How We Connected

Rolling with Intent: Brandon DesJarlais, Co-Founder, Vibe Ride

51 min · 21. apr. 2026
episode Rolling with Intent: Brandon DesJarlais, Co-Founder, Vibe Ride cover

Description

More members isn’t always better Charlotte Massey and Aaron Hurst open How We Connected by reflecting on building community with the right goals, the importance of fun and resonance over sheer scale, and recent experiments in connection. This week’s interview is with Brandon DesJarlais, a world-renowned longboarder, based in Los Angeles and co-founder of Vibe Ride. He shares how a middle-school incident led him to leave a destructive friend group and how longboarding helped him face his fears. During COVID, DesJarlais shifted from competitive riding to teaching online tutorials and hosting free clinics that grew into a community of 700 active members. He describes Vibe Ride’s mission, leadership model, rituals, intentions, icebreakers, and “surprise and delight” rolling dance-party rides. A key insight? He argues that more members isn’t always better. Enjoy! 00:00 Introduction 14:22 Brandon DesJarlais: Early Life and Masking Authenticity 16:12 The Turning Point: Friends, Family and Diverging Paths 19:21 Wrestling, Skating and Facing Fears 24:33 Viral Tutorials and the Birth of Vibe Ride 27:42 What a Vibe Ride Looks Like  37:43 Sustainability, Identity and Vision for the Future 47:49 Reflections --- How We Connected explores the conversations that power communities across the United States. Aaron Hurst and Charlotte Massey share what they’re building at the US Chamber of Connection and speak with leaders whose work strengthens local connection. Episodes offer human stories, practical insights, and ideas you can use in your own community. Aaron Hurst, Co-Founder of the US Chamber of Connection, is a longtime entrepreneur focused on purpose and community. He founded Imperative and the Taproot Foundation and wrote The Purpose Economy. Charlotte Massey, Co-Founder of the US Chamber of Connection, leads community programs nationally. A Forbes 30 Under 30 honoree and former organizer and founder, she works at the intersection of civic life and entrepreneurship. Connect with Us www.chamberofconnection.org [https://www.chamberofconnection.org/] Brandon DesJarlais, Co-Founder, Vibe Ride Brandon is a professional longboarder, coach, and community builder based in Venice Beach. He has competed across disciplines from downhill racing to longboard dancing, skated in 26 countries, and once stunt-doubled for Vin Diesel in xXx: Return of Xander Cage. In 2021 he founded Beyond the Board, a Los Angeles 501(c)(3) using skateboarding to build confidence and connection. Its flagship program, Vibe Ride, is the weekly sunset group ride he co-founded in Santa Monica and Venice Beach that now counts 700 active members and has been profiled by the LA Times. Brandon teaches community-building through his 4C's Framework. Vibe Ride www.heylo.com/blog/brandon-desjarlais-and-vibe-ride-la Heylo https://www.heylo.com [https://www.heylo.com/] Heylo is a community-management platform built for real-world groups of every kind, giving leaders a clean, branded home base to run events, manage members, communicate clearly, and handle payments without friction. It brings scheduling, RSVPs, waivers, announcements, topic-based chats, and membership tools into one place so clubs, teams, and interest groups can stay organized and connected without the noise of traditional social platforms. ---------------------------------------- Hosted on Acast. See acast.com/privacy [https://acast.com/privacy] for more information.

