When Friedrich died of the Spanish flu, twelve-year-old Fred became the man of the house. Despite the size of her husband’s estate, Elizabeth found it difficult to make ends meet. The flu epidemic, which killed upward of 50 million people worldwide, had a destabilizing effect on what otherwise might have been a booming wartime economy. While still in high school, Fred took a series of odd jobs in order to help his mother financially and began to study the building trade. Becoming a builder had been his dream for as long as he could remember. He took every opportunity to learn the business, all aspects of which intrigued him, and during his sophomore year, with his mother’s backing, he began building and selling garages in his neighborhood. He realized he was good at it, and from then on he had no other interests—none. Two years after Fred’s high school graduation, Elizabeth created E. Trump and Son. She recognized her son’s aptitude, and the business, which enabled her to handle financial transactions for her underage middle child—in the early twentieth century, people didn’t attain legal majority until the age of twenty-one—was her way of supporting him. Both the business and the family thrived.

When Fred was twenty-five years old, he attended a dance where he met Mary Anne MacLeod, recently arrived from Scotland. According to family legend, when he returned home, he told his mother that he had met the girl he was going to marry.

Mary had been born the youngest of ten in 1912 in Tong, a village on the Isle of Lewis in the Outer Hebrides, located forty miles off the northwest coast of Scotland; her childhood had been bracketed by two global tragedies, the latter of which also deeply affected her future husband: World War I and the Spanish flu epidemic. Lewis had lost a disproportionate percentage of its male population during the war, and in a cruel twist of fate, two months after the armistice was signed in November 1918, a ship carrying soldiers home to the island from the mainland crashed into rocks just a few yards offshore in the early hours of January 1, 1919. More than 200 soldiers of the approximately 280 on board died in the brutally cold waters less than a mile from the safety of Stornoway Harbor. Much of the island’s young adult male population was lost. Any young woman hoping to find a husband would have better luck elsewhere.

Mary, one of six daughters, was encouraged to journey to America, where the opportunities were greater and the men more plentiful.

In early May 1930, in a classic example of “chain migration,” Mary boarded the RMS Transylvania in order to join two of her sisters who had already settled in the United States. Despite her status as a domestic servant, as a white Anglo-Saxon, Mary would have been allowed into the country even under her son’s draconian new immigration rules introduced nearly ninety years later. She turned eighteen the day before her arrival in New York and met Fred not long after.

Fred and Mary were married on a Saturday in January 1936. After a reception at the Carlyle Hotel in Manhattan, they honeymooned in Atlantic City for one night. On Monday morning, Fred was back at his Brooklyn office.

The couple moved into their first house on Wareham Road, just down the street from the house on Devonshire Road that Fred had shared with his mother. In those early years, Mary was still in awe of her head-spinning change in fortune, both financial and social. Instead of being the live-in help, she had live-in help; instead of competing for limited resources, she was the woman of the house. With free time to volunteer and money with which to shop, she never looked back, which perhaps explains why she was quick to judge others who came from similar circumstances. She and Fred put together an entirely conventional life with strictly drawn roles for husband and wife. He ran his business, which kept him in Brooklyn ten, sometimes twelve hours a day, six days a week. She ran the house, but he ruled it—and, at least in the beginning, so did his mother. Elizabeth was an intimidating mother-in-law who, during the first few years of her son’s marriage, made sure that Mary understood who was really in charge: she wore white gloves when she visited, putting Mary on notice regarding the expectations she had for her daughter-in-law’s housekeeping, which must have felt like a not-so-subtle mockery of her recent employment.

Despite Elizabeth’s hazing, those early years were a time of great energy and possibility for Fred and Mary. Fred whistled his way down the stairs on his way to work, and when he returned home in the evening, he whistled his way up to his room, where he changed into a clean shirt before dinner.

Mary and Fred hadn’t discussed baby names, so when their first child, a daughter, was born, they named her Maryanne, combining Mary’s first and middle names. The couple’s first son was born a year and a half later, on October 14, 1938, and named after his father—with one small change: Fred, Sr.’s, middle name was Christ, his mother’s maiden name; his boy would be named Frederick Crist. Everybody except his father would call him Freddy.

It seems as though Fred mapped out his son’s future before he was even born. Although he would feel the burdens of the expectations placed upon him when he grew older, Freddy benefited early on from his status in a way Maryanne and the other children would not. After all, he had a special place in his father’s plans: he would be the means through which the Trump empire expanded and thrived in perpetuity.

Three and a half years passed before Mary gave birth to another child. Shortly before the arrival of Elizabeth, Fred left for an extended period to work in Virginia Beach. A housing shortage, the result of service members’ returning from World War II, created an opportunity for him to build apartments for navy personnel and their families. Fred had had time to sharpen his skills and gain the reputation that got him the work because while other eligible men had enlisted, he had chosen not to serve, following in his father’s footsteps.

