Grit + Grace Day 2019


Thank you for making the time in your busy schedule to get a little more grace in your life by attending Grit + Grace Day, held on Friday, March 22, 2019.


This movement is so important to me because I know firsthand the damage we can do to our relationships, our careers, and our bodies when we fail to practice self-care, self-compassion, and self-love.


You’ve taken a big first step to achieving your ambitions by being good to yourself — mind, body, and spirit — and by empowering yourself with the professional and personal development resources provided at Grit + Grace Day. But don’t let the inspiration of the day fade! One of the trickiest things to do is to stick to our best-laid plans. Trust the path you’ve put yourself on and take the next steps on your graceful journey by visiting my online coaching site,


Again, thank you so much for participating in Grit + Grace Day and joining this movement.


Gracefully yours,


What Attendees Are Saying

“It gave me a push that I needed to confidently continue on my path and fulfill my life passions.”

“I was completely in awe of the diverse group of professional women in attendance.”

“Spending the entire day in the energy of so many very groovy and sassy successful women just absolutely captured my heart & soul… To be honest, I haven’t stopped thinking about the Grit & Grace Day.”

“I was empowered to see and hear from the amazing line up of women presenters. The event inspired me to keep on pushing for the success I want to achieve but also to remember to take care of myself along my journey.”

“I left the event with a renewed confidence in my abilities to create a life and career of my dreams.”

"I met a lot of new women. Extraordinary women who I may have never met in my regular day to day... These women helped me get grounded and reminded me to stay focused."

"[It was] confirmation that I am not the only successful woman who struggles with giving herself grace."

"It was amazing to see so many strong women with great advice for how to focus on yourself and your career."

"I've never been to an event like this before... I gained insight into myself in terms of needing to get really serious about making decisions and planning my life so that I make things happen versus waiting for them to happen."

"It was an uplifting environment that celebrated the achievements and possibilities for women."

Photo Gallery: Grit + Grace Day 2019

Meet the Event Founder

Cheryle Jackson

CEO and Founder of Grit+Grace, The Movement

Cheryle Robinson Jackson’s career has been marked by many firsts, spanning international business, civil rights, politics, government, not-for-profit, and the media. Jackson is CEO and Founder of Grit+Grace, The Movement, a women’s empowerment, coaching and media company she founded in 2018. Until 2019, she served as a senior aviation executive at AAR, and a rare woman of color in this position, Cheryle is a real go-getter. Prior to joining AAR, she ran for President Barack Obama’s vacant U.S. Senate seat in 2010 after serving as the first female president and CEO of the Chicago Urban League.

In her intimate TEDx Talk “Grit and Grace,” Cheryle validates the career trajectories of go-getters like herself but also implores women to self-advocate and practice grace, love in action toward self, as a sustainable model of success. The overwhelming response led Cheryle to consider ways to serve women on a broader scale. Hence, Grit + Grace Day and were born. Cheryle wants to provide accessible and affordable coaching to all women ready to live out their best lives.

Those in need of financial assistance to attend Grit + Grace Day can apply  for one of a limited number of scholarships.

Meet the Grit+Grace Keynote Speaker


Mary Dillon

Ulta Beauty CEO

A proud Chicago native and CEO of Ulta Beauty since 2013, Mary Dillon has strategically driven the beloved beauty retailer to achieve record breaking sales and profits, recently earning the company a place on The Fortune 500 list. Fortune Magazine also named Dillon No. 5 on its 2017 Business Person of the Year 
top 20 listing.

Meet the Grace Ambassadors

Carol Anne Been

Partner at Dentons

Becky Carroll

President and CEO of C-Strategies

Kris Christian

Founder Chicago French Press / FAME Enterprise

Rita Sola Cook

Midwest Region Executive Global Commercial Banking, Bank of America Merrill Lynch

Regine Corrado

Partner, Baker & McKenzie LLP

Alicia Driskill

Founder & CEO, EvolveHer

Ana Dutra

Former CEO of Executives' Club of Chicago

Bela Gandhi

Founder, Smart Dating Academy

Julie Hightower

Host of A Better Day With Julie

Laura Holloway


Patricia Brown Holmes

Managing Partner at Riley Safer Holmes & Cancila LLP

Robin Kelly

U.S. Congresswoman, 2nd Congressional District of Illinois

Lisa Killeen

Sales Leader @Linkedin and Director of Changemaker Chats Chicago

Connie L. Lindsey

Executive Vice President, Northern Trust

Gina Marotta

Career Coach & Spiritual Guide

Consuelo Martínez-Quattrocchi

Villa Graziella Organic, Partner.

Dr. Suzet McKinney

CEO Executive Director, Illinois Medical District

Michelle McKissack

School Board Commissioner, Shelby County Schools, TN

Dorri McWhorter

Chief Executive Officer, YWCA of Metropolitan Chicago

Donna Miller

Cook County Commissioner, 6th District

Lucy Moog

43rd Ward Democratic Committeeman

Maria Pinto

Founder and Creative Director of M2057 by Maria Pinto

Kalli N. Rimikis-Kerr, MA, LMFT

Therapist and Founder of City Therapy Center

Dr. Dilara Sayeed

Educator and Founder & CEO of vPeer

Sheryl Schulze

Principal at Gensler

Laura Sutphen

Global Head of Social Purpose at Golin

Anna Valencia

Chicago City Clerk

Melody Winston

Director of Aviation for Golden Eagle Aviation


Sponsor and Partner