chicago

(185)
Legend
Robert Lyons and the arithmetic of patience
Executive · Operator

Robert Lyons and the arithmetic of patience

After 14 years as GATX’s CFO, Robert Lyons moved closer to the railcars. Now, a roughly 101,000-car acquisition is testing the value of everything he learned along the way.

robert-lyons · robert-c-lyonsRead →
Legend
Jesse Gary and the price of turning the power on
Executive · Operator

Jesse Gary and the price of turning the power on

Jesse Gary went from corporate lawyer to running Century Aluminum. His next test is helping turn an Oklahoma smelter proposal into metal, jobs and a power supply that makes the numbers work.

jesse-gary · century-aluminumRead →
Legend
Heath Sorenson and the business of keeping promises
Executive · Operator · Advisor

Heath Sorenson and the business of keeping promises

From Midland’s trust business to Associated Trust Company, Heath Sorenson has worked where family expectations meet financial operations. His next chapter is taking shape across the Midwest, one team at a time.

heath-sorenson · associated-trust-companyRead →
Legend
Steve Cunningham and the art of knowing when to brake
Executive · Operator · Advisor

Steve Cunningham and the art of knowing when to brake

Before he became Enova’s CEO, Steve Cunningham examined banks, managed risk and kept the funding flowing. His first year at the helm has tested how those experiences translate when a bank deal falls away and the lending business keeps growing.

steve-cunningham · enova-internationalRead →
Legend
William Boeglin and the work nobody applauds
Founder · Operator · Executive

William Boeglin and the work nobody applauds

A reporting macro, a seventh employee, and a $48.5 million round. William Boeglin’s path through TimeDoc Health is a story about getting the practical things to work - and knowing when to change chairs.

william-boeglin · will-boeglinRead →
Legend
Pete Kadens and the second seat in the classroom
Founder · Investor · Executive

Pete Kadens and the second seat in the classroom

After building businesses in solar energy and cannabis, Pete Kadens began funding college for students and their parents. His two-generation promise has a simple ambition: give opportunity another person to travel with.

pete-kadens · green-thumb-industriesRead →
Legend
Christopher Skinner and the price of a promise
Founder · Executive · Operator

Christopher Skinner and the price of a promise

Before TopBloc’s $340 million sale, Christopher Skinner learned the machinery of Workday. Then he helped build a company around a precise offer: a deadline, a fixed fee and fewer repeated tasks.

christopher-skinner · topblocRead →
Legend
Maria Christopoulos Katris and the Art of Being Found
Founder · Executive · Operator

Maria Christopoulos Katris and the Art of Being Found

Before a candidate applies, someone has to make an introduction. From a nanny-placement agency to Built In’s global platform, Maria Christopoulos Katris has built businesses around what people need to know about one another.

maria-christopoulos-katris · maria-katrisRead →
Legend
Felipe Capella and the price of a promise
Founder · Operator · Executive

Felipe Capella and the price of a promise

He left a legal career, slept on a friend’s couch, and helped put a price on moving a truckload with a click. Building Loadsmart taught Felipe Capella how much work comes after the quote.

felipe-capella · loadsmartRead →
Legend
Anil Kumar and the problem of remembering what worked
Founder · Executive · Operator

Anil Kumar and the problem of remembering what worked

From Fieldglass and Quinnox to QyrusAI, Anil Kumar has built businesses around the work that keeps large companies moving. His latest venture asks what happens when software modernization, testing and operations finally share a memory.

anil-kumar · qyrusaiRead →
Legend
Kushal Nahata and the letter that never arrived
Founder · Executive · Operator

Kushal Nahata and the letter that never arrived

An exam card went to the wrong address. Years later, the FarEye co-founder is still working on the same question: what happens between a promise and a doorstep?

kushal-nahata · fareyeRead →
Legend
Gary E. Holdren and the business of starting over
Founder · Executive · Operator

Gary E. Holdren and the business of starting over

When Arthur Andersen unraveled, Gary E. Holdren helped turn a group of displaced consultants into Huron. The company grew quickly; its accounting crisis and his later investment career make the story more complicated than a founding legend.

gary-holdren · gary-e-holdrenRead →
Legend
Brian Mandelbaum wants to see the receipt
Founder · Executive · Operator

Brian Mandelbaum wants to see the receipt

From video ads to the weekly shop, Brian Mandelbaum has spent his career asking what advertising actually accomplishes. At Attain, the answer starts with what people buy - and who benefits from the data they leave behind.

brian-mandelbaum · attainRead →
Legend
Aji Abraham's case for keeping the day job
Founder · Engineer · Operator

Aji Abraham's case for keeping the day job

A decade at Motorola helped Aji Abraham learn how to build. With Armia and CodeVentures, he has made a business of helping other founders begin before they have a technical team of their own.

aji-abraham · armia-systemsRead →
Legend
David Schreiber and the People Behind the Numbers
Founder · Executive · Operator

David Schreiber and the People Behind the Numbers

He co-founded Compass Health Center with a team of 11. As the organization spreads across states, David A. Schreiber’s story keeps returning to partnership, parenthood, and the people behind the numbers.