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26 episodes

episode Power of Play: Vanessa Elias, Block Party USA artwork

Power of Play: Vanessa Elias, Block Party USA

Hosts Charlotte Massey and Aaron Hurst of the US Chamber of Connection open with Memorial Day week updates, including Charlotte's 22-hour Colorado-to-Seattle drive spent talking and listening to Gone Girl and Aaron's bittersweet last hurrah weekend with his son before graduation. This week at the Chamber, there's Seattle's Connection Council, Bellevue workshops, Best Day Ever, and a Workday symposium in San Francisco. This week's guest is Vanessa Elias, who shares how moving 28 times across four countries shaped both her loneliness and her connection skills, including the pivotal moment when neighbors showed up after her infant brother died. She links rising youth anxiety, depression, and behavioral issues to over-scheduled lives and the loss of free play and makes the case that block parties build the village families need while restoring everyday civility through face-to-face contact. Vanessa offers practical tips for hosting block parties and challenges Charlotte and Aaron to publicly commit to throwing neighborhood gatherings this summer. 00:00 Introduction: Catch and Chamber Events 11:06 Vanessa Elias: Block Party USA 11:55 Growing Up Always Moving 16:30 Kids' Mental Health and Free Play 22:49 Block Party Tips: How to Start 26:15 Block Party Therapy with Aaron 35:05 Vanessa's Vision and Resources 43:22 Closing Reflections --- How We Connected explores the conversations that power communities across the United States. Aaron Hurst and Charlotte Massey share what they’re building at the US Chamber of Connection and speak with leaders whose work strengthens local connection. Episodes offer human stories, practical insights, and ideas you can use in your own community. Aaron Hurst, Co-Founder of the US Chamber of Connection, is a longtime entrepreneur focused on purpose and community. He founded Imperative and the Taproot Foundation and wrote The Purpose Economy. Charlotte Massey, Co-Founder of the US Chamber of Connection, leads community programs nationally. A Forbes 30 Under 30 honoree and former organizer and founder, she works at the intersection of civic life and entrepreneurship. Connect with Us www.chamberofconnection.org [https://www.chamberofconnection.org/] Vanessa Ellias, Block Party USA Vanessa Elias is a mental health activist, certified parent coach, and founder of Block Party USA, a nonprofit working to bring block parties to every neighborhood in America. Having moved 28 times in her life, she understands firsthand what loneliness costs and what neighborhoods can heal. After her 2018 Big Block Party Weekend in Wilton, Connecticut drew 1,200 residents to roughly 40 parties, she founded Block Party USA in 2023, and the initiative has since reached 46 states and five countries. She is also a speaker for The Aspen Institute's Weave Social Fabric Project, a NAMI parent support group facilitator, and founder of the coaching practice Thrive With A Guide. Connect with Vanessa blockpartyusa.org [blockpartyusa.org] Heylo www.heylo.com [https://www.heylo.com/] Heylo is a community-management platform built for real-world groups of every kind, giving leaders a clean, branded home base to run events, manage members, communicate clearly, and handle payments without friction. It brings scheduling, RSVPs, waivers, announcements, topic-based chats, and membership tools into one place so clubs, teams, and interest groups can stay organized and connected without the noise of traditional social platforms. ---------------------------------------- Hosted on Acast. See acast.com/privacy [https://acast.com/privacy] for more information.

Yesterday49 min
episode The Trail Ahead: Jen Loving-Wade, President, Girls Who Hike Virginia artwork

