Chicago Team


Randy Kravitz, Executive Director brings a wealth of experience from successful careers in Fortune 500 companies, as well as small business where he is both an owner and consultant. After receiving his BS in Business Administration from Miami University (Ohio) and MBA at Xavier University, Randy worked in key international, product management/development, sales and executive management roles for General Mills Toy Division, American Greetings Corp. and United Stationers Supply Co.

Randy’s strong connection to international business stems from over 20 years setting up and managing operations throughout the Far East designing and sourcing, then selling consumer products into European, Scandinavian, Australian and North American markets. In addition, he has overseen the acquisition and management of a large corporate division in the Canadian market and directed the activities of a domestic startup into a $350 Million business. In 2006, Randy purchased a small consumer products business in the health and wellness space. He developed new products and marketing programs resulting in successful product placements in resort spas, health centers, day spas and salons across the US.

Randy joined 10KSB in November 2014. As Executive Director he oversees 10KSB Chicago’s outreach and recruiting; partnerships; curriculum delivery; business support services; and Alumni activities. Outside of 10KSB he is involved with his wife Jeannette in sponsorKIDS Charities, their 501c(3) involved in children’s cultural education and travel activities.

Nathan Stevens, Project Director has an extensive background in events management, fundraising, and grant writing. He joined 10KSB in 2015 as Project Coordinator and then spent almost 3 years as the site’s Director of Alumni Affairs. Nathan earned his bachelor’s degree in Media Arts from Columbia College Chicago. Prior to joining the 10KSB team, Nathan was most recently the Board Liaison at Center on Halsted. Other events and organizational experience derives from time spent with The Second City and Columbia College Chicago. In addition to being an award winning screenwriter, Nathan has aligned his career to work with companies and non‐profits whose missions work toward strengthening the economy and those who help the underprivileged communities in Chicagoland. In 2016 Nathan was named Windy City Times’ 30 Under 30 and in 2019 Nathan was featured in’s Leadership Spotlight.

Kristina M. Wynne, Outreach & Alumni Director has worked for a small business the last 9 years and brings a wealth of understanding for the needs of small business owners.  Her family owns the oldest compounding pharmacy in Chicago, 200 Pharmacy Inc.  Given the family business Kristina initially attended the University of Illinois in Urbana-Champaign for pre-pharmacy; however, 2 years into the program she decided to go and different route and graduated from Chicago State University with a Bachelor in Bioscience for Medical Physics Applicants.  This degree was acquired while working in her family’s pharmacy as a certified technician and a durable medical equipment specialist.  Kristina realized there were certain aspects of the business not fully being addressed, specifically business management and marketing & sales.  Kristina decided to go to graduate school in hopes of attaining that knowledge.  In December of 2013 she graduated with high honors with a Master of Public Health degree from The Benedictine University and received certificates in Health Education and Promotion, Health Management and Policy, and Grant-writing.

Kristina has used the knowledge she acquired through higher education to position her family’s business to work with major hospital systems in Illinois, private-owned health care organizations, and private-practice physicians.  Additionally, through her own business, The Wynners Club, she actively works with start-ups and small businesses; helping them grow through business development consulting.

She recently joined the 10KSB Chicago team and left 200 Pharmacy Inc. with the title of Director of Marketing/Sales.  She is excited to help business owners joining the program have a seamless on-boarding process; in addition to increasing the resource pool of partnering organizations for 10KSB Scholars and Alumni! Outside of work she enjoys spending time with her family, working with her church as a youth leader, volunteering with her sorority Delta Sigma Theta Inc., and traveling.

Monica Sanchez, Project Coordinator comes to us with an extensive nonprofit sector background experience. Previously, she has worked as a Loan Officer, where she provided financial and business analysis for loan approval. She has also served as an Entrepreneurs Advocate, Community Liaison, and Events & Outreach Coordinator.  Monica has over 10 years of experience working in various Latino nonprofits in Chicago’s Pilsen community. Prior to joining 10KSB, she was most recently working as a Community Liaison providing business resources to small businesses, as well as providing individual and group financial counseling.

Monica is passionate about helping small businesses grow and thrive and she had coordinated and executed major business expos, and business networking events.  Monica has earned her bachelor’s degree in Social Work from St. Augustine College Chicago.

Jaime headshotJaime Martinez del Rio, Business Advisor moved from Texas to Chicago at the end of 2011. Throughout his career, Jaime has advised businesses in various industries on how to grow domestically and internationally. He has been a business driver for large companies like 7-Eleven, Merrill Lynch and Coca-Cola, as well as within the boutique pharma marketing consulting field. Jaime is a strong relationship-builder who is passionate about all cultures, enjoys family, languages, friends and is an animal lover. Jaime received his MBA from Southern Methodist University.

DarrylDarryl Tolbert, Business Advisor completed undergraduate studies at Roosevelt University in Chicago where he was born and raised.  After receiving a Bachelor of Science degree in Chemistry, he worked for the Dow Chemical Company in Midland, Michigan in their polymer research laboratory. This was an ideal fit since Darryl had previously worked as a successful cooperative education student in chemistry, a major settled upon after exiting pre-med. After Dow, he transferred to Dowell Oil Field Services Company in Tulsa, Oklahoma to work in the oil industry. He holds patents issued and applied for in both the paper manufacturing and oil well servicing industries.

