Stay Tuned to Save Your Seat for 13th Annual South Side Pitch!

Every year, small businesses across the South Side of Chicago participate in South Side Pitch, sharing stories about their roots, their impact, and their visions for the future. This year the competition will not be live streamed so make sure to save your seat before spots run out!

October 15, 2026
6:00pm

Doors Open & Networking

Polsky Exchange North Center, 1452 E 53rd St 2nd Floor. Chicago, IL 60615

6:20pm

Opening Introduction

Beth Kregor, IJ Clinic on Entrepreneurship Director

6:30pm

Keynote

To be announced in September 2025

6:45pm

Pitch Competition

Information on finalists to pitch will be provided once announced in September 2026!

8:00pm

Voting & Reception

Cast your vote for your favorite pitches!

8:25pm

Winners Announced!

Prizes

With over $38,000 in prizes, the IJ Clinic is spotlighting South Siders with a passion to pitch. Compete against over 100 applicants for one of the top five spots! Each finalist is guaranteed a cash prize at the end of the night.

First Place

$15,000

Second Place

$10,000

Third Place

$6,000

Fourth Place

$3,000

Fifth Place

$1,000

Community Favorite Award

$1,000

*The Community Favorite Award is a generous cash award that acknowledges the South Side Pitch finalist that receives the most public votes. 

*The Rustandy Center Social Impact Award is a generous cash award of $2,500 that is given to a South Side Pitch finalist chosen by staff from the Rustandy Center for Social Sector Innovation at the University of Chicago Booth School of Business.

2025 Finalists

Bridgeport

Runaway Cow 

Vegan food should be a treat that doesn’t break the bank

The idea of Runaway Cow started over a dozen years ago, as the dream of owner Alison Eichhorn. One might say the ice cream business is in her blood. Her family owned an ice cream…

South Side Pitch 2025

1st Place

Canaryville

ChiBrations

An artist-led media platform designed to celebrate and centralize performing artists of Greater Chicago

Sam moved to Chicago 16 years ago as a budding musician and songwriter, eager to be part of the city’s creative scene. It took years of open mics, jam sessions, and wandering through cultural pockets…

South Side Pitch 2025

2nd Place, Community Favorite

Bronzeville

Ahead Academy 

Empowering Youth Through Hair

Anyea founded Ahead Academy after a painful moment in Corporate America, when she was told no one would hire her for having “Bob Marley-looking hair.” Anyea was wearing braids that day, and it made clear…

South Side Pitch 2025

3rd Place

Bronzeville

Framewrks 

See and be Seen.

Cassidy Stratton is a multi-passionate entrepreneur whose mission is to create spaces, experiences, and products that make people feel seen. Born and raised on Chicago’s South Side, Cassidy’s entrepreneurial spirit emerged early. At age 10, she…

South Side Pitch 2025

4th Place

Brighton Park

Tawney Coffee

Tawney Coffee is a brother and sister project that delivers gourmet level coffee while bringing together a community of coffee lovers

Darla (22) and Christian (15) Torres started Tawney Coffee in 2024 with the mission to put into practice the financial literacy lessons their dad taught us. They began with a table on the sidewalk in Ravenswood,…

South Side Pitch 2025

5th Place

2025’s Judges and Keynote Speaker

Averil Edwards

Judge


Averil Edwards is Managing Counsel at United Airlines, advising on sustainability projects and environmental compliance. A University of Chicago Law graduate, she practiced at Winston & Strawn LLP before being appointed by Gov. Pritzker to the Illinois International Port District Board. Averil also serves on the boards of Ladies of Virtue and Cabrini Green Legal Aid, advancing both economic development and environmental protection.

Terrence Johnson

Judge


Terrence Johnson is the Executive Director of Greenwood Archer Capital, expanding access to capital for entrepreneurs in under-resourced communities. With 25 years in public and private sectors, he previously worked in City of Chicago’s Department of Planning and Development and at Harris Bank, Prudential Mortgage Capital, and PWC, helping entrepreneurs secure critical financial resources.

Kelly Evans

Judge


Kelly Evans is the Vice President of Entrepreneurship & Economic Development at the Chicago Urban League, where she leads strategies to support small businesses and community impact. Previously, she was National Director of Community Integration and Workforce Development at Cresco Labs. Kelly works at the intersection of community, education, business, and government to drive economic growth and engagement. 

Kim Close

Judge

Kim Close is the Executive Director for the Foundation of Little Village. She founded the organization in 2018 to expand programmatic capacity for the Xquina Incubator. In her time, Kim worked to increase resources and opportunities available to small businesses in Little Village. Kim employs a holistic approach in her pursuit of economic development as a means to achieve greater equity. Prior to her work in Little Village, she owned a small business for ten years – an experience that taught her the challenges and rewards of entrepreneurship.

Clifton Muhammad and Connie Lynn Anderson

Keynote Speaker

Clifton and Connie are the Owners of The Record Track, the 2nd Place Winner of South Side Pitch 2022.

Thank You to this Year’s Coaches!

Lauren Amos

Managing Partner at DSGNRZ LLC

Myeisha Grady

Speech Instructor at Morton College and former Business Advisor at the Women’s Business Development Center

Aimee Navarro 

Director of Illinois SBDC at the Greater Southwest Development Corporation 

Bruce Wilson

Private Equity Associate at ICV Partners, LLC 

Tulio Juarez

Program Coordinator and Business Advisor at the Greater Southwest Development Corporation 

Isra Omar

Senior Assistant Director at Polsky Center for Entrepreneurship and Innovation

CJ Harris

Creative Director and CEO of That’s So Creative, LLC and 3rd Place Winner in South Side Pitch 2022

Sophia Carey

Founder and CEO of BuildWise

Kia Coleman

Director, Business and Society Programs at the The Rustandy Center for Social Sector Innovation at the University of Chicago Booth School of Business

Trisha Beltrán

Implementation Consultant & Strategic Growth Advisor at JMB Innovative Business Solutions