Through his growing experience with building many houses simultaneously and his inherent skill at using local media to his own ends, Fred was introduced to well-connected politicians and learned through them how to call in favors at the right time, and, most important, chase government money. The lure in Virginia Beach, where Fred learned the advantage of building his real estate empire with government handouts, was the generous funding made available by the Federal Housing Administration (FHA). Founded in 1934 by President Franklin D. Roosevelt, the FHA seems to have strayed far from its original mandate by the time Fred began taking advantage of its largesse. Its chief purpose had been to ensure that enough affordable housing was being built for the country’s constantly growing population. After World War II, the FHA seemed equally concerned with enriching developers such as Fred Trump.

The project in Virginia was also a chance to hone the expertise he’d begun to acquire in Brooklyn: building larger-scale projects as quickly, efficiently, and cheaply as possible while still managing to make them attractive to renters. When the commute back and forth to Queens became too inconvenient, Fred moved the entire family to Virginia Beach when Elizabeth was still an infant.

From Mary’s perspective, other than finding herself in an unfamiliar environment, things were much the same in Virginia as they had been in Jamaica Estates. Fred worked long hours, leaving her alone with three children under the age of six. Their social life revolved around people he worked with or people whose services he needed. In 1944, when the FHA funding that had been financing Fred’s projects dried up, the family returned to New York.

Once back in Jamaica Estates, Mary suffered a miscarriage, a serious medical event from which it took her months to recover fully. Doctors warned her against further pregnancies, but Mary found herself expecting again a year later. The miscarriage created large age gaps between the older and younger children, with Elizabeth floating in the middle, almost four years younger or older than her two closest siblings. Maryanne and Freddy were so much older than the youngest children that it was almost as if they belonged to two different generations.

Donald, the couple’s fourth child and second son, was born in 1946, just as Fred began plans for the new family house. He purchased a half-acre lot directly behind the Wareham Road house situated on a hill overlooking Midland Parkway, a wide tree-lined thoroughfare that runs through the entire neighborhood. When the kids found out about the impending move, they joked that they didn’t need to hire a moving truck; they could just roll their belongings down the hill.

At more than four thousand square feet, the House was the most impressive residence on the block but still smaller and less grand than many of the mansions that dominated the hills in the northern part of the neighborhood. Set at the top of a rise, the House cast shadows in the afternoon over the wide flagstone steps that led from the sidewalk to the front door, an entrance we used only on special occasions. The lawn jockeys, racist reminders of the Jim Crow era, were first painted pink and then replaced with flowers. The faux coat of arms on the pediment over the front door remained.

Although Queens would eventually be one of the most diverse places on the planet, in the 1940s, when my grandfather bought the land and built the imposing redbrick Georgian colonial with the twenty-foot columns, the borough was 95 percent white. The upper-middle-class neighborhood of Jamaica Estates was even whiter. When the first Italian American family moved to the neighborhood in the 1950s, Fred was scandalized.

In 1947, Fred embarked on the most important large-scale project of his career up until that point: Shore Haven, a proposed complex in Bensonhurst, Brooklyn, comprising thirty-two six-story buildings and a shopping center spread over more than thirty acres. The draw this time was the $9 million in FHA funds that would be paid to Fred directly, just as Donald would later capitalize on tax breaks lavished on him by both the city and the state. Fred had previously described the type of people renting the 2,201 apartments as “unwholesome,” the implication being that upstanding people lived only in the single-family dwellings that had been his early specialty. But $9 million can be very persuasive. Around that time, when it became clear that Fred’s fortune would only continue to grow, he and his mother set up trust funds for his children that would shield the money from taxation.

Though an iron-fisted autocrat at home and in his office, Fred had become expert at gaining access to and kowtowing to more powerful and better-connected men. I don’t know how he acquired the skill, but he would later pass it on to Donald. Over time, he developed ties to leaders of the Brooklyn Democratic Party, the New York State political machine, and the federal government, many of whom were major players in the real estate industry. If getting funding meant sucking up to the local politicos who held the FHA purse strings, so be it. He joined an exclusive beach club on the south shore of Long Island and later North Hills Country Club, both of which he considered excellent places to entertain, impress, and rub elbows with the men best positioned to funnel government funds his way, much as Donald would do at Le Club in New York in the 1970s and at golf clubs everywhere.

As Donald was later alleged to do with Trump Tower and his casinos in Atlantic City, Fred was said to have worked discreetly with the Mob in order to keep the peace. When he got the green light for another development—Beach Haven, a forty-acre, twenty-three-building complex in Coney Island that would net him $16 million in FHA funding—it was clear that his strategy of building on the taxpayer’s dime was a winner.

Though Fred’s business was built on the back of government financing, he loathed paying taxes and would do anything to avoid doing so. At the height of his empire’s expansions, he never spent a dime he didn’t have to, and he never acquired debt, an imperative that did not extend to his sons. Bound by the scarcity mentality that had been shaped by World War I and the Depression, Fred owned his properties free and clear. The profits his company generated from rents were enormous. In relation to his net worth, Fred, whose children said he was “tighter than a duck’s ass,” lived a relatively modest life. Despite the piano lessons and private summer camps—of a piece with his notion of what was expected for a man of his station in life—his two oldest children grew up feeling “white poor.” Maryanne and Freddy walked the fifteen minutes to Public School 131, and when they wanted to go into the city, as everyone in the outer boroughs of New York refers to Manhattan, they took the subway from 169th Street. Of course, they weren’t poor—and aside from some early struggles after his father’s death, Fred never had been, either.

