had metal footholds all the way up, almost like ladders. But they wore safety belts that allowed them to lean back and fix whatever needed fixing. Here there were no foot grips. I asked Herb where the safety belts were, and he gave me a dismissive look. There were no safety belts. We took turns trying to climb the pole. There were a number of false starts and tumbles. I could get up maybe three steps before my arms gave out or one of my spikes didn’t dig in deep enough and I fell to the ground. This was all a terrible mistake, I kept thinking. At the end of the demonstration and my own feeble attempts, I worked my way over to Herb and said that there had been some sort of error—that I had signed on to be a groundman. “No groundmen,” he barked. “Just linemen.” Over the next couple of days, my general fear of heights and my more specific fear of falling off a telegraph pole began to subside. I managed to climb a 20-foot pole. And then a 30-foot pole. I began to get cocky, and in an attempt to scramble up one of the taller poles, I slipped near the top and shot straight down. In my shock and embarrassment, I didn’t notice it at first, but I had torn the front of my shirt and ripped big patches of skin off my chest. One of the patches held the few chest hairs I had grown by this point in my life. Herb took me to the reefer car. He cleaned off the blood and put a block of ice on my chest, which eased the pain. Then he wrapped my chest in a bandage. The skin began to heal in a couple of weeks, and within months was back to normal. And lo, where there had been a few sprigs, something approaching actual chest hair began to appear. [Graydon Carter: Christopher Hitchens was fearless] That summer, I had been trying to grow my hair long. I wanted to be a hippie—or at least look like one. But one day, Herb motioned to me and Walls and made us sit down in front of him. He pulled an electric shaver out of his vest and shaved us to the scalp. Aside from the lack of a criminal record, which in this group was like working in a hospital without a medical degree, I wanted to stand out. There is nothing more parochial or bland than being a soft, white Anglican kid from Ottawa. I feigned being something of a Jewish intellectual. In this crowd, the mere fact that I had brought books singled me out as a great thinker. A few of the tougher hands took to calling me “Professor.” Those telegraph poles you see alongside train tracks served two purposes back then. One was for sending telegrams. The other was to enable dispatchers to know where the trains were at any given moment. The telegraph wires would eventually wear out, and our job as linemen was to haul fresh wire up the pole on our shoulders, remove the old wire, let it drop to the ground, and then connect the new wire to the glass insulators on the horizontal wooden spars. Once we had mastered the fine art of climbing, we were ready to be put to use. We were awake at 5 a.m., and after breakfast we suited up and stood around anxiously. Even in late spring, it was cold on a Canadian-prairie morning, a few degrees above freezing. We would wear two or three layers on top to stay warm. A group of us would climb onto a motor car—not one of those contraptions from silent movies, with hand-operated seesaw locomotion, but a motorized cart with benches big enough for five or six men on either side. We would be dropped off half a mile apart, on the assumption that we could each cover half a mile of track before lunch. Illustration by John Gall. Sources: Frank Lennon / Toronto Star / Getty; Paul McKinnon / Alamy; New York Public Library. On that first morning, I jumped off the motor car. There was already a climber half a mile behind me. And in minutes, one would be deposited half a mile in front of me. Other than that, it was just me and nothing but flat prairie. The new telegraph line had been laid out alongside the track. The poles up ahead looked to be no taller than 20 feet. It took me two or three attempts to reach the top of the first one. Like all the others, it was covered in creosote, a black, sticky, coal-tar coating that preserved the wood but stuck to gloves, jeans, and skin. I survived the first pole. I survived the second pole. In four hours, I made it to the spot, half a mile beyond, where the climber after me had been dropped off earlier in the day. The temperature had risen 30 degrees between sunrise and noon, and I had gradually started to remove layers of clothing. The motor car appeared in the distance and came my way. It stopped to pick up other climbers, and then every few hundred yards or so, we’d stop and grab the clothes we had all discarded as the temperature rose. This was in the days before bottled water, and by the time we were picked up, we were parched. There was a big cooler on