After 10 years he was ready for a career change and transitioned to the electronics/technology sector – an area he’d held a strong passion for since graduating high school with a certification in electronics. To make the change he earned a Master of Business Administration degree from the Ross School of Business of The University of Michigan and received additional executive training at the Tuck School of Business of Dartmouth College in Hanover, New Hampshire. He pursued this second career starting first with the Hewlett Packard Company in San Diego, California. He then moved to Apple, Inc. in Cupertino, California, before returning to HP in the silicon forest of Vancouver, Washington. He had various roles in these companies including Product and Marketing Manager, Customer Assurance Manager, Information Technology Manager and Operations Manager. Darryl returned to Chicago to become the Director of Business Development for the largest of the Chicago Transit Authority Credit Unions. He recently entered a doctoral program at Walden University focusing on Entrepreneurship.

Darryl is from a very large family and has used his hobby of photography to build a digital library of over 40,000 photos. In addition to family history, his photos catalog his other hobby, travel. He has traveled to nearly every state in the Continental U.S. as well as parts of West Africa, South America, Europe, Australia and Asia. One of his most rewarding community accomplishments was co-writing and performing a play based on the poem entitled “Stairs,” by Pulitzer Prize winning author Langston Hughes. Another of his community accomplishments is starting a jobs program to address the high jobless rate in a low income neighborhood in Chicago. Interestingly, Darryl used his training in chemistry to learn gourmet cooking. Ask him about his ‘strawberry champagne pie’ made with a crust from scratch. A dinner gathering of friends and family during any sports playoff season is one of his joys of life.

Anthony Sutton, Business Advisor holds an M.B.A from Purdue University Executive Program, with a focus in Strategic Management and B.S., in Accounting from Driehaus College of Business – DePaul University. A proven visionary and strategic leader that translates business strategies into maximum profits commensurate with the best interest of stakeholders, employees, and the public. An expert in developing strategic operational initiatives; and leading growth plan projects.  Anthony has held leadership positions at some of the Top Accounting & Management Consulting Firms in the World. Anthony has served as Chief Operation Officer and Chief Financial Officer for a large Federally Qualified Health Center; as well as Regional Manager for the largest health system in Illinois. ​In 2003, Anthony was nationally recognized with an “Outstanding Achievement Award” from Deloitte & Touché, and “Star Performance Award” from RSM McGladrey in 2004. His consistent performance earned him recognition among his peers and invitations to teach future business leaders, and advise small business owners at City Colleges of Chicago.


Rashid Carter, Lead Faculty and teaching Orientation, Mod 1- You and Your Business, Mod 8 – Being Bankable & Mod 9 – Growth to Action is a full-time faculty member at the City Colleges of Chicago, and teaches economics and business in the Business and Social Science Department’s at Harold Washington College. Prior to that he was the Chair of the Social Science Department at Olive-Harvey College. He is also returning to the classroom after spending the past year researching program offerings, as well as faculty and staff development, as part of the City Colleges’ Reinvention Initiative. Rashid is also a weekly contributor to WVON 1690 radio’s “Dollars and Sense” and “Urban Business Roundtable” programs and a recurring guest and host on the weekly WYCC-TV production “The Professors”. A native Chicagoan, he graduated from the University of Illinois at Champaign where he studied business economics. He later earned his graduate degree in economics from Washington University in St. Louis, where he was awarded the Chancellor’s Fellowship. Rashid was also a recipient of the 2009 NISOD Award for Teaching Excellence

RhondaDr. Rhonda Henderson, Mod 2 – Growth and Opportunity & Mod 6 – Markets and Marketing is a full-time faculty member at Olive-Harvey College, one of the City Colleges of Chicago, teaching in the Business Department. Rhonda has taught courses in accounting, marketing, business management and finance, at the undergraduate and graduate level. Currently, Rhonda serves as Mod Faculty for the Goldman Sachs 10,000 Small Businesses program and in this context she states…”Understanding the organization as a whole is critical to business success. To achieve a high level of business performance it is important to evaluate opportunities for growth. The Goldman Sachs 10KSB program will provide you with the necessary ingredients for optimizing operational effectiveness. For long lasting success, a business owner must be the champion of the organization by being a visionary leader and persistence. Mod 2 on Growth and Opportunity fosters creativity that can lead scholars to innovation, ideas, growth an opportunity”.  -Rhonda Henderson

Along with teaching, Rhonda operates a consulting firm that assists small business owners in strategic business planning and training. The firm has held sessions for entrepreneurs through SBA/SCORE, Chicago Urban League, local municipalities and chambers, and privately owned businesses. She is a licensed real estate managing broker in the state of Illinois and owns a real estate brokerage and property preservation company. Rhonda is a SCORE Mentor and the Workshop Chair for the SCORE Chicago Chapter. She has a BS in Accounting and Business Administration, a MBA in Finance, and is currently an Advance Doctoral Candidate of Business Administration.


