For those interested in starting or expanding
their business.
Get to Know the Speakers
Erika Sinner
Erika Sinner is a multi-eight-figure founder, bestselling author, and sought-after speaker redefining what it means to lead with empathy and impact. She is the Founder and CEO of Directorie®, one of the world’s fastest-growing and award-winning medtech agencies, supporting bringing medications to market and impacting over 100 million lives. Recognized twice on the Inc. 5000 list of America’s fastest growing private businesses, Directorie has become a trusted strategic partner for life science organizations under her leadership, blending operational excellence with a culture rooted in purpose, innovation, and humanity.
As the Chief Empathy Officer of TinySuperheroes®, Erika channels her success toward social good, leading a global charitable organization that is on track to empower 5 million kids in the next five years who are chronically and terminally ill to see themselves as strong, courageous, and capable. Through superhero-themed programs in hospitals and homes around the world, she is transforming the way children and families experience care.
A bestselling author of Pets Are Family, Erika is also a respected voice on leadership, culture, and the power of empathy in business. Her work has been featured across major media and stages, inspiring audiences to redefine success. Erika Sinner is not only a visionary entrepreneur; she is a trailblazer who represents that anything is possible, no matter where you begin.
Rosemary Calcese
Rosemary Calcese is a veteran, entrepreneur, and real estate attorney who understands the power of being in the right rooms. With more than fifteen years of experience in real estate law, she has represented Fortune 500 companies, national firms, contractors, and residential clients—learning firsthand how access, relationships, and proximity shape opportunity.
In 2025, Rosemary led and closed the third-largest commercial real estate deal in Tennessee history, a milestone made possible through strategic partnerships and trusted networks. As the founder of Transformation Title & Escrow, she built her company to give her local community the same access and options typically reserved for large firms.
Beyond business, Rosemary mentors other entrepreneurs, invests in real estate, and serves her community through veteran advocacy, nonprofit leadership, and pro bono legal work—believing that true success comes from opening doors and helping others step into rooms where growth happens.
Sarah Whitaker
Sarah Whitaker is the CEO and owner of Williams Advertising, a full-service marketing agency, and branded merchandise agency, The Branded Things. With a background in corporate marketing, she helps businesses stand out through creative strategy, compelling content, and distinctive branded merchandise.
Her leadership has earned national recognition, including a spot on the 2025 Inc. 5000 list of America’s Fastest-Growing Private Companies and the Distributor Community Champion Award from commonsku. She has also been named a Powerhouse Woman of Promo and one of the Promotional Products Association International’s “Online 18.”
Beyond her business, Sarah serves on the Kentucky Chamber of Commerce Board of Directors. She holds both her MBA and undergraduate degree in marketing from Murray State University, and when she’s not working, she and her husband Phillip enjoy renovating properties, though her favorite role is being mom to their 9-year-old daughter, Ellery.
Eric D. Coleman
Eric D. Coleman is a retired business executive with over 25 years of corporate experience in engineering, sales, marketing, business development and general management. He has over 25 years of experience as an entrepreneur.
He earned bachelor’s and master’s degrees in engineering from the University of Kentucky and the Georgia Institute of Technology, and a Master of Business Administration degree from Northwood University. He also has an Honorary Doctor of Laws degree from West Virginia State University. Eric and EDC Financial have been in partnership with Planters Bank for its a Wealth Builder program since April 2021.
Eric has been married to his wife and business partner, Joan W. Coleman, for 26 years. They have two adult sons – Johnnie and Eric Christopher.
Chris Wooldridge
Planters Bank Experts
Landan Stallons: VP Commercial Banking
Landan Stallons is Senior Vice President of Commercial Banking at Planters Bank, where he brings a strong foundation in finance, customer service, and business strategy to his role. He holds an MBA from Murray State University and a Bachelor’s degree in Finance from Western Kentucky University. Prior to his current role, Landan gained experience across various banking functions, including commercial credit analysis. In addition to his work in banking, he has experience in retail and automotive sales through his family’s business and stays active in the community though various roles such as: President of the Hopkinsville Rotary Club, Chair Elect/Finance Chair for the Christian County Chamber of Commerce, and Past President of the Christian County Agribusiness Association. As of 2026, he has served in commercial banking leadership at Planters Bank for over 10 years, helping support business clients and economic growth in the region.
Kelley Workman: President
Kelley Workman is President of Planters Bank, where she provides strategic leadership and direction for the organization while supporting community and economic growth in Western Kentucky and Clarksville, Tennessee. Prior to her current role, she served as Executive Vice President and Chief Credit Officer. A native of Hopkinsville, Kelley graduated from the University of Kentucky with a B.B.A. in Finance and Marketing and also attended the Graduate School of Banking of the South at LSU. She is active in community leadership roles, including serving as Chairman of the Hopkinsville Surface and Stormwater Utility and holding leadership positions with the Jennie Stuart Medical Center Board of Trustees and the Kentucky Chamber of Commerce. Outside of her professional work, Kelley and her husband, Tim, are involved in their community and family activities.
Patrick Wilkinson: VP Commercial Banking
Patrick Wilkinson is Vice President of Commercial Banking at Planters Bank, where he supports business clients and community growth. He joined Planters Bank in September 2021, bringing experience in public accounting with KPMG and corporate accounting with Paladin Capital. Patrick earned his Bachelor’s degree in Accounting from the University of Tennessee in 2012 and his Master’s degree in Accountancy from Samford University in 2014. Outside of work, Patrick serves as a board member for Replant Clarksville and the Clarksville Rotary Club, an investment committee member for the Austin Peay State University Foundation, and a Deacon at First Baptist Church. As of 2026, he has been with Planters Bank for 5 years.
Sydney Myers: Assistant Marketing Director
Sydney Myers is the Assistant Marketing Director at Planters Bank, where she supports marketing strategy, communications, and community engagement initiatives. She holds a bachelor’s degree in Business Marketing from Austin Peay State University and brings a strong background in finance, marketing, and brand development. Sydney is passionate about the local community and is actively involved in volunteer work throughout Clarksville, supporting organizations and initiatives that strengthen the region.
