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Scott Simon Books in Order

Explore Scott Simon's books in order, from novels and memoirs to sports writing, with concise summaries and clear guidance on where to start reading.

Last updated: July 14, 2026

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Scott Simon books in publication order

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11 books

Home and Away

by Scott Simon

2000

In this wide-ranging memoir, Scott Simon traces a life shaped by sports, theater, politics, family, and reporting from the world's trouble spots. At its heart, it is a personal love letter to Chicago and the loyalties that make a home.

Jackie Robinson and the Integration of Baseball

by Scott Simon

2002

Scott Simon follows Jackie Robinson from military service to his groundbreaking Major League career. The book shows how Robinson faced relentless racism while changing baseball, and forcing the country to confront its own ideas about equality.

Pretty Birds

by Scott Simon

2005

In besieged Sarajevo, teenage basketball star Irena Zaric watches her ordinary life collapse into violence. As her family fights to survive, Irena is drawn into the war herself, facing choices that will change her and everyone she loves.

Tanners of Taiwan

by Scott Simon

2005

This ethnography examines leather-tanning communities in southern Taiwan, connecting work, family businesses, gender, and politics. Through the experiences of workers and managers, it explores how people negotiated Chinese and Taiwanese identities after decades of martial law.

Windy City

by Scott Simon

2008

When Chicago's mayor is murdered, interim mayor Sunny Roopini must hold together a city council hungry for power. A political investigation unfolds alongside his struggles as a widowed father navigating four hectic days in City Hall.

Windy City of Politics

by Scott Simon

2008

After Chicago's mayor dies under suspicious circumstances, alderman Sunny Roopini becomes interim mayor. He must manage grief, family life, police scrutiny, and a council full of rivals as the city races to choose its next leader.

Baby, We Were Meant for Each Other

by Scott Simon

2010

Scott Simon recounts how he and his wife, Caroline, became parents after adopting two daughters from China. Their story is woven with other families' experiences, capturing the waiting, uncertainty, humor, and deep connections of adoption.

Unforgettable

by Scott Simon

2015

While sitting beside his dying mother, Scott Simon shared brief reflections on their final days together. This memoir expands those moments into a tender, often funny portrait of Patricia Lyons Simon and the bond between mother and son.

My Cubs

by Scott Simon

2017

Scott Simon celebrates the Chicago Cubs through team lore, personal memories, and the emotional release of their 2016 World Series win. It is a compact, affectionate account of fandom, heartbreak, and finally seeing a long-held hope come true.

Paint by Numbers

by Scott Simon

2017

Autistic private investigator Jedidiah Alcatraz is hired after rap star D. Lux discovers his secret treasures are fakes. With friends at his side, Jedidiah follows a trail from New York to Europe, where art fraud, crime, and old love collide.

Sunnyside Plaza

by Scott Simon

2020

Sally Miyake and her friends live and work at Sunnyside Plaza, a community for adults with developmental disabilities. After residents begin dying under troubling circumstances, they launch their own investigation when others fail to take their concerns seriously.

Where to start with Scott Simon

For a powerful war novel: Pretty Birds.
For Chicago stories: Home and AwayWindy CityMy Cubs.
For family memoirs: Baby, We Were Meant for Each OtherUnforgettable.
For baseball history: Jackie Robinson and the Integration of BaseballMy Cubs.
For a compassionate mystery for younger readers: Sunnyside Plaza.

Scott Simon collections, short stories, and related book types

Non-Fiction Books

  1. Book cover for "Home and Away"

    Home and Away

    by Scott Simon

    2000Memoir of a Fan
  2. Book cover for "Jackie Robinson and the Integration of Baseball"

    Jackie Robinson and the Integration of Baseball

    by Scott Simon

    2002
  3. Book cover for "Tanners of Taiwan"

    Tanners of Taiwan

    by Scott Simon

    2005Life Strategies and National Culture
  4. Book cover for "Windy City of Politics"

    Windy City of Politics

    by Scott Simon

    2008
  5. Book cover for "Baby, We Were Meant for Each Other"

    Baby, We Were Meant for Each Other

    by Scott Simon

    2010In Praise of Adoption
  6. Book cover for "Unforgettable"

    Unforgettable

    by Scott Simon

    2015A Son, a Mother, and the Lessons of a Lifetime
  7. Book cover for "Paint by Numbers"

    Paint by Numbers

    by Scott Simon

    2017Jedidiah Alcatraz Mystery
  8. Book cover for "My Cubs"

    My Cubs

    by Scott Simon

    2017A Love Story

Standalone Scott Simon books

  1. Book cover for "Pretty Birds"

    Pretty Birds

    by Scott Simon

    2005
  2. Book cover for "Windy City"

    Windy City

    by Scott Simon

    2008
  3. Book cover for "Sunnyside Plaza"

    Sunnyside Plaza

    by Scott Simon

    2020

Author bio

Scott Simon was born in Chicago on March 16, 1952, the son of comedian Ernie Simon and actress Patricia Lyons Simon. His childhood included time in Chicago and other cities across the United States and Canada, but Chicago became the place he returned to in his work, his memories, and his sports loyalties.

He started out in journalism, joining public radio as its Chicago bureau chief in 1977. In 1985, he became the host of Weekend Edition Saturday, a role that gave him a weekly space for interviews, reporting, commentary, and the small human stories that often stay with listeners.

Reporting took Simon far beyond the studio. He has covered stories in all fifty states, on five continents, and from war zones including El Salvador, Sarajevo, Afghanistan, and Iraq. That work gave him a close view of how ordinary people keep going through frightening, funny, and confusing moments.

Books became another way for him to follow those stories. His memoir Home and Away moves through sports, theater, politics, travel, and family life, while keeping Chicago at its center. Simon has described turning to fiction as a challenge, a chance to use a reporter's eye for detail while imagining lives beyond his own.

That approach shaped Pretty Birds, his first novel. Set during the siege of Sarajevo, it follows a teenage basketball player whose life is torn apart by war. Windy City takes a very different route, using the death of Chicago's mayor to explore city politics, deal-making, family pressures, and the strange comedy of public life.

Chicago never stays offstage for long.

Simon has also written about the subjects he has followed as a fan. Jackie Robinson and the Integration of Baseball looks at Robinson's fight against racism as he broke Major League Baseball's color barrier. In My Cubs, Simon writes personally about the Chicago Cubs, mixing team history with the long wait, hope, and heartache familiar to generations of fans.

Family is another steady thread in his work. Baby, We Were Meant for Each Other tells the story of his and his wife Caroline's adoption of their two daughters from China, alongside stories from other adoptive families. Unforgettable grew from the messages Simon shared while sitting with his mother during her final days, then widened into a warm, candid portrait of their life together.

He writes about big events through the people living inside them.

Simon is married to documentary filmmaker Caroline Richard Simon, and they have two daughters, Elise and Paulina. Away from the microphone and page, he has named books, theater, ballet, British comedy, Mexican cooking, and enduring devotion to the Cubs among his pleasures. In 2025, he was inducted into the Radio Hall of Fame. His work keeps circling back to the same useful questions: what people love, what they survive, and what they remember.

Edited by

Richard Reis

Software engineer whose passion for tracking book recommendations from podcasts inspired the creation of MRB.

Anurag Ramdasan

Lead investor at 3one4 Capital whose startup expertise and love for books helped shaped MRB and its growth.

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