Portrait of a smiling man and woman wearing white shirts and black aprons in a cozy indoor setting.

John Shields and Karen Urie Shields

Photo courtesy of Smyth & The Loyalist

JOHN SHIELDS & KAREN URIE SHIELDS

Executive chef/partner and executive pastry chef/partner, Smyth + The Loyalist

With Smyth standing as Chicago’s sole Michelin three-star restaurant, this duo is the city’s preeminent culinary power couple. smythandtheloyalist.com

JB PRITZKER

Governor, State of Illinois

The second-term gov’s national profile continues to rise, leading some to surmise that a run for national office could be next. @govpritzker

KRISTEN REYNOLDS

President & CEO, Choose Chicago

A year into her tenure at the head of the city’s tourism, economic growth and city branding body, Reynolds is a key influencer of the city’s success. choosechicago.com

Coach wearing Chicago Bears hoodie and headset standing on football field during game.

With an NFC North championship and (almost as important) two wins over the Green Bay Packers, Ben Johnson made an auspicious debut as Bears’ head coach.

Photo by Michael Hickey/Getty Images

BEN JOHNSON

Head coach, Chicago Bears

The Bears coach impressed in his first season, but he’ll need to build on last year’s playoff run to keep the momentum going. @chicagobears

JOHN LEYDON

Founder, Chicago Fashion Week

The veteran entrepreneur is shining a brilliant spotlight on the city’s fashion scene. @thechicagofashionweek

BRANDON JOHNSON

Mayor, City of Chicago

The city’s first-term leader has entered a pivotal final year leading up to the city’s 2027 mayoral election. @chicagosmayor

MARIA ZEC

General Manager, The Peninsula Chicago

As the iconic luxury hotel celebrates its 25th anniversary, veteran Zec’s leadership keeps the property a model of luxury and service. @thepeninsulachi

JODI FYFE

Founder & CEO, Paramount Events

Fifteen years after establishing Paramount Events in 2011, Fyfe is the queen of Chicago catering. @jodiafyfe

LUCA LANZETTA

Founder, Luca Lanzetta Group

All eyes are on River North’s historic Firehouse 42, as design powerhouse Lanzetta prepares to open his studio flagship store. @lucalanzettagroup

Portrait of a mature man with gray beard and hair, wearing a dark patterned jacket, against a dark background.

Nick Cave

Photo by Sandro

NICK CAVE

Artist

With his recent Venice Biennale show and currently running Smithsonian exhibition Mammoth, major milestones keep coming for the Chicago artist. @nickcaveart

JOE FLAMM

Co-founder, Day Off Group

With new hot spot Bar Tutto joining il Carciofo, Rose Mary and BLVD., the Top Chef winner’s hand has never been hotter. @insta.flamm

SHAMS CHARANIA

NBA Reporter

The ESPN Senior NBA Insider has become the no. 1 source for insider intel in pro basketball. @shams

JOHN MANION

Co-Founder, Hey Che Hospitality

With two smash restaurants in El Che and Brasero and another on the way, the veteran chef is more influential than ever. @chefjohnmanion

JISEON LEE ISBARA

President, School of the Art Institute of Chicago

Now firmly at the helm of SAIC, Isbara is expanding her influence as a thoughtful steward of one of Chicago’s most vital creative institutions. saic.edu

ASHLEY WHEATER

Mary B. Galvin Artistic Director, The Joffrey Ballet

With Wheater at the creative helm, the 70-year-strong troupe continues its ascent on the international stage. joffrey.org

TOM RICKETTS

Chairman, Chicago Cubs

Ten years after the team’s World Series triumph, Ricketts and company are under pressure to make another significant playoff run. cubs.com

GREGG BERHALTER

Head Coach and Director of Football, Chicago Fire

The former U.S. Men’s National Team head coach has stepped into the spotlight to lead Chicago’s squad. @chicagofire

THEASTER GATES

Artist

The always-buzzworthy artist made his latest splash with a recent exhibition of new ceramic works at Prada Home during Milan Design Week. theastergates.com

JEANNE GANG

Founder, Studio Gang

One of the world’s foremost architects—male or female—continues to build her legacy out of her West Town studio. studiogang.com

RICK BAYLESS

Chef/restaurateur

Nearly 40 years after the debut of Frontera Grill, Bayless is still going strong—and still growing his business.

rickbayless.com

LUKAS WALTON

Founder, Builders Vision

Pairing deep climate and sustainability commitments with a business-minded approach, Walton is at the center of critical conversations shaping the future. buildersvision.com

JERRY REINSDORF

Owner, Chicago Bulls and Chicago White Sox

The divisive team owner is possibly the most influential man in Chicago sports. bulls.com, whitesox.com

Woman in blue blazer and scarf sitting on white couch in studio setting.