the motor car, and a ladle. I opened the top and saw that it indeed contained water, but not just water. The surface was awash with dead flies and bits of grass. I dipped the ladle into the cooler and gingerly managed to get it out without picking up any extras. The water was warm and fetid. But it was wet, and I learned to appreciate it. We returned to the railcars for lunch, then went back out for another four hours. One morning, Herb threw a bunch of canvas hats on the ground. “Take them,” he said. We each grabbed one. The hats came with a fine mesh that fell from the brim onto our shoulders. They were mosquito hats. We were heading into a patch where the black flies were horrendous. Black flies are not like houseflies. Canadian black flies are the size of a thumb tip, and they bite. For three days, we lived in those hats. We never took them off. We lifted the netting when we were eating to make way for food. We slept with them on too. At night, the sound of black flies smacking against the mesh screens was unnerving. Evenings were spent smoking, drinking, playing cards, and reading. Then the whole ordeal started again the next morning. Weekends were different. At sundown on Friday, we were given passes on the Canadian National trains and could travel as far as we wanted, as long as we were back at work and ready to climb at 5 o’clock sharp on Monday. On one of our first weekends off, Walls and I decided we’d try to make it to Winnipeg, about 600 miles to the east. I resolved to take a shower before leaving. The routine for this was highly labor-intensive. It involved going to the reefer car and chipping off a chunk of ice about half the size of a cinder block. You put the ice in a pail and then onto a stove to melt it. Then you took the pail and poured the water into a contraption that looked like a watering can and hooked it to the ceiling over the shower area. You pulled the nozzle down a bit, wetted yourself, soaped, and prayed there’d be enough water left to rinse off. There were no sleepers available on that trip to Winnipeg, so they put us in the mail car, near the end of the train. We slept on sacks with the Royal Mail Canada logo on them. Old locomotives in those days had bunks right in the engine, and on a subsequent trip, Walls and I were allowed to sleep there. Meals were taken in the dining car. We were a pretty scruffy lot, so they usually sat us in the back, near the kitchen, where big, muscular men cooked up meals on long grills heated by gas jets. [In Focus: Jack Delano’s color photos of Chicago’s rail yards in the 1940s] By most Fridays, though, we were too worn out to travel. Saturdays were for writing home, reading, and the occasional water fight. The siding was equipped with dozens of fire extinguishers. They were big red canisters that you filled with water and then strapped to your back. There was a pump that you compressed with one hand, and a hose for the other hand. We’d load them up and divide into teams. Often it would escalate. During one fight, we climbed to the roofs of the boxcars and scampered across the tops the way gunfighters did in old Westerns. During one such water battle, we noticed an enormous machine off in the distance. As it approached along the track, we realized that it was a vehicle maybe two stories high and two or three times as long as a boxcar. It crept ahead slowly, deliberately, replacing old track with new track. Half of its large crew loosened the rails in front of the machine. And the other half tightened the new rails down in its wake. As the machine got closer, it became apparent that this was a much rougher-looking crew than ours. We put away our water cannons and just watched as the machine made its way slowly by us. The water cannons were always filled for emergency use. Often this involved putting out brush fires that started in the midday sun when what were called “hot boxes” went by. These were overheated axle bearings that could accidentally ignite the brush. We’d be sent out on motor cars to extinguish the flames. On my first fire call, the wind picked up, and the flames licked skyward and singed my eyebrows down to almost nothing. They grew back, but never as thickly as they had been before the fire. We were advised to stand well clear of the ditches that border the rails when the Super Continental, the railroad’s gleaming passenger train, whisked by every day. One rookie hadn’t heard this bit of useful information, and on his first day, as the train sped through, he got too close. He was soaked and a bit more: Someone had flushed a toilet. Back then, there were no holding tanks on trains; when you flushed, the waste just emptied onto the tracks. The Super Continental came by at the same time every day. Often we’d make a pact to pull our pants down and moon