The Trail Ahead: Jen Loving-Wade, President, Girls Who Hike Virginia

Hosts Charlotte Massey and Aaron Hurst of the US Chamber of Connection discuss Charlotte's 24-hour screen-free experiment from a cabin in Colorado, reflecting on our technology addiction. Meanwhile, Aaron enjoyed a trip to Coney Island as a model of authentic, locally rooted connection. And the idea that you can throw a celebration for almost anything. This week at the Chamber, there's Seattle's Connection Council, an arts and culture club fair, and the upcoming Best Day Ever event. This week's guest is Jenn Loving Wade, who shares how she went from a socially isolated newcomer in the DC area to co-founding Girls Who Hike Virginia, a 501(c)(3) nonprofit that grew from a 2,000-person Facebook group to a statewide community, powered by a volunteer board and roughly 90 ambassadors hosting hundreds of hikes a year. 00:00 Introduction and Chamber Updates 16:52 Jenn Loving Wade: Girls Who Hike Virginia 19:23 From 2,000 to 35,000 Members 20:23 Secrets to Growing a Community 23:17 Ambassador Events and Programming 24:54 Jenn's Personal Hiking Journey 29:24 Building an Authentic Brand 35:21 Nonprofit Structure and Future Vision 42:58 Reflection --- How We Connected explores the conversations that power communities across the United States. Aaron Hurst and Charlotte Massey share what they’re building at the US Chamber of Connection and speak with leaders whose work strengthens local connection. Episodes offer human stories, practical insights, and ideas you can use in your own community. Aaron Hurst, Co-Founder of the US Chamber of Connection, is a longtime entrepreneur focused on purpose and community. He founded Imperative and the Taproot Foundation and wrote The Purpose Economy. Charlotte Massey, Co-Founder of the US Chamber of Connection, leads community programs nationally. A Forbes 30 Under 30 honoree and former organizer and founder, she works at the intersection of civic life and entrepreneurship. Connect with Us www.chamberofconnection.org [https://www.chamberofconnection.org/] Jenn Loving Wade, Girls Who Hike Virginia Jenn is co-founder of Girls Who Hike Virginia, a volunteer-runnonprofit that helps women and people who identify as women find community, confidence, and education in the outdoors. Her path into community building was almost accidental: after moving from Florida to the Washington, DC area, she felt the social isolation that so many people experience in a new place, and in 2021 she answered a Facebook post asking for help reviving a dormant hiking group. As someone who already spent her working days in social media and brand strategy, she figured she was online anyway, and she stepped in to help admin the group. Under her and the founding team's stewardship, the Facebook community grew from around 2,000 members to roughly 35,000, and the nonprofit was formally established six months later in 2022. Today Girls Who Hike Virginia runs on a small volunteer board and a network of nearly 90 ambassadors across the state, who together hosted almost 300 events in 2025. Jenn built the brand to be deliberately human-centered rather than another logo people scroll past, anchored in a teal palette and a Blue Ridge Mountains logo, and grounded in a culture where people do not have to perform to belong. Connect with Jenn www.gwhva.org [www.gwhva.org] Heylo www.heylo.com [https://www.heylo.com/] Heylo is a community-management platform built for real-world groups of every kind, giving leaders a clean, branded home base to run events, manage members, communicate clearly, and handle payments without friction. It brings scheduling, RSVPs, waivers, announcements, topic-based chats, and membership tools into one place so clubs, teams, and interest groups can stay organized and connected without the noise of traditional social platforms. ---------------------------------------- Hosted on Acast. See acast.com/privacy [https://acast.com/privacy] for more information.

19. maj 202649 min
episode The Long Run: Rachel Bambrick, Founder, Women in Ultrarunning artwork

The Long Run: Rachel Bambrick, Founder, Women in Ultrarunning

Hosts Charlotte Massey and Aaron Hurst of the US Chamber of Connection discuss community-building efforts at the Chamber, including Charlotte’s Seattle Picnic Society, her involvement in women’s outdoor groups, and upcoming Chamber events. They reflect on takeaways from the Council on Foundations conference in Seattle, emphasizing funder interest in connection, a conference design that fostered relationship-building, and research on belonging during transitions. This week’s guest is Rachel Bambrick, who shares how dance, ultimate frisbee, and then Philadelphia running communities shaped her connection journey, leading to ultrarunning and her nonprofit Women in Ultrarunning, which builds chapters, provides education, offers grants, and supports women in a male-dominated sport. 00:00 Introduction and Host Updates 05:39 Council on Foundations Conference Recap 14:26 Welcome Rachel Bambrick 18:04 Rachel's Journey: Dance to Ultra Running 24:46 Hardest Races and Mental Resilience 29:36 Women in Ultrarunning: The Community Rachel Built 43:44 Advice for Community Builders 48:31 Reflection: Mission-Driven Communities --- How We Connected explores the conversations that power communities across the United States. Aaron Hurst and Charlotte Massey share what they’re building at the US Chamber of Connection and speak with leaders whose work strengthens local connection. Episodes offer human stories, practical insights, and ideas you can use in your own community. Aaron Hurst, Co-Founder of the US Chamber of Connection, is a longtime entrepreneur focused on purpose and community. He founded Imperative and the Taproot Foundation and wrote The Purpose Economy. Charlotte Massey, Co-Founder of the US Chamber of Connection, leads community programs nationally. A Forbes 30 Under 30 honoree and former organizer and founder, she works at the intersection of civic life and entrepreneurship. Connect with Us www.chamberofconnection.org [https://www.chamberofconnection.org/] Rachel Bambrick, Women in Ultrarunning Rachel is an ultramarathoner, UESCA-certified running coach, and the founder of Women in Ultrarunning, a nonprofit she launched in Philadelphia in January 2024 to bring more women into one of the most male-dominated corners of endurance sport. By day, she works as a pediatric occupational therapist, and her path to ultras began almost accidentally after she moved to Philadelphia in 2016 looking for community and started showing up to local run clubs. She has since logged multiple 100-plus-mile finishes, including Cocodona 250, the Divide 200, and the Javelina Jundred twice, and she currently holds the female unsupported FKT for Pennsylvania's Batona Trail. Women in Ultrarunning has grown from a local event series into a national nonprofit with chapters in Pennsylvania, New Jersey, Colorado, and Montana, organized around three pillars: in-person community, educational programming on everything from nutrition to wilderness first aid, and grants that lower the financial barrier to entry for women new to the sport. Rachel's vision is one where the work she does eventually becomes less necessary, because the trail running community has finally caught up to what women are capable of in it. Connect with Rachel womeninultrarunning.com [womeninultrarunning.com] Heylo www.heylo.com [https://www.heylo.com/] Heylo is a community-management platform built for real-world groups of every kind, giving leaders a clean, branded home base to run events, manage members, communicate clearly, and handle payments without friction. It brings scheduling, RSVPs, waivers, announcements, topic-based chats, and membership tools into one place so clubs, teams, and interest groups can stay organized and connected without the noise of traditional social platforms. ---------------------------------------- Hosted on Acast. See acast.com/privacy [https://acast.com/privacy] for more information.