david-schreiber · david-a-schreiberRead →
Legend
Catherine Kleinmuntz and the business of what happens next
Founder · Investor · Operator

Catherine Kleinmuntz and the business of what happens next

She started Strata Decision Technology in a Champaign basement and led it for 15 years. Her next chapter asks how other people’s ideas make it out into the world.

catherine-kleinmuntz · strata-decision-technologyRead →
Legend
Tony Svanascini and the business of changing your business
Founder · Operator · Executive

Tony Svanascini and the business of changing your business

A fax-machine repair call is an unlikely starting point for a digital agency story. For Tony Svanascini, it helps explain three decades of following customers into whatever comes next.

tony-svanascini · americaneagle-comRead →
Legend
Don Kleinmuntz and the problem of putting good ideas to work
Founder · Investor · Operator

Don Kleinmuntz and the problem of putting good ideas to work

From a Champaign basement to the business analytics classroom, Don N. Kleinmuntz has kept returning to one question: how do you turn a sound analysis into a decision someone can use?

don-kleinmuntz · strata-decision-technologyRead →
Legend
Tony Olson and the secret life of a shopping basket
Founder · Executive · Operator

Tony Olson and the secret life of a shopping basket

He spent more than two decades helping brands understand what people buy. Now the former SPINS CEO is backing businesses built around what customers remember.

tony-olson · spinsRead →
Legend
Jared Golden’s bet on the shop next door
Founder · Operator · Investor

Jared Golden’s bet on the shop next door

Before Leap, Jared Golden helped community groups find sponsors. Then he and longtime business partner Amish Tolia took on a different matchmaking problem: getting brands from a website to a working store.

jared-golden · leapRead →
Legend
Dhruv Saxena and the business at the back of the queue
Founder · Executive · Operator

Dhruv Saxena and the business at the back of the queue

A photo-mailing side project kept sending Dhruv Saxena to the post office. The people waiting beside him helped reveal the business that became ShipBob.

dhruv-saxena · shipbobRead →
Legend
Wendell Jisa and the lesson in the rearview mirror
Founder · Executive · Operator

Wendell Jisa and the lesson in the rearview mirror

His first job involved delivering legal copies. His father’s gift was a warning to watch who was catching up. After building Reveal through years of acquisitions, Wendell Jisa is choosing a different seat.

wendell-jisa · revealRead →
Legend
Edward V. Szofer and the value of saying no
Founder · Operator · Executive

Edward V. Szofer and the value of saying no

From Chicago’s West Side to teams across the U.S. and India, SenecaGlobal’s co-founder has built a career around a practical conviction: good software starts with people who can listen, question and take responsibility.

edward-v-szofer · ed-szoferRead →
Legend
Matt Maloney and the trouble with getting dinner
Founder · Engineer · Executive

Matt Maloney and the trouble with getting dinner

An apartment-search programmer helped put takeout online. Two decades after co-founding Grubhub, Matt Maloney is back with familiar colleagues, applying lessons from dinner delivery to drivers waiting for roadside help.

matt-maloney · grubhubRead →
Legend
Frank Gaspari and the business of starting over
Founder · Executive · Operator

Frank Gaspari and the business of starting over

He sold two Chicago businesses, moved to Arizona, and built FlexPrint around the work that happens after a printer is sold. At FlexTG, Frank Gaspari has kept returning to the same question: what needs to change next?

frank-gaspari · flextgRead →
Legend
Andy Rubenstein and the business of being nearby
Founder · Operator · Executive

Andy Rubenstein and the business of being nearby

A liquor retailer saw an opening in Illinois gaming. Seventeen years after founding Accel Entertainment, Andy Rubenstein has handed over the CEO job - with a national business built around the neighborhood.

andy-rubenstein · andrew-rubensteinRead →
Legend
John Holmes and the two-year job that kept going
Executive · Operator

John Holmes and the two-year job that kept going

He arrived at AAR to work on acquisitions and expected to stay two years. A quarter-century later, John Holmes is reshaping the aviation services company around parts, repairs, and software - with a few DJ sets along the way.

john-holmes · john-m-holmesRead →
Legend
Jesse Singh and the second life of ordinary things
Executive · Operator

Jesse Singh and the second life of ordinary things

At AZEK, Jesse Singh pushed to turn more discarded plastic into decking. Now the Fortune Brands Innovations CEO is bringing a career spent between factories and familiar brands to the doors, taps and locks of everyday life.

jesse-singh · fortune-brands-innovationsRead →
Legend
Timothy Fitzgerald and the art of a smaller kitchen
Executive · Operator

Timothy Fitzgerald and the art of a smaller kitchen

He helped assemble Middleby through decades of acquisitions. Now Timothy Fitzgerald is reshaping the company he helped build, with a familiar conviction: the people and the kitchen have to work together.

timothy-fitzgerald · tim-fitzgeraldRead →
Legend
Dan Zortman and the business of staying close
Executive · Operator

Dan Zortman and the business of staying close

After 24 years at Roche, Dan Zortman took the top job at Sysmex America. His next chapter connects expansion across the Americas with a closer look at the people who make a company work.

dan-zortman · sysmex-americaRead →