What You Can Expect


A unique experience.
An inclusive, vibrant and safe environment for women to feed your ambitions and your soul. Access game-changing coaches, power-networking, rock star women leaders, master classes, self-care experts, pamper party, and more!

Gain confidence and a game plan.
Onsite professional and personal coaching.

Connect, network and get inspired.
Hear from and network with dynamic women leaders from across industries like keynote speaker Mary Dillon, CEO of Ulta.

Activate your superpower: Grace.
Learn how to be a grace practitioner through self-care, self-compassion and self-acceptance in an inclusive, safe environment.

Meet the Event Founder


Cheryle Jackson

AAR, SVP Global Business Development

Cheryle Robinson Jackson’s career has been marked by many firsts, spanning international business, civil rights, politics, government, not-for-profit, and the media. 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 vacantU.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 CheryleJackson.com 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 Speaker


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 Our Grace Ambassadors




*Scholarships Available


**Must be under 30 to qualify


WHAT’S INCLUDED: Admission - Lunch - Access Game-Changing Coaches -  Plug into Power Networks
Insight from Rock-Star Women Leaders  Tools on Your Well-Being - Pamper Party

A little Grace for Those in Need. Cheryle knows firsthand that access to coaching and conferences is not within reach of everyone. All too often, coaching is provided to women only after they’ve reached the C-Suite. Cheryle wants to ensure that women at every level of their careers has access to quality coaching services and to hear from hugely successful women.

With this in mind, Cheryle is offering scholarships to a limited number of applicants who want to attend Grit + Grace Day and are in need of a little extra grace. Apply here for an opportunity to receive a reduced conference ticket. Scholarship** Price: $149 (Regular price $249)

Grit + Grace Day is a career development and leadership conference that adds value to you and your company. For your assistance, we have provided a Sample Letter to Employer that may aid in getting your company’s approval.

*Scholarships are limited in number and available based on need.


**You must be under 30 to qualify for the Early Career Registration

Still have questions? Hope these FAQs help.

Grit + Grace Day will take place at a private venue in downtown Chicago. Location details will be given after purchasing tickets.

Grit + Grace Day is a professional and personal development resource for women to inspire confidence and self-advocacy, and equip them with a game plan to be successful at work and in life.

Grit + Grace Day is also an extraordinary opportunity for women to learn how to practice grace with themselves through self-care, self-compassion and self-acceptance to unleash their full potential. Studies have shown that employees who have a better work-life balance are happier and more productive at work.

Early-career and Mid- to senior-level professionals, C-level executives, decision makers, HR officers, and diversity officers.

Yes, we suggest you seek sponsorship from your employer. Grit + Grace Day is a career development and leadership conference that adds value to you and your company.

The registration fee includes the breakouts, conference materials, lunch, after party, entertainment and access to game changing coaches.

To become a Sponsor of Grit + Grace Day, please email Gina@cherylejackson.com. For general inquiries not related to sponsorship, please email gritngrace@cherylejackson.com.