Mark Yates, Mod 3 – Money and Metrics is a Continuing Education Lecturer for the City Colleges of Chicago Goldman Sachs 10,000 Small Businesses Program. He is currently serving as Adjunct Faculty in the Harold Washington Business Department. Mark Yates is also an Associate Vice President at the Safer Foundation located in Chicago.

Mr. Yates received his MBA from DePaul University, and his BSBA from Roosevelt University. His prior employment includes: Brinks Hofer Gilson and Lione (Intellectual Property Law Firm/Accounting Manager), Robert Morris College (Accounting Instructor), Baker and McKenzie (Law Firm/Manager of Accounting), Blatt, Hammesfahr and Eaton (Reinsurance Law Firm/Assistant Controller), Lovell White Durrant (Reinsurance Law Firm/Manager of Accounting), Bellows and Bellows (Law Firm/Controller), Federal Bureau of Investigation (FBI/White Collar Crime Squad – Financial Analyst) and University National Bank (Banking/Bank Officer).

Dr. Jacqueline Callery, Mod 4 – You are the Leader is currently engaged as a visiting professor for Harold Washington College teaching business; and professional development courses and as an instructor for Year Up teaching Data Analytics to opportunity young adults.

Dr. Callery stays active in her community by serving on several boards. As a working member of the Quad Community Development Corporation Board of Directors, she writes grants and engages small businesses in the community. Jacqueline previously owned a small business that focused on the management, analysis, and visualization of data. Recently, Jacqueline founded ETL Collaborative. ETL delivers customized presentations and training to help clients achieve desired educational and operational outcomes.

Dr. Callery has experience in higher education as an administrator and faculty member. She has served as a Director of Engineering Studies for Chicago State University, a Senior Director of Faculty Development for City Colleges of Chicago and an Associate Dean and Curriculum Chair for Robert Morris University Illinois. She teaches marketing, management, and higher education administration courses to undergraduate and graduate students. Her areas of research relevant to 10KSB include Services Marketing, Leadership, and Adult Learning. Jacqueline has worked for Leo Burnett U.S.A as an advertising manager and General Motors Corporation as a manufacturing engineer and quality assurance supervisor.

Dr. Callery earned her Bachelor of Science degree in Industrial Management from the Illinois Institute of Technology, her Master of Business Administration degree in Marketing from the University of North Carolina-Chapel Hill, and her Doctor of Education degree in Adult and Continuing Education from National Louis University.


Brandon Pendleton, Mod 5 – It’s the People is one of the newest members of the Harold Washington College Business department. Prior to re-joining City Colleges of Chicago, he was a Human Resources Business Consultant for Integrys Energy Group and also spent eight years as the Human Resource Manager for Harold Washington College. In that position, he was responsible for supporting approximately 895 employees. He was also responsible for the recruiting and hiring of faculty and staff, employee relations, collective bargaining agreement interpretation and enforcement, payroll, benefit administration and training. He was also a member of the HWC President’s Executive Council which was responsible for setting the strategic direction of the entire college. Brandon also actively chaired or served on seven different City Colleges and HWC committees which include: CCC 1708 FT Contract Negotiations, CCC 1708 PT Contract Negotiations, CCC 1708 Job Evaluation Committee, CCC Payroll System Selection Committee, HWC Service Excellence, HWC Male Mentoring, and HWC Graduation Committee.

In addition, Brandon was selected for the inaugural City Colleges of Chicago Leadership Institute and was a finalist for the Kathy Osterman Award which is an annual award given by the city of Chicago for recognition of superior public service. Brandon worked in HR for 18 years and began his career as an intern and ultimately a HR Associate for Ford Motor Company. He later worked in HR management positions at both Citigroup and Sears. Prior to joining Harold Washington College, he was the VP of Human Resources for the Boys & Girls Clubs of Chicago. Brandon received a Bachelor of Journalism from the University of Missouri-Columbia and received his graduate degree from the University of Illinois – Champaign/Urbana’s Institute of Labor and Industrial Relations.

Brandon is the consummate business professional with over twenty-five years of experience in the areas of engineering, banking, aviation, managerial consulting, and information technology. He is a tenured professor for the City Colleges of Chicago and currently serves as the Program Director for the Business and Computer Information Systems programs at Malcolm X College, one of the City Colleges of Chicago. In his role as Program Director, he is responsible for curriculum development and academic scheduling.

Dr. C. Adam Callery, Mod 7 – Operations & Processes Adam’s professional career prior to academia has included employment with several leading corporations: Dow Chemical Company, Pepsi-Cola, First National Bank of Chicago, United Airlines, and IBM. While at IBM he co-authored an article entitled Avoiding the Blues for Aviation Travelers published in the IEEE Computer Society Press. He has applied this combination of practical and academic experience into the formation of a real estate brokerage where he has participated as a partner for the past five years and a small business coaching practice. He has completed his doctoral studies at National Louis University where his research has focused on the use of performance data to enhance organizational effectiveness. He is active in a variety of civic and cultural organizations including the National Black MBA Association and National Society of Black Engineers. Outside of professional interests, he travels widely, reads, cycles, snow skis, and white-water rafts.

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