Board of Directors

Of course, our annual 5-day, all-expenses-paid journey to Walt Disney World is an unforgettable experience filled with laughter and magical moments. However, Disney is only the beginning of the connections we foster at Bert’s Big Adventure. Time and time again, Bert shares that he is most proud of the nearly 270 families we serve. Long after we return from the most magical place on earth, we provide year-round programming to continue the VIP moments and respites away from doctor’s visits and hospital stays.

Bert is inspired by the Bert’s Big Adventure children every day and counts each one of them as part of his family.

Beyond his roles at The Bert Show and Bert’s Big Adventure, Bert is the CEO & President of Pionaire, an intimate, independent, full-service network of extraordinary podcasting talent. In 2023, he published his book Listenable: The Content and Delivery System to Set Your Podcast Apart.

In his personal time, Bert loves sharing experiences with his sons, Hayden and Hollis, traveling, and prioritizing nutrition and body science.

Her involvement in the local community is a testament to her thoughtfulness and commitment to making a difference. She serves as Chairwoman of the Board of Bert’s Big Adventure and is heavily active in several organizations annually.

Kristin’s commitment to our families is unmatched despite her many passions, and her connection with each Bert’s Big Adventure kiddo is admirable. She has an undeniable talent for meeting our families where they are, making them feel seen, and going above and beyond to create once-in-a-lifetime moments.

In 2017, Kristin celebrated a significant milestone in her life, marrying her partner of 11 years, Bart. Their love and generosity were evident as they selflessly donated their wedding registry to Bert’s Big Adventure. The many gifts they received filled Bert’s Big Adventure bins, ensuring joy for years to come.

After two rounds of IVF treatment, the couple welcomed their precious son, Jimmy, in 2021.

In 2003, Cindy’s journey with the organization began when her brother, who had a prior connection with Bert Weiss, the founder of Bert’s Big Adventure, introduced her to Bert and his family. Hearing Bert’s story firsthand and witnessing his commitment to his mission inspired Cindy and sparked her desire to contribute to the mission.

Cindy has gone on to play various integral roles within Bert’s Big Adventure. In 2005, she graciously took on the crucial responsibility of organizing Disney-themed character volunteers and cosplay groups to attend organization events.

This role allows Cindy to add her signature touch of magic to the children’s experiences. Her continued goal is to enhance the experiences through the children’s eyes. In 2010, she officially joined the Fairy Godparent Volunteer Program, and today, she is the longest-serving volunteer in the program.

Additionally, as an original and founding board member, she has played an instrumental role in aiding the organization’s overall growth and vision. Currently serving as the secretary, Cindy actively supports the staff, enabling them to maximize their efforts for the children and families involved.

One of Cindy’s most cherished aspects of her involvement is witnessing the growth of the Bert’s Big Adventure community and the strong bonds formed amongst the families, which she believes is a testament to the success of the organization’s mission. Her dedication to Bert’s Big Adventure runs family-deep, as her husband is an avid cyclist and actively supports Bert’s Big Adventure through fundraising during cycling tours. Her children have also dedicated their time to the organization, acting as character volunteers for past events.

Cindy enjoys spending time with family, photography, traveling, and watercolor painting in her free time.

Ashley’s commitment to mentoring is a testament to her dedication to the growth and development of others. Her hallmark calming force and pragmatic advice are generously shared with junior professionals and leaders alike, fostering a culture of learning and growth.

In 2023, Ashley was awarded CFO of the Year by the Atlanta Business Chronicle.

In her personal life, Ashley supports many causes in her community, including serving as the Treasurer on the Board of Bert’s Big Adventure. She joyfully volunteers her time and energy to further our year-round programming and in service of our precious families.

Including her family in her philanthropic passion, Ashley makes it a point to show her two daughters the power of giving back by ensuring the family spends considerable time volunteering in their community.

As Executive Director, Molly’s responsibilities are diverse, requiring her to wear many hats while managing all aspects of our organization. But her primary role is to ensure that the team is doing everything they can to ensure that each Bert’s Big Adventure child gets spoiled with magical moments—whether it’s during the annual journey to Walt Disney World, the quarterly Family Reunion Adventures, or a Fairy Godparent visit.

Molly’s commitment to Bert’s Big Adventure extends to her entire family. Her precious family can often be found volunteering at our various fundraisers and programs. You can usually spot her husband, mom, dad, step-mom, sisters, or cousins at any of our signature events.

Outside of her professional life, Molly cherishes her sweet doodle-mutt, Tina, and enjoys spending time outdoors, especially on sunny days at the pool. She also loves exploring Atlanta’s vibrant restaurant scene, with La Grotta being a favorite spot for special occasions. Traveling is another passion of hers, and she is currently campaigning with her family to adopt a miniature cow, a testament to her adventurous spirit.