12. maj 202659 min
episode Play Catch with Me: Ethan Bryan's Movement Built One Throw at a Time artwork

Play Catch with Me: Ethan Bryan's Movement Built One Throw at a Time

On this week's How We Connected from the US Chamber of Connection, hosts Charlotte Massey and Aaron Hurst kick off conference week at the Council on Foundations annual gathering in Seattle, where they're hosting a breakfast to make the case that connection is the next major frontier in philanthropy. They cover Charlotte's week in a Colorado cabin, an unexpected friendship struck up in a Pilates class, and Aaron's tequila-fuelled failure with balloon decorations for his son's 18th birthday. This week's feature interview is with Ethan Bryan, author of A Year of Playing Catch, who on January 1, 2018 was dared by his daughters to play catch every day for a year. He tells the story of how that single act unlocked a grassroots movement, why catch is uniquely human (it uses both sides of the brain at once, which lets the conversational gatekeeper drop), and the school mentee who had never held a glove. Aaron and Charlotte close the episode by going outside to play catch in an alley. 0:00 - Introduction 0:30 - Welcome and Conference Week 3:07 - Gifts, Outfits and Weekend Updates 12:56 - Introducing Ethan Bryan 16:11 - The Year of Playing Catch 28:15 - The Movement Grows 36:17 - Dreams for the Future 41:34 - Hosts Reflect on Playing Catch --- How We Connected explores the conversations that power communities across the United States. Aaron Hurst and Charlotte Massey share what they’re building at the US Chamber of Connection and speak with leaders whose work strengthens local connection. Episodes offer human stories, practical insights, and ideas you can use in your own community. Aaron Hurst, Co-Founder of the US Chamber of Connection, is a longtime entrepreneur focused on purpose and community. He founded Imperative and the Taproot Foundation and wrote The Purpose Economy. Charlotte Massey, Co-Founder of the US Chamber of Connection, leads community programs nationally. A Forbes 30 Under 30 honoree and former organizer and founder, she works at the intersection of civic life and entrepreneurship. Connect with Us www.chamberofconnection.org [https://www.chamberofconnection.org/] Ethan Bryan, Author and Storyteller Ethan Bryan is a Springfield, Missouri-based author and storyteller whose work centers on baseball, play, and the people who make community happen. On January 1, 2018, dared by his daughters at the dinner table, he set out to play catch with someone every day for a year. The experience took him across ten states and roughly twelve thousand miles, throwing a ball with public school teachers, veterans, journalists, nurses, entertainers, athletes from every level, and members of the All-American Girls Professional Baseball League. The resulting book, A Year of Playing Catch, was a Casey Award finalist and is now the seed of a quiet grassroots movement of people doing the same thing in their own cities. Ethan lost his hair to alopecia at age six and has often described that early experience of being on the margins as foundational to the way he approaches connection now. He works at Community Partnership of the Ozarks, where he uses catch to mentor students, and he is building a curriculum to train others to do the same. His writing has earned him invitations to the White House and the National Baseball Hall of Fame. He lives in Springfield with his wife Jamie and daughters Kaylea and Sophie, and still dreams of playing for the Kansas City Royals. Connect with Ethan ethanbryan.com [ethanbryan.com] Read the book: A Year of Playing Catch [https://www.ethanbryan.com/ayopc/] Heylo www.heylo.com [https://www.heylo.com/] Heylo is a community-management platform built for real-world groups of every kind, giving leaders a clean, branded home base to run events, manage members, communicate clearly, and handle payments without friction. It brings scheduling, RSVPs, waivers, announcements, topic-based chats, and membership tools into one place so clubs, teams, and interest groups can stay organized and connected without the noise of traditional social platforms. ---------------------------------------- Hosted on Acast. See acast.com/privacy [https://acast.com/privacy] for more information.

5. maj 202647 min
episode Party On! Evan Cudworth, the World's First Party Coach artwork

Party On! Evan Cudworth, the World's First Party Coach

Welcoming, Structure, and the Party Within On this week's How We Connected from the US Chamber of Connection, hosts Charlotte Massey and Aaron Hurst talk about a volunteer potluck party and brainstorming “National Welcome Week.” There's a recap on current work expanding partnerships and planning upcoming events. This week's feature interview is with Evan Cudworth, the world’s first “party coach,” who describes early connection through communal building, finding collective effervescence in raves, and defining a party as a temporary vibe shift with others. He outlines his “Party Within” process (detox, identity release, a 21-day wellness bender, tribe-building, hosting, and learning to receive) and offers tactics for inclusive events: roles, activity stations, clear structure, and guided dance instruction for a conference dance party. 00:00 Introduction and Welcome 02:12 Volunteer Party Recap 17:50 Introducing Evan, the World's First Party Coach 18:13 Evan's Early Experiences with Connection 21:45 Defining Party: The Temporary Vibe Shift 32:03 Creating Structure at Parties 40:48 The Party Within: Evan's 7-Stage Framework 44:35 Designing a Dance Party at a Conference 51:43 Reflection 54:42 Takeaways and the Bat Signal App --- How We Connected explores the conversations that power communities across the United States. Aaron Hurst and Charlotte Massey share what they’re building at the US Chamber of Connection and speak with leaders whose work strengthens local connection. Episodes offer human stories, practical insights, and ideas you can use in your own community. Aaron Hurst, Co-Founder of the US Chamber of Connection, is a longtime entrepreneur focused on purpose and community. He founded Imperative and the Taproot Foundation and wrote The Purpose Economy. Charlotte Massey, Co-Founder of the US Chamber of Connection, leads community programs nationally. A Forbes 30 Under 30 honoree and former organizer and founder, she works at the intersection of civic life and entrepreneurship. Connect with Us www.chamberofconnection.org [https://www.chamberofconnection.org/] Evan Cudworth, Party Coach Evan Cudworth is the world's first Party Coach, a Chicago-raised, Los Angeles-based coach and community builder helping people rebuild their social lives without numbing out or chasing nostalgia. After 15 years in the music, festival, and nightlife scenes, he pivoted to full-time coaching in 2020 and built The Party Within, a 7-stage method blending intention-setting, dopamine resets, and tools for authentic connection. He draws on eight years coaching elite college and MBA applicants, plus thousands of hours leading workshops and retreats. Evan founded KNOWFUN, a digital community mixing party culture and wellness, and his work has been featured in GQ, the Los Angeles Times, and the Washington Post, where he makes the case that connection is a skill worth practicing. Connect with Evan partycoach.me [https://partycoach.me/] Heylo www.heylo.com [https://www.heylo.com/] Heylo is a community-management platform built for real-world groups of every kind, giving leaders a clean, branded home base to run events, manage members, communicate clearly, and handle payments without friction. It brings scheduling, RSVPs, waivers, announcements, topic-based chats, and membership tools into one place so clubs, teams, and interest groups can stay organized and connected without the noise of traditional social platforms. ---------------------------------------- Hosted on Acast. See acast.com/privacy [https://acast.com/privacy] for more information.

28. apr. 20261 h 2 min