Our Story: Creating Authentic Community for Women in Midlife
Ever notice how every brand, event, and workshop seems designed for the under-40 crowd? We sure did.
That’s why Funderful Experiences was created. As women in midlife, we’ve reached a stage where meaningful social bonds matter more than ever – but they can also be harder to form.
Our mission is simple: to embrace this powerful life stage by creating spaces where women rediscover joy, purpose, and genuine connection.
Our events offer valuable, expert-led learning on topics that matter right now – navigating inner and outer midlife changes, wellness and personal development – all while fostering camaraderie through intentional activities designed to make meeting new people easier, more natural, and more likely to lead to lasting friendships.

Meet Cheryl Dillon: Certified Life Coach & Community Builder

Hi, I’m Cheryl Dillon, the founder of Funderful Experiences. As a woman navigating midlife, I understand firsthand both the challenges and opportunities this stage brings.
With a background in psychology, 15 years as a certified life coach specializing in life transitions, and training in event planning, I’m uniquely positioned to create remarkable experiences and meaningful community for women navigating midlife in North County San Diego.
When I moved to Carlsbad in 2018 after spending most of my life in New Jersey (where I mastered the art of saying exactly what I’m thinking) and five years in Chicago (Go Cubs!), I was surprised by how tough it was to find my people. I didn’t have a built-in community, and suddenly the midlife changes I was feeling weren’t just physical – they were emotional, too. I didn’t want surface-level conversations. I craved connection.
Funderful Experiences came from that longing – for depth, joy, and a place to drop the mask. I wanted to create something where women like us throughout Carlsbad, Encinitas, and the surrounding areas could gather, grow, and feel truly seen – where authenticity matters more than appearances, and conversations go beyond small talk to something nourishing and real.
My promise to you is simple: every Funderful Experience will be crafted to feel like an exhale. No judgment, no pressure – just insightful learning, honest conversation, and the kind of laughter that reminds you you’re not alone. You’ll show up as you are, and leave feeling more like yourself. I can’t wait to welcome you. Together, let’s make this chapter your most Funderful yet!
Local Community Commitment
I believe that true connection starts at home. After relocating to Carlsbad, I’ve made it a priority to engage with and support the incredible community around me. I’m proud to be an active member of the Carlsbad Chamber of Commerce, a local organization dedicated to supporting and growing small businesses, fostering connections, and strengthening the economic and social fabric of our community. Through my involvement, I have the privilege of collaborating with local entrepreneurs and community leaders throughout North County who share a passion for making this region thrive.


I’m also a member of the Woman’s Club of Carlsbad, a 100-year-old non-profit organization that unites women committed to community service and giving back to those in need. Through the Woman’s Club, I’ve witnessed firsthand the powerful impact of volunteer service and the deep bonds that are formed when individuals work together for the common good.
Additionally, I serve as a commissioner on the city’s Senior Commission and volunteer at the Carlsbad Senior Center, helping support and connect with our senior community. I also previously volunteered at Rancho Coastal Humane Society, where I contributed to animal welfare efforts in the area and where I adopted my dog, Wrigley. These roles allow me to contribute to North County in ways that align with my passion for building meaningful connections and making a positive impact.