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The Reagan years

I Heard You Paint Houses

In Sheeran’s account, the Reagan years are defined by federal imprisonment rather than presidential politics. He spent that period at the United States Penitentiary, Sandstone, Minnesota, serving time after a long sequence of convictions and sentences. His description turns the broad era into a starkly physical one: a prison near the Canadian border, winter winds with a reported wind chill of seventy below zero, and a man whose arthritis made even a required trip across the grounds an ordeal.

Federal imprisonment at Sandstone

Sheeran says he served his federal time first and spent the Reagan years as the president’s guest. At sixty-two, he had received eighteen years on top of an earlier fourteen, a total of thirty-two years; with serious arthritis, he believed he might die in prison. The sentence’s scale and his age frame Sandstone not as a temporary interruption but as the prospect of the remainder of his life.

The setting sharpened that prospect. Sandstone was close to the Canadian border, where winter wind could drive the wind chill to seventy below zero. Sheeran linked his physical decline to the conditions of his body and his earlier military experience: he recalled frozen, rain-filled foxholes at Monte Cassino and a fellow soldier’s claim that Sheeran had stolen his blanket. In prison, arthritis increasingly bent him over, affected his lower back, and pressed on his spinal cord. He said he entered at six feet four and left at six feet.

The Federal Bureau of Investigation interviews

During his incarceration, Federal Bureau of Investigation agents periodically summoned Sheeran in the middle of the night. They met him in a separate building, far from the inmate population. Reaching it meant walking a quarter of a mile outside, holding a yellow rope so the wind would not blow him down. Because of his arthritis, he moved slowly; the exposed walk made the cold a direct part of the interview process.

Sheeran was not required to speak to the agents, but he was required to go to them. They offered to move him closer to his daughters if he cooperated, presenting the transfer as a way to make family visits easier. He wore a ring set with the birthstones of his four daughters, a personal reminder of the people invoked in that offer. He says he turned back down the yellow line to his cell rather than cooperate. The following day, he called his lawyer to make a record that the Federal Bureau of Investigation had visited him, ensuring that the contact would not remain undocumented.

Prison as a changing relationship to power

Sheeran’s account of Sandstone sits against his earlier recollections of Jimmy Hoffa’s imprisonment at Lewisburg. Hoffa’s rules there sharply limited visits and correspondence, while Sheeran was able to meet him through a system of purported job interviews for inmates who needed employment prospects for parole. Sheeran recalled using a shirt-pull as a signal to leave the dining-room table and conduct business with Hoffa elsewhere; he also described meals and visits that could be social rather than strictly about work.

That earlier arrangement depended on access, influence, and informal exchanges. At Sandstone, Sheeran was himself the prisoner being summoned, and his physical movement through the cold was compulsory even when speech was not. The contrast gives the Reagan-years recollection its particular weight: a former intermediary who once helped others navigate prison and outside business now faced institutional control through his own body, routine, and separation from family.

Retrospective meaning

The period is narrated through concrete repetitions rather than a survey of presidential policy: nighttime calls, the quarter-mile walk, the yellow rope, and the next-day report to a lawyer. The Federal Bureau of Investigation’s offer of proximity to his daughters made family access part of the pressure to cooperate, while Sheeran’s return to his block marked his refusal. His account therefore presents imprisonment as both a sentence and an ongoing contest over what information he would provide.

The era also registers as bodily attrition. The wind, the slow walk, the worsening spinal condition, and the loss of four inches in height are not incidental details in Sheeran’s recollection; together they measure the cost of a long confinement. The Reagan years become, in this telling, a period of survival under sentence, with the prospect of release or cooperation repeatedly displaced by the immediate demands of cold, pain, and distance from family.