Fred’s wealth afforded him the opportunity to live anywhere, but he would spend most of his adult life less than twenty minutes from where he had grown up. With the exception of a few weekends in Cuba with Mary in the early days of their marriage, he never left the country. After he completed the project in Virginia, he rarely even left New York City.

His business empire, though large and lucrative, was equally provincial. The number of buildings he came to own exceeded four dozen, but the buildings themselves had relatively few floors and were uniformly utilitarian. His holdings remained almost exclusively in Brooklyn and Queens. The glitz, glamour, and diversity of Manhattan might as well have been on another continent as far as he was concerned, and in those early years, it seemed just as far out of reach.

By the time the family moved into the House, everybody in the neighborhood knew who Fred Trump was, and Mary embraced her role as the wife of a rich, influential businessman. She became heavily involved in charity work, including at the Women’s Auxiliary at Jamaica Hospital and the Jamaica Day Nursery, chairing luncheons and attending black-tie fund-raisers.

No matter how great the couple’s success, there remained for both Fred and Mary a tension between their aspirations and their instincts. In Mary’s case it was likely the result of a childhood marked by scarcity if not outright deprivation and in Fred’s a caution deriving from the massive loss of life, including his father’s, during the Spanish flu and World War I, as well as the economic uncertainty his family had experienced after his father’s death. Despite the millions of dollars pouring in from Trump Management every year, Fred still couldn’t resist picking up unused nails or reverse engineering a cheaper pesticide. Despite the ease with which Mary took to her new status and the perks that went along with it, including a live-in housekeeper, she spent most of her time in the House, sewing, cooking, and doing laundry. It was as if neither of them could quite figure out how to reconcile what they could possibly have and what they would actually allow themselves.

Although frugal, Fred was neither modest nor humble. Early in his career, he had lied about his age in order to appear more precocious. He had had a propensity for showmanship, and he often trafficked in hyperbole—everything was “great,” “fantastic,” and “perfect.” He inundated local newspapers with press releases about his newly completed homes and gave numerous interviews extolling the virtues of his properties. He plastered south Brooklyn with ads and hired a barge covered with ads to float just off the shoreline. But he wasn’t nearly as good at it as Donald would come to be. He could handle interacting one on one and currying favor with his politically connected betters, but speaking in front of large groups or navigating television interviews was beyond him. He took a Dale Carnegie public speaking course, but he was so bad at it that even his usually obedient children teased him about it. Just as some people have a face for radio, Fred had a level of social confidence made for back rooms and print media. That fact would figure significantly in his later support of his second son at the expense of his first.

When Fred heard about Norman Vincent Peale in the 1950s, Peale’s shallow message of self-sufficiency appealed to him enormously. The pastor of Marble Collegiate Church in midtown Manhattan, Peale was very fond of successful businessmen. “Being a merchant isn’t getting money,” he wrote. “Being a merchant is serving the people.” Peale was a charlatan, but he was a charlatan who headed up a rich and powerful church, and he had a message to sell. Fred wasn’t a reader, but it was impossible not to know about Peale’s wildly popular bestseller, The Power of Positive Thinking. The title alone was enough for Fred, and he decided to join Marble Collegiate although he and his family rarely attended.

Fred already had a positive attitude and unbounded faith in himself. Although he could be serious and formal, or dismissive to people such as his children’s friends, who were of no interest to him, he smiled easily, even when he was telling somebody he or she was nasty, and was usually in a good mood. He had reason to be; he was in control of everything in his world. With the exception of his father’s death, the course of his life had been fairly smooth and full of supportive family and colleagues. Since his early days building garages, his success had been on an almost constantly upward trajectory. He worked hard, but unlike most people who work hard, he was rewarded with government grants, the almost limitless help of highly connected cronies, and immensely good fortune. Fred didn’t need to read The Power of Positive Thinking in order to co-opt, for his own purposes, the most superficial and self-serving aspects of Peale’s message.

Anticipating the prosperity gospel, Peale’s doctrine proclaimed that you need only self-confidence in order to prosper in the way God wants you to. “Obstacles are simply not permitted to destroy your happiness and well-being. You need be defeated only if you are willing to be,” Peale wrote. That view neatly confirmed what Fred already thought: he was rich because he deserved to be. “Believe in yourself! Have faith in your abilities!… A sense of inferiority and inadequacy interferes with the attainment of your hopes, but self-confidence leads to self-realization and successful achievement.” Self-doubt wasn’t part of Fred’s makeup, and he never considered the possibility of his own defeat. As Peale also wrote, “It is appalling to realize the number of pathetic people who are hampered and made miserable by the malady popularly called the inferiority complex.”

Peale’s proto–prosperity gospel actually complemented the scarcity mentality Fred continued to cling to. For him, it was not “the more you have, the more you can give.” It was “the more you have, the more you have.” Financial worth was the same as self-worth, monetary value was human value. The more Fred Trump had, the better he was. If he gave something to someone else, that person would be worth more and he less. He would pass that attitude on to Donald in spades.