Cassandra Lewis is the executive director for Christmas Every Day. In addition to this she is also an Actress, professional USA boxing judge, and philanthropist. Cassandra has always had a passion to be of service to those in need and stand up for people who cannot stand up for themselves When she saw a need for women, children, the elderly, and veterans, she created a non-profit to serve those communities. Growing up on the south side of Chicago has highlighted inequalities and areas of service that are in need of improvement.

Brazil Lewis-Boursaw is the treasurer of Christmas Every Day. She oversees needs for donations and researches what would help serve the communities that Christmas Every Day helps. With a background in communication and a passion for learning about others, she cares about helping others feel seen and appreciated. Seeing her mother, Cassandra, care for others all her life has taught her the importance of service.

At Christmas Every Day, Woodie is the Vice President of the organization, helping serve Chicago communities at all levels by preparing donations and delivering them. Woodie Lewis believes in the importance of helping others. It started with helping deliver groceries to the elderly in his teens and carried over into his career as a Marine and working in government. Helping the community, especially those who need it most such as children and the elderly has been at the forefront of his mind.