the passengers. Our cook got sick at one point and was sent home to Saskatoon. Herb announced that we’d each take turns cooking a meal. We had complained about the food when the cook was there. But with him gone, it deteriorated rapidly. I had never cooked a thing in my life. When my time came, I went to the reefer car to scout the provisions. There was a large leg of something, so I brought it to the kitchen. A coating of green covered parts of it, and I cut those sections off with a knife. And then I put the meat in the oven. I had no idea what temperature to set the oven at or how long to leave the meat there. I didn’t want to burn it, so I set the oven at medium heat and left it for three hours. I told Walls about this, and he told me I was out of my mind. We raced to the kitchen and opened the oven door. The meat had barely cooked at all. And given that it was about a foot thick, he told me that we would need another four or five hours at high heat. Dinner was late that night, and as we picked through the stringy, undercooked meat, I kept my head low to avoid the looks coming my way from my fellow diners. Our pal Errol had a habit of heading into town to pick up local girls. One night he returned a bit drunk and fell into his bunk. The lights were out and he drifted off to sleep. Sometime in the middle of the night, the door to the bunk car was kicked open, and all of us inside were jolted awake. Three men stormed in with flashlights, going from bunk to bunk. When the light shone into my eyes, I covered them with my hand. The men continued to move down the car until they got to Errol’s bunk. Two of them grabbed him and hauled him outside. We couldn’t see much in the dark, but clearly they were working Errol over pretty badly. Then they left, screaming obscenities, and made their way, flashlights in hand, across the open field. Walls and I ran outside to see if Errol was okay. He was. But just. He had a broken rib and a black eye and was bleeding from the head. We woke Herb and he came and bandaged him up. In the morning, we heard the backstory. It seemed that Errol had tried to pick up one of the men’s girlfriend, and she was up for his affections. He left the crew a few days later, and we never heard from him again. I had signed on for six months, and as my tour of duty was coming to an end, I was still unsure about what I was going to do with my life. I’d had jobs before, but none like this. My parents weren’t alone in making sure their kids were busy during the summer, working at something, anything. An “allowance” was a thing we read about in American books and magazines. As a result, I was always digging around for pocket money. During winters, I had worked as a ski instructor at a local club and sorted mail at the post office over Christmas break. In the summers, I worked as a camp counselor and canoe instructor. I worked as an unarmed bank guard one hot summer, and I pumped gas. Nothing I had done before, or pretty much anything I did after, could match the sense of accomplishment and sheer exhilaration of that half year on the railroad. I liked being around the crew, most of whom had endured hardscrabble childhoods and had just naturally gotten into a bit of trouble in their teens and 20s. When my stint was done, I packed my gear into my duffel bag and said my goodbyes to the other fellows. Walls and I kept in touch for a while, but in the days before the internet, this wasn’t easy. One day, a letter I had sent him came back with a stamp saying he had moved. A decade or so ago, I heard from a friend of his that Walls had died, which saddened me terribly. Out on the line on one of my last days, just before dusk, I was preparing to get picked up for the trip back to the bunk car when I saw the Super Continental in the distance. I clambered up to a field beside the tracks to watch it go by. It was traveling slowly, and in the pink late-afternoon light, I could see into the dining car. There was a young couple seated inside. They were nicely dressed and looked to be having a good time in the amber glow of the table lamp by the window. Lonely, tired, and dirty, I felt a million miles away from the attractive couple. It was then that I resolved that, whatever I did, I was done with showering at the end of the week rather than the beginning of the day. It was time to get on with the life I envisioned for myself. I wasn’t completely sure what that was going to be. But I knew one thing: I wanted to be on the other side of that window. This article was adapted from Graydon Carter’s new memoir, When the Going Was Good. It appears in the April 2025 print edition with the headline “On Track.” *Lead image sources: Underwood Archives / Alamy; New York Public Library; Touring Club Italiano / Marka / Universal Images Group / Getty