Callie’s Greatest Hits Collection Celebrates 5 Years at Peloton
57 Classes, 6 Categories, and a Five-Year Milestone Worth Celebrating
Callie’s Greatest Hits Collection is now live on Peloton, marking five years since Callie Gullickson joined the platform as a Strength and Cycling Bootcamp instructor. The collection brings together 57 classes organized into six categories, giving members a curated path through the full range of what she has built since day one.
Peloton has been marking five-year instructor milestones with dedicated Greatest Hits collections for some time now, and Callie Gullickson five year anniversary follows the same well-established pattern. The result is a lasting, searchable library that members can return to long after the anniversary moment has passed.

A Growing Peloton Tradition
Callie’s Greatest Hits Collection is the latest in a tradition Peloton has built around significant instructor milestones. The platform launched Bradley’s Greatest Hits Collection in March 2026 to mark Bradley Rose’s five-year anniversary. April brought two more: Mariana’s Greatest Hits Collection, honoring Mariana Fernández across her running, yoga, and Spanish-language catalog, and Kirra Michel’s Greatest Hits Collection, a 79-class cross-training library spanning her yoga, meditation, and mindful movement work. Each release follows the same format: a curated set of classes organized by category, built to surface the best of an instructor’s catalog in one accessible place.
Rather than a social media shoutout alone, these collections create a meaningful record of an instructor’s work that new members can explore from scratch and longtime members can revisit with context. Callie Gullickson five year anniversary arrives at a notably full-circle moment. She returned to live classes at Peloton Studios New York on June 17, 2026, following maternity leave after welcoming her daughter Codie Jean Howell in February. The collection landing now means members have both fresh live classes ahead and five years of her best work ready to dig into.
What Is in Callie’s Greatest Hits Collection
Callie’s Greatest Hits Collection contains 57 classes spread across six categories. The collection spans the full range of her teaching, including strength, Bike Bootcamp, cardio, and stretching. Here is a breakdown of what each section includes.
Greatest of All Time
This is the anchor category of the collection and the place to start if you are new to Callie’s catalog or want to revisit the classes that defined her tenure. The Greatest of All Time classes represent the community’s most-taken and most-loved sessions across her five years on the platform.
Top Artist Series
Callie has led a number of Artist Series classes over her career, and this category pulls the standouts into one place. Artist Series classes pair her coaching style with the catalog of a specific musical artist, making the music as much a part of the experience as the workout itself.
Top Strength
Strength is the center of Callie’s teaching identity at Peloton, and this category reflects that. Whether you are looking for full body, upper body, glutes, or core work, this section gathers the classes that have earned the most consistent praise from members over five years. If you have been away from her strength catalog, this is the right place to reenter it.
Top Bike Bootcamp
Bike Bootcamp is one of Callie’s signature formats, combining cycling intervals with off-bike strength work in a single session. This category collects the top Bike Bootcamp classes from her library, offering the kind of hybrid training that Peloton members have come to associate with her approach. If you want a full workout in one class, this is the category to start with.
Top Soundtrack Strength
Callie’s Soundtrack Strength format pairs dumbbell training with the music of a specific film or era, turning a strength session into something closer to an event. The Top Soundtrack Strength category in Callie’s Greatest Hits Collection highlights the sessions that landed best with members, including classes set to beloved movie soundtracks that became some of the most talked-about drops in her catalog. If you have ever taken a Legally Blonde or Mean Girls class, this is familiar territory.
Top Pop and 2000s
The final category leans into one of Callie’s most consistent musical through lines: pop and early 2000s music. Classes in this section are built around the playlists and energy that have made her one of the platform’s most reliably fun instructors to train with. If you are looking for a strength session with a playlist that actually makes you want to stay for one more set, this is where to go.
Five Years of Callie Gullickson at Peloton
Callie joined Peloton in 2021 and has built one of the platform’s most distinctive strength-forward teaching identities. Her catalog spans Strength, Bike Bootcamp, Cardio, and Stretching, reflecting a genuinely well-rounded approach to fitness. She is a lululemon brand ambassador, the author of a mocktail recipe book, and a consistent presence across both live and on-demand content at Peloton Studios New York. Over five years, she has developed signature formats like Soundtrack Strength that have earned their own community followings.

The Callie Gullickson five year anniversary arrives just weeks after she returned from her second maternity leave. Her return to live classes at Peloton Studios New York on June 17 means fresh content is back in the pipeline, and Callie’s Greatest Hits Collection gives members a natural way to track her journey from day one through everything that comes next. You can follow Callie at @calliegullickson.
For more on her return to the schedule and what she has shared about life as a mom of two, see Callie Gullickson Maternity Leave Ends with 5 June Classes. For background on her second pregnancy and the arrival of Codie Jean, see Peloton Instructor Callie Gullickson Welcomes Second Baby.
You can access Callie’s Greatest Hits Collection directly on the Peloton platform now.
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.
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