Boss Book Summary

In 'Boss', renowned journalist Mike Royko delivers a riveting portrait of Chicago's notorious political machine through the lens of its infamous mayor, Richard J. Daley. With a blend of sharp wit and keen insight, Royko unveils the gritty realities of power, corruption, and loyalty that define 20th-century Chicago politics. His meticulous storytelling reveals not only the man behind the desk but also the complex web of influence and favoritism that propelled him to greatness. As you dive into this engaging narrative, you'll uncover the inner workings of a city pulsating with ambition and strife. Prepare for an eye-opening journey that exposes the intricate dance between democracy and authoritarianism.

By Mike Royko

Published: 1988

""In Chicago, you can’t just know the people in power; you have to understand the game they play and the deals they make. It’s a city built on the strength of its characters, both admirable and corrupt.""

Book Review of Boss

"The best book ever written about an American city, by the best journalist of his time.”— Jimmy Breslin New edition of the classic story of the late Richard J. Daley, politician and self-promoter extraordinaire, from his inauspicious youth on Chicago’s South Side through his rapid climb to the seat of power as mayor and boss of the Democratic Party machine. A bare-all account of Daley’s cardinal sins as well as his milestone achievements, this scathing work by Chicago journalist Mike Royko brings to life the most powerful political figure of his time: his laissez-faire policy toward corruption, his unique brand of public relations, and the widespread influence that earned him the epithet of “king maker.” The politician, the machine, the city—Royko reveals all with witty insight and unwavering honesty, in this incredible portrait of the last of the backroom Caesars. New edition includes an Introduction in which the author reflects on Daley’s death and the future of Chicago.

Similar books you might like →

Showing 8 of 28 similar books

Similar Book Recommendations →

David Heinemeier Hansson's Book Recommendations

David Heinemeier Hansson, also known as DHH, is a Danish programmer, entrepreneur, and author, best known as the creator of Ruby on Rails, a popular web application framework. Heinemeier Hansson is also a partner at Basecamp, a project management and collaboration software company he co-founded. His contributions to software development have earned him widespread recognition, with Ruby on Rails being used by thousands of developers and companies worldwide. Heinemeier Hansson is also a vocal advocate for remote work, simplicity in business, and sustainable work practices, ideas he explores in his bestselling books Rework and It Doesn’t Have to Be Crazy at Work. In addition to his work in tech, he is an accomplished race car driver, having competed in the 24 Hours of Le Mans. Heinemeier Hansson’s approach to work-life balance and entrepreneurship has made him a thought leader in the tech community, where he continues to challenge traditional business practices and advocate for more human-centered approaches to work

Business and LeadershipProductivityInspiring Reads

Alexandria Ocasio-Cortez's Book Recommendations

Alexandria Ocasio-Cortez, also known as AOC, is a U.S. Congresswoman representing New York's 14th district. She gained national attention after winning her seat in 2018 at the age of 29, making her one of the youngest women ever elected to Congress. Ocasio-Cortez is known for her progressive policies, advocating for issues such as Medicare for All, climate change action, and economic justice. She has become a prominent figure within the Democratic Party and uses social media to engage with constituents and the public. Her rise from grassroots activism to Congress has inspired many young people to get involved in politics.

PoliticsActivistSuccess Stories and Life Lessons

Brandon Stanton's Book Recommendations

Brandon Stanton is an American photographer and author, best known for creating Humans of New York, a photography project that shares the personal stories of everyday people. Through his portraits and interviews, Stanton captures the diverse experiences of people in New York City and around the world, offering intimate insights into their lives. Humans of New York has become a global phenomenon, with millions of followers on social media and several best-selling books. Stanton’s work has expanded beyond photography to include fundraising campaigns that have raised millions of dollars for individuals and charitable causes. His ability to connect with people and share their stories has made him one of the most impactful storytellers of his generation.

Memoirs and BiographiesInspiring ReadsSuccess Stories and Life Lessons

Ezra Klein's Book Recommendations

Ezra Klein is a prominent American journalist, political analyst, and author, renowned for his incisive commentary on politics and policy. He co-founded Vox, a widely respected news website known for its explanatory journalism, and served as its editor-in-chief. Klein's work includes the critically acclaimed book "Why We're Polarized," which delves into the deep-seated divisions in American politics. He also hosts "The Ezra Klein Show," a popular podcast where he interviews thought leaders from various fields. Klein's contributions have significantly shaped contemporary political discourse and media consumption.

PoliticsMedia and Pop Culture

Alex Honnold's Book Recommendations

Alex Honnold is an American professional rock climber, best known for his free solo ascent of El Capitan in Yosemite National Park, a feat that was documented in the Oscar-winning film Free Solo. Honnold is renowned for his mental toughness, technical skill, and ability to climb without ropes or safety equipment. His accomplishments have made him a legend in the climbing world, and he continues to push the boundaries of the sport. Outside of climbing, Honnold is a philanthropist, founding the Honnold Foundation, which supports environmental sustainability projects, particularly in solar energy.

Inspiring ReadsSuccess Stories and Life LessonsSportsActivist

Patrick Collison's Book Recommendations

Patrick Collison is an Irish entrepreneur and co-founder of Stripe, a global technology company that enables businesses to accept online payments. Along with his brother John, Patrick has transformed Stripe into one of the most valuable private tech companies in the world. Stripe’s innovative approach to online payments has made it a key player in the financial technology space. Collison is known for his deep interest in science, technology, and policy, often engaging in conversations about innovation, progress, and how to improve societal outcomes. He is an advocate for scientific advancement and the intersection of technology and public policy.

Business and LeadershipTechnology and FutureInspiring Reads

Barack Obama's Book Recommendations

Barack Obama is the 44th President of the United States, serving from 2009 to 2017. As the first African American president, Obama’s leadership marked a historic moment in American history. His administration focused on healthcare reform, economic recovery from the Great Recession, and environmental policies. He is best known for the Affordable Care Act, as well as his efforts to expand civil rights and restore diplomatic relations with Cuba. Since leaving office, Obama has continued to engage in public life through his foundation, focusing on leadership development, civic engagement, and global issues.

PoliticsMemoirs and BiographiesSuccess Stories and Life Lessons

Coleen Baik's Book Recommendations

Coleen Baik is an American designer, artist, and entrepreneur, known for her work in the tech industry, including as a founding team member of Twitter. Baik played a key role in shaping the user experience and design of Twitter in its early days, contributing to its iconic interface. She is also the founder of Baik Art, a multidisciplinary art studio that blends technology and visual art. Baik is passionate about using design to create meaningful and user-centered digital experiences, and she frequently speaks on topics related to innovation, design, and creativity. Her work has made her a prominent figure in the intersection of tech and design.

Creativity and InnovationTechnology and Future

Showing 8 of 21 related collections

"In Chicago, you can’t just know the people in power; you have to understand the game they play and the deals they make. It’s a city built on the strength of its characters, both admirable and corrupt."

Boss

By Mike Royko