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About Us

The Ditto Group is a multigenerational wealth management team committed to making our clients’ wealth a blessing and not a burden. Our work is our ministry, here we put our clients’ priorities first. This ensures they have a complete understanding of their current financial picture in an easily digestible format. Our process creates a comprehensive financial plan that is dedicated to helping families meet their financial goals for generations to come. Contact us today to explore a partnership with The Ditto Group.

Cathy DiMarco

Senior Client Specialist

859-514-0156

cdimarco@rwbaird.com

Cathy DiMarco is a Senior Client Specialist at Baird who has been part of the Ditto Group since 2015. Her goal is to provide clients with exceptional service and support while working attentively to anticipate their needs.

Cathy earned her bachelor’s degree in psychology from the University of Pittsburgh. She has over thirty years of experience in the financial services industry, and is a go-to resource for both clients and team members.

Cathy spends most of her time outside of work with her family. She enjoys cooking, gardening and entertaining.

Dale Ditto, CFP®, CRPC® 

Financial Advisor

859-514-6415

dditto@rwbaird.com

The leader of the Ditto Group, Dale is a Financial Advisor who joined the firm in 2009. He loves his work because he loves serving clients – and his mission is to help people meet their goals and realize true financial freedom.

Dale earned his bachelor’s degree in business administration from Oral Roberts University before graduating from law school at the University of Virginia. He also obtained a master’s degree in foreign affairs from the University of Virginia Graduate School. Prior to working in finance, Dale practiced law for 20 years as an estate attorney. In 2000, he began his career in wealth management – partnering with John McIntosh to form the McIntosh-Ditto Wealth Advisory Group. He came to Baird in 2009 and now partners with his two sons in their own practice. Dale is also both a CERTIFIED FINANCIAL PLANNER® and Chartered Retirement Planning Counselor®.

Outside of the office, Dale has previously served as a member of the Board of Trustees of Asbury Theological Seminary in Wilmore, Kentucky. He is also active in many other organizations within the Lexington community and beyond. He has played a pivotal role in organizing the Governor’s Prayer Breakfast and regularly attends the National Prayer Breakfast. In addition, Dale enjoys taking mission trips with his wife Louisa – where they have served in many countries. Dale and Louisa have been married for over 43 years and have five grown sons and nine grandchildren. Dale has also received recognition as a 2025 Forbes Best-In-State Wealth Advisor.

Jack Ditto, CFP®

Financial Advisor

859-514-0165

jditto@rwbaird.com

Jack Ditto, CFP®, QPFC, is a Financial Advisor at Baird and has been a member of the Ditto Group since 2015. He is committed to delivering sound investment guidance while partnering with clients throughout their financial lives. Jack prioritizes long-term relationships, taking the time to understand each client’s evolving circumstances so their financial plan remains aligned with their goals, values, and life story.

Jack earned his bachelor’s degree in political science from The Citadel in 2013. As a CERTIFIED FINANCIAL PLANNER® professional and Qualified Plan Financial Consultant®, he brings both technical expertise and a planning-focused approach to his work. As part of a multigenerational practice, Jack is driven to continue the legacy established by his father, Dale, by serving clients with consistency, care, and integrity for decades to come.

Beyond his professional responsibilities, Jack is actively involved in the community. He participates in local businessmen’s ministries and serves on the board of the Lexington Leadership Foundation.

Jack resides in Lexington with his wife, Dallas. They have one daughter, Daphne, and another on the way! In his free time, he enjoys hunting, fishing, falconry, and spending time outdoors.

 

Kim Norris

Client Assistant

859-514-6436

knorris@rwbaird.com

Kim Norris is a Client Assistant at Baird who joined the Ditto Group in 2015. She works to a high standard to help make clients’ experiences unique and memorable, and strives to both enhance existing client bonds and develop new relationships.

Kim earned her bachelor’s degree in political science and government from the University of Kentucky. Before coming to Baird, she managed a law firm in Lexington for over 12 years.

Outside of the office, Kim enjoys spending time with her three sons, cooking and traveling.

D. Stewart Ditto II, CFP®

Financial Advisor

859-514-6440

sditto@rwbaird.com

Stewart Ditto is a Financial Advisor at Baird and a member of The Ditto Group, having joined the team in 2019. Before transitioning to wealth management, Stewart served in the United States Marine Corps as an Officer and Naval Aviator. Today, he carries that same sense of responsibility and service into his work with clients. He believes that clear communication and trust are the foundation of every meaningful relationship.

Stewart earned his bachelor’s degree in business finance from Texas A&M University. Following his military service, he served as Executive Director of the Kentucky Aerospace Industry Consortium, where he supported the continued growth and development of the state’s aerospace sector. These experiences shaped his leadership perspective and strengthened his ability to help clients think strategically through the many complex life decisions affected by finances.

He is a CERTIFIED FINANCIAL PLANNER® professional and a Qualified Plan Financial Consultant®, bringing a disciplined, thoughtful approach to helping individuals and families align their financial resources with their long-term goals and values.

Outside of the office, Stewart remains active in the Lexington community through various nonprofits, ministries, and his involvement at Southland Christian Church. He is married to his wife Danon, who runs Purposeful Play Lex, a sensory exploration class for infants and toddlers. Together, they are raising their three children to be deeply rooted in faith and family activities.

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