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These 3 Peloton Instructors Went From Struggling Freelancers to Rising Entrepreneurs — Here's How They Did It. Emma Lovewell, Cody Rigsby and Tunde Oyeneyin share life stories that helped shape them as celebrity fitness instructors and brand ambassadors in recently published books.

By Elisette Carlson

Key Takeaways

  • Learn how to take breaks from social media and emails.
  • Surrendering is relinquishing that control and trusting the unknown — every time you surrender, it leads to change that leads to growth.
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Opinions expressed by Entrepreneur contributors are their own.

At the onset of 2020, a few months before the COVID-19 pandemic, I purchased a Peloton bike. Little did I know that the company would spike in sales later that year, Peloton bikes and treads would be out of stock, and Peloton instructor names would become "household names." My "lockdown" MVPs were my Peloton bike, my Airpods (for talking walks and calls outside) and (for just about everything else!)

Three and a half years later, I still use my Peloton bike regularly and take advantage of their entire digital platform, including strength classes, pilates, yoga and a consistent sleep meditation. I have gotten to know some of their instructors personally, given that they have brought me so much joy, motivation and inspiration. Emma Lovewell, Cody Rigsby and Tunde Oyeneyin are three of the many instructors I workout with, and I admire their authenticity and transparency.

I had the pleasure of connecting with these instructors to learn more about their career beginnings, struggles, motivations and journeys towards becoming successful fitness entrepreneurs and brand ambassadors. In sharing my conversations with them, I aim to inspire with learnings that can help motivate and encourage us as fellow entrepreneurs.

Related: How Fitness Can Ensure a Smooth Entrepreneurial Journey

Emma Lovewell

Q. You are a loved and well-known Peloton instructor, ambassador for many brands, and author, and you have your own business; what "tools" or daily habits do you use to juggle it all?

I religiously use my Google calendar to make sure I'm on top of everything, and I will schedule "me-time" to make time for myself. On top of the fitness classes I teach, I schedule my workouts and bodywork appointments to take care of my mind and body and not burn out. I make time for my friends and family or date nights with my partner, Dave.

Related: How Spending Time Alone Has Transformed My Life

Q. Tell us about one of the most difficult moments during your life. What were your struggles? Fears? And how did you overcome this?

I was living in California at the time and very lost in my career. I had left a fitness career in NYC to try something new and was personal training at a tech startup in Silicon Valley and at a PT studio making $20 an hour. Feeling tired and uninspired, I asked myself — What would I rather be doing? What would bring excitement and more challenge into my career?

After months of feeling stuck, I finally decided to email the Peloton CEO, whom I had met the year prior when I took a $50 Craigslist ad to be a fitness model for the Peloton Kickstarter ad. That email was the catalyst for my move back to NYC and my job as a Peloton Instructor. I was instructor hire number 11.

Related: 4 Tips Every Entrepreneur Can Use To Get Unstuck

Q. What inspired you to write a book, and what are you most proud of regarding your book?

A publisher who had been taking my Peloton classes reached out to me and asked me if I had ever considered writing a book. The idea scared me, and I am an advocate for doing things that frighten you, so I went for it. I'm proud to have taken that leap of faith. In the book, I share many of my personal stories, from past relationships and family illnesses to career wins, failures and insecurities. I'm proud that I followed through and put myself out there.

Q. What are your "non-negotiables" in your day-to-day life?

I start my day with a big glass of water. I take breaks from social media, and I don't read most of my DMS. It's hard to keep up, and there will inevitably be a mix of good and bad messages, so in order to protect myself, I stay out of the DMs.

Related: Is Social Media Making You Less Social?

Q. When you talk about progress and not perfection, what elements of "progress" are you most focused on in your career as an entrepreneur? What advice do you have for aspiring entrepreneurs?

I think about my goals and ask myself, "What's next?" When an opportunity presents itself, whether it's designing jeans with custom clothing company, Sene, or collaborating with a brand on social media, I think, "Does this excite me? Does this challenge me in some way, and does it inspire me or other people?"

Progress means brainstorming and having those dream-big conversations with advisors and friends. If the idea or dream makes me laugh a little or terrifies me, I take a deeper look as to why. Nothing is off of the table!

Related: Pursue Those Scary Dreams and Crazy Ideas to Make Every Day Your Best Day Ever

Cody Rigsby

Q. How did you get your foot in the door at Peloton and land the job as an instructor? What fears or insecurities did you have at the time?

I found my way to Peloton serendipitously - I was at the right place at the right time. I was a dancer at a nightclub, and a director at the club had a connection to someone at Peloton who was looking to hire performers who could teach fitness. I felt insecure in that I had never taught a fitness class, but I didn't know too much about the company so it was very low stakes at the time.

Related: 3 Lessons Sales Leaders Can Learn From Peloton

Q. You speak a lot about Self-Love in your book and encourage readers to adopt this. How do you succeed with Self-Love when focusing on yourself?

Self-love takes a lot of giving yourself grace, knowing that you are not going to be perfect and haven't figured it all out, and accepