Dukakis – Bentsen

Dukakis political button
Dukakis political button

The Wild Ride of 1988

The 1988 Democratic presidential primary was one of the most chaotic and unpredictable in modern American political history. It was a wide-open contest that reflected a party in transition, struggling to find its identity in the post-Reagan era. No other Democratic primary race before or since has featured as many different primary winners as the 1988 race. What began with a clear front-runner ended in a political free-for-all that captured the volatility and drama of American electoral politics.

The presumptive favorite at the outset was Senator Gary Hart of Colorado. Hart had been the runner-up in the 1984 Democratic primaries, finishing second to former Vice President Walter Mondale. With his youthful energy, moderate appeal, and forward-looking message, Hart seemed to represent the next generation of Democratic leadership. By the time 1988 rolled around, he was widely expected to secure the nomination with relative ease.

The Hart Scandal

But Hart’s campaign was derailed before it even had a chance to build momentum. In the fall of 1987, news broke that Hart had been involved in an extramarital affair with a woman named Donna Rice. The scandal, made all the worse by Hart’s earlier dare to the press to “follow me around,” dominated headlines. A photo of Rice sitting on Hart’s lap aboard a yacht named “Monkey Business” became emblematic of the controversy. Initially denying the affair, Hart eventually bowed to the mounting pressure and suspended his campaign. Though he briefly re-entered the race in early 1988, the damage was irreparable. His fall from grace opened the door to a crowded and unpredictable field.

The Race Without a Clear Leader

With Hart out of the way, the Democratic nomination became a wide-open race. Five different candidates would go on to win individual primaries and caucuses, highlighting the party’s fractured nature. The major contenders included civil rights leader Jesse Jackson, who energized voters with a historic and passionate campaign; Senator Al Gore of Tennessee, a youthful centrist voice from the South; Representative Dick Gephardt of Missouri, who emphasized labor and economic issues; and Senator Paul Simon of Illinois, known for his bow tie and earnest demeanor (not to be confused with the famous singer-songwriter of the same name).

Dukakis Emerges from the Pack

Michael Dukakis political pin
Michael Dukakis. Wikimedia Public Domain

Ultimately, it was Massachusetts Governor Michael Dukakis who emerged as the nominee. Dukakis ran as a technocratic, no-nonsense manager, touting his record of economic success and governmental efficiency in Massachusetts. To bring regional and ideological stability to the ticket, Dukakis selected Texas Senator Lloyd Bentsen as his running mate. Bentsen, a seasoned lawmaker with deep Southern roots and conservative credibility, was seen as a strategic pick to appeal to moderate and swing voters in the South.

Following the Democratic National Convention, the Dukakis-Bentsen ticket surged in the polls. For a brief moment, they held a comfortable lead over the Republican ticket of Vice President George H. W. Bush and Indiana Senator Dan Quayle. But the momentum didn’t last.

From Momentum to Missteps

A series of campaign missteps and public perception issues quickly eroded Dukakis’s advantage. One of the most infamous moments came when Dukakis participated in a photo opportunity riding in a military tank—a move meant to counter criticisms that he was weak on defense. Instead, the image backfired. The oversized helmet and his awkward appearance became a punchline and political liability, reinforcing the narrative that Dukakis was ill-suited to lead on national security.

Another blow came during a televised presidential debate, when Dukakis was asked whether he would support the death penalty if his wife were raped and murdered. His answer, a calm and rational “no,” delivered without a hint of emotion, stunned viewers. It may have been intellectually consistent with his principles, but to many voters, it came off as robotic and unfeeling—an image that plagued the rest of his campaign.

Election Day Results: A Harsh Reality

Despite these setbacks, Dukakis did manage to carry ten states on Election Day—a more substantial showing than any Democrat since Jimmy Carter’s victory in 1976. However, it wasn’t enough. George H. W. Bush won in 40 states and secured both the Electoral College and the popular vote with ease.