Valerie Jarrett

Photo by John Lamparski/Getty Images

VALERIE JARRETT

CEO, The Obama Foundation

Anticipation is reaching a fever pitch for the 19-acre Obama Presidential Center, set to open this month on Juneteenth. obama.org

LIZ ALLISON

CEO, Tricoci

Under Allison’s watch, the salon and spa brand is growing beyond Chicago with the launch of Tricoci skincare, a new medspa and more. @tricoci_official

MELLODY HOBSON

Co-CEO, Ariel Investments

A commanding presence in finance and beyond, Hobson remains one of Chicago’s most influential executives. arielinvestments.com

R.J. MELMAN

President & CEO, Lettuce Entertain You Enterprises

With new smash hits in Crying Tiger and Kitty’s Cosmopolitan Club, Melman has kicked off his CEO tenure with a bang. lettuce.com

LUKE STOIOFF AND DAVID REKHSON

Founders, DineAmic Hospitality

With 12,000-square-foot Riverwalk spot Naia set to join their roster of 20 concepts in June, this dynamic duo continue to cement their status as two of the city’s most influential hospitality players. dineamic.com

MADELEINE GRYNSZTEJN

Pritzker Director, Museum of Contemporary Art Chicago

After a celebrated 18-year tenure, Grynsztejn will step down from her post at the end of ’26. mcachicago.org

MICHELLE BOONE

President and CEO, Poetry Foundation

Five years in, Boone is sharpening Chicago’s literary profile with a clear commitment to making poetry feel vital, civic-minded and deeply contemporary. @poetryfoundation

JAHMAL COLE

Founder and CEO, My Block, My Hood, My City

More than a decade in, Cole’s city-centric improvement org remains a powerful, critical grassroots presence. @jahmal_cole

BUDDY GUY

Musician

The 89-year-old blues virtuoso is a living legend— and still touring strong. buddyguy.net

Woman wearing sheer black polka dot top, leather skirt, sunglasses, holding brown striped clutch, standing in front of orange curtain.

Ravyn Lenae

Photo by Sabrina Steck/BFA.com

RAVYN LENAE

Singer-songwriter

With upcoming performances at Spain’s Primavera Sound and the Governors Ball in NYC, Lenae has become one of the city’s most captivating—and internationally adored—young artists. ravynlenae.com

CARLOS GAYTAN

Executive Chef and Partner, Tzuco

The veteran chef continues to be one of the city’s most valuable culinary ambassadors. @chefcarlosgaytan

MIKE GOLDEN AND THAD WONG

Co-CEOs, @properties Christie's International Real Estate

Following Compass’ acquisition of the brokerage they built, Golden and Wong remain top figures in the real estate scene. atproperties.com

STEPHANIE IZARD

Chef/Restaurateur

With an expanding profile, a string of enduring hits— including Silicon Valley’s new Valley Goat—and a presence that still feels distinctly Chicago, Izard remains one of the city’s most magnetic forces in the culinary world. stephanieizard.com

SUSAN V. BOOTH

Artistic Director, Goodman Theatre

With a bold curatorial eye (we can’t wait for Iceboy!) and assured leadership, Booth is fast deepening her influence on Chicago’s cultural landscape. goodmantheatre.org

PENNY PRITZKER

Founder and Chairman, PSP Partners

From boardrooms to civic initiatives, Pritzker remains one of Chicago’s most influential forces. psppartners.com

JEFF TWEEDY

Singer-songwriter

With his recent triple album Twilight Override, the Wilco bard proves once again that his music is one of the most powerful soundtracks to our city. @jefftweedy

ALEXI GIANNOULIAS

Secretary of State, Illinois

The young Democrat’s star continues to rise— could a higher office be in his future? @alexiforus

TONI PRECKWINKLE

President, Cook County Board of Commissioners

Having held one of the city’s most influential positions for 16 years and counting, Preckwinkle is among the longest-standing power players in the Windy City. @tonipreckwinkle