Jenn Sherman Tour Dates Announced: Unmissable Dear FoundHer Events in Atlanta and Roslyn This Month
The Jenn Sherman tour dates are here, and if you are a woman in your 40s, 50s, or beyond, these are two evenings you will not want to miss. Peloton instructor Jenn Sherman and her longtime best friend Pam Sunshine, known across social media as Sunny, are hitting the road this April as part of the Dear FoundHer… on Tour with Sunny + Jenn series. Together, they are bringing their signature humor, honesty, and heart to two intimate live events designed specifically for women navigating their post-40 pivots.
If you have followed their viral rise on TikTok or watched them launch the Sunny and Jenn lifestyle brand and podcast, you already know this duo brings a rare combination of authenticity and fun to everything they do. These events are the next chapter in that story, and they are happening in person this April.
The Jenn Sherman tour dates make stops in Atlanta, Georgia on April 16 and Roslyn, New York on April 22, with both events running from 7 p.m. to 9 p.m. Each evening is moderated by Lindsay Pinchuk, founder of the Dear FoundHer lifestyle brand and podcast, and promises an unfiltered conversation about navigating life’s biggest changes with humor and grace.
What to Expect at the Jenn Sherman Tour Dates
These Jenn Sherman tour dates are structured as intimate conversations tailored specifically for women 40 and older who are navigating major life transitions. Unlike traditional fitness events or panel talks, the evenings blend storytelling, real talk, and practical wisdom on the topics that matter most to this group.
The agenda covers a wide range of subjects including health and wellness strategies for midlife, style and beauty, career pivots and reinvention, family dynamics, and the physical and emotional realities of perimenopause and menopause. Jenn and Sunny bring their trademark blend of relatability and humor to what can often feel like taboo territory, making the conversations feel both accessible and genuinely fun.
Both events are also designed with busy women in mind. The promise? You will be home and in bed by 9:30 p.m. It is a clever and refreshing touch that speaks directly to the audience these evenings are built for.
The Dynamic Duo Behind the Tour
You cannot talk about these events without talking about both women equally, because that is exactly the spirit they bring to everything they do together. Jenn and Sunny have been best friends for nearly four decades, and their chemistry is the foundation of what makes this tour so appealing.
Sunny, a 30-year veteran of the fashion industry, brings her expertise in style and her sharp eye for life’s finer details. Jenn brings her years of coaching, community-building, and the kind of straight-talk that Peloton riders have loved for over a decade. Together, they are greater than the sum of their parts, and that is exactly what makes a night with them so worth showing up for.
If you want a taste of what to expect before you go, Jenn has also been a guest on the Dear FoundHer podcast itself. The Clip Out covered her appearance in episode 268, where the episode was fittingly titled “JFDI: Motivating Yourself to Just F*ing Do It.” That is very much on brand for JSS, and it gives you a real preview of the kind of candid, no-nonsense conversation you can expect at the live events.
Jenn and Dear FoundHer: A Relationship That Goes Way Back
This tour is not a first for Jenn and Lindsay Pinchuk. The two have a friendship that long predates these live events, and Jenn has appeared on the Dear FoundHer podcast multiple times over the years.
Her first appearance in July 2022, the episode fittingly titled “JFDI: Motivating Yourself to Just F*ing Do It,” became the most downloaded episode in the podcast’s history. The Clip Out noted her appearance at the time, pointing out that it was a rare chance to hear from JSS outside of the Peloton studio — and that she was exactly as real and funny as her riders always knew her to be. You can read more about that in The Clip Out’s episode 268 coverage.
She returned to the Dear FoundHer podcast in 2023 for a follow-up conversation about overcoming social media insecurities, keeping things just as candid and relatable as the first time around.
Then in 2024, Jenn came back again alongside Sunny for a two-part series, “TikTok’s 50-Something Sensation, SunnyandJenn Tells All,” where the duo talked about their unexpected rise to social media fame and what it really looks like to build something new in your 50s.
In other words, the connection between Jenn, Sunny, and Lindsay Pinchuk is genuine and well-established. These live events are a natural extension of conversations that have been building for years.
Why the Jenn Sherman Tour Dates Matter for the Peloton Community
While Sherman is best known for her dynamic Peloton cycling classes and her role as Peloton’s first instructor since 2013, the Jenn Sherman tour dates highlight her growing influence as a lifestyle voice and advocate for women’s wellness well beyond the bike.
Sherman has been open about her own experiences with aging, identity, and the importance of community. Her platform, The Back Nine Era, centers on the idea that your 50s are not a winding down but a stepping into. A recent podcast appearance on Bright Side Up captured exactly that spirit, and these live events bring that same energy into a room with real people.
For Peloton community members, especially those in the 40-plus demographic that Jenn and Sunny specifically target, the Jenn Sherman tour dates represent something meaningful: a chance to connect with the instructor in person and have deeper conversations about health, identity, and life beyond fitness.
How to Get Tickets for the Jenn Sherman Tour Dates
Tickets for both Jenn Sherman tour dates are available now through Eventbrite. Spots are expected to fill quickly given the niche appeal and limited capacity of these intimate gatherings.
Atlanta, GA: April 16, 7 p.m. to 9 p.m. | Available via Dear FoundHer Eventbrite
Roslyn, NY: April 22, 7 p.m. to 9 p.m. | Available via Dear FoundHer Eventbrite
For more information about the Dear FoundHer events, visit dearfoundher.com/tour.
JSS and Sunny: A Friendship Worth Showing Up For
What makes these Jenn Sherman tour dates feel different from the usual wellness event circuit is the relationship at the center of them. Jenn and Sunny are not co-hosts performing a role. They are two women who have been through college, marriage, kids, careers, and everything in between together. That depth of friendship is exactly what the Dear FoundHer audience is hungry for, and it shows up in everything they create.
The authenticity that Peloton riders have loved for over a decade is the same quality that makes these events worth traveling for. As The Clip Out has covered over the years, JSS is someone who genuinely remembers names, stories, and the people behind the leaderboard handles. Pair that with Sunny’s warmth and style expertise, and you have an evening that feels less like an event and more like a really good conversation with two friends who happen to know a lot about living well after 40.
If you are in the Atlanta or Roslyn area this month, this may be your rare chance to spend an evening with two of the most genuine voices in the midlife wellness space. Will you be grabbing your seat before they sell out?
The Clip Out is an independent Peloton news site with reporting, analysis, and community insights. We deliver breaking updates, feature reporting, and expert context on the stories driving the community and the industry.
Our weekly podcast offers deeper conversation and perspective, and you can find us on Apple Podcasts, Spotify, iHeart, TuneIn, and YouTube Music. You can also follow us on our socials on Facebook, Threads, Instagram, BlueSky, and YouTube.
See something in the Peloton universe that you think we should know? Visit us at theclipout.com and submit a tip.
About the Author: Jen Kern
Latest Podcast
Subscribe
Keep up with all the Peloton news!