A Candid Conversation with Michael Dukakis

The following year, I had the chance to meet Dukakis at a health care conference. He was remarkably gracious, thoughtful, and patient, taking nearly ten minutes to talk with me about his campaign and the lessons he had learned from it. He acknowledged his mistakes without defensiveness and spoke candidly about how he had moved on. What struck me most was his humility. He shared a quiet anecdote: on Inauguration Day in 1989, he didn’t attend the ceremony. Instead, he packed a sandwich from home, stayed in, and watched George H. W. Bush’s inauguration on television. Just a regular guy.

That small moment of introspection said a lot. In an era of political theater and spin, Dukakis reminded me that behind every campaign is a real person—flawed, human, and capable of grace even in defeat.

Dan Quayle

Political pin button of Dan Quayle

One of the more humorous buttons I have owned is an anti-Dan Quayle button from 1990. In 1988, Vice President George HW Bush plucked a young Indiana Senator from obscurity and made Dan Quayle his running mate.

Senator Quayle was young and attractive but incredibly inarticulate. He was so gaffe-prone that many thought Bush would remove him from the ticket when he ran for re-election. Some people were seriously concerned that Bush might somehow die in office and the most essential job in the world would fall into Dan Quayle’s lap; thus, the button shown here.

One incident that led to Quayl’s gaff popularity was the “potatoe” incident. happened on June 15, 1992, when he was Vice President of the United States.

While visiting Munoz Rivera Elementary School in Trenton, New Jersey, Quayle participated in a spelling bee with a group of students. A 12-year-old student, William Figueroa, correctly spelled the word “potato” on the chalkboard. However, Quayle, reading from a flashcard with a spelling mistake, mistakenly corrected the student by adding an extra “e,” making it “potatoe.”

This minor mistake quickly became a national joke and reinforced a public perception of Quayle as error-prone. The incident was widely mocked in the media, on late-night TV, and in political satire, despite Quayle later explaining that he was simply following the incorrect cue card provided by the school. The blunder haunted Quayle throughout his political career and remains one of U.S. history’s most famous political gaffes.

Ultimately, Bush and Quayle would stick together and were defeated by a young regional ticket of Bill Clinton and Al Gore in 1992.

I had the pleasure of meeting Dan Quayle in 1991 and was amazed to learn how knowledgeable he was about world affairs and how he didn’t stumble over his words at all during a one-on-one conversation. He was genuinely nice and engaging, and I felt bad that the press had treated him so poorly. He will always be known as a Vice President who appeared out of his depth.

President’s and Vice President’s Luncheon August 1984

A pin from the Republican Convenction in 1984 for Ronald Reagan

I was a Page at the 1984 Republican National Convention in Dallas, Texas, and worked on Ronald Reagan’s re-election campaign at my college with my father, a Republican National Committeeman.

On the last day of the convention, I found an envelope that was addressed to me under my hotel door. It was an invitation to a luncheon that afternoon. I was instructed to wear a pin to gain entrance. President Reagan and Vice President Bush were holding a thank you luncheon for people who had worked for them and senior members of the Republican Party. When we arrived, we ran into none other than Charlton Heston. This pin is yellowed, but it reminds me of that lunch. Oh, and Reagan and Bush were there too.

Ronald Reagan

Ronald Reagon pin

Overview

“Mr. Gorbachev, take down this wall!” A statement that has resonated across the world and ultimately led to the collapse of the Soviet Union.
 This pin is a testament to Ronald Reagan’s conservative revolution, Cold War leadership, and economic policies. He was initially a Democrat, but switched to the Republican Party in 1962 and became a popular two-term governor of California. He briefly launched a presidential campaign in 1968 and came within a whisker of taking down President Gerald Ford at the nominating convention in 1976.

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By 1980, it was all but a foregone conclusion that Reagan would be the Republican nominee. He crushed incumbent Jimmy Carter at the November polls. He won the election, initiating the Reagan Era, also known as the Reagan Revolution, when he officially entered the White House on January 20, 1981. Reagan’s peace through strength posture was a stark difference between Carter’s geopolitical policies, and the world took note, especially Iran, who the day before Reagan took office, released all the 52 hostages. His peace through strength geopolitical posture continued with his formidable stance throughout his presidency, especially against communism. A timeline summary of his most important events is below.

1981

    • January 20: Ronald Reagan is inaugurated as the 40th U.S. president.
    • March 30: John Hinckley Jr. was able to come physically close to the president and shot him in the chest. Hinckley claimed this was to impress actress Jodie Foster. Reagan survived the assination after emergency surgery. Three others were wounded. This attack on a sitting president led to a reevaluation of Secret Service protocol and, subsequently, increased security.
    • August 19: Gulf of Sidra Incident – U.S. Navy F-14s shoot down two Libyan fighter jets over international waters, sending a stern message to Muammar Gaddafi.

1982

    • June 8: Reagan labels the Soviet Union as an “evil empire,” reaffirming the ongoing Cold War hostilities.
    • September 1: Reagan cuts off aid to Nicaragua due to Sandinista government ties with the USSR and Cuba.

1983

Artist conception of Ronald Regan's Star Wars Initiative
Artist’s conception of Ronald Reagan’s Star Wars Initiative. Wikipedia Public Domain
    • March 8: “Star Wars” Initiative (SDI)—Reagan announced the Strategic Defense Initiative (SDI), AKA “Star Wars Defense,” a space-based missile defense system to deter Soviet nuclear threats; however, it faced controversy both domestically and with the Soviet Union, which viewed this initiative as a direct military threat. Additionally, there were technical hurdles to overcome, and eventually, this defense plan never materialized. In January 2025, President Donald Trump announced the construction of an Iron Dome defense shield, officially labeled “Endoruing Shield. ” He cited the success of Israel’s Iron Dome program, which has prevented over 90% of incoming missiles from reaching its shores. Trump stated that Ronald Reagan had the right idea, but the technology was not available; it is now, and he intends to take full advantage of this current technology to defend the country.
    • October 23: Hezbollah-linked terrorists kill 241 U.S. Marines in Lebanon, initiated by Iran, leading to a reevaluation of military presence in the region.
    • October 25: The U.S. military intervenes to overthrow a Marxist regime, citing threats to American citizens and regional stability.

1984

    • May 5: Reagan restores diplomatic relations with the Vatican, strengthening global conservative alliances.
    • July 27: The U.S. withdraws Marines from Lebanon after increased casualties and public pressure.

1985

    • March: Mikhail Gorbachev becomes leader of the Soviet Union, opening dialogue for potential thawing of tensions.
    • June: Reagan begins covert arms sales to Iran (part of what becomes the Iran-Contra scandal).
    • November 19-21: Reagan and Gorbachev meet at the Geneva Summit, the first significant U.S.-Soviet dialogue in six years.

1986

    • April 5: A terrorist bombing linked to Libya kills U.S. soldiers in Germany.
    • April 15: The U.S. launched airstrikes against Libya in retaliation for the Berlin bombing.
    • November: The Iran-Contra Affair is exposed, revealing that the Reagan administration secretly sold arms to Iran and funneled proceeds to Nicaraguan rebels.

1987

    • June 12: Tear Down This Wall” Speech – Reagan, in West Berlin, challenges Gorbachev to dismantle the Berlin Wall.
    • December 8: INF Treaty Signed—Reagan and Gorbachev signed the Intermediate-Range Nuclear Forces Treaty, reducing nuclear arms for the first time in the Cold War.

1988

    • May 29 – June 3: Reagan visits Moscow, marking a symbolic thaw in U.S.-Soviet relations.
    • July 3: Iran Air Flight 655 – A U.S. Navy warship mistakenly shoots down an Iranian passenger jet, worsening tensions in the Persian Gulf.
    • November: Reagan supports U.S. involvement in Afghanistan, helping Mujahideen forces against the Soviets.

1989

    • January 20: Reagan leaves office, succeeded by George H.W. Bush. His foreign policy legacy includes heightened military spending, the Iran-Contra scandal, and improved U.S.-Soviet relations, which led to the Cold War’s end.

Summary

Reagan became one of the most popular two-term Republican Presidents in US history. This pin beautifully captures his sunny disposition and shows his optimism and courage against powerful adversities during the Cold War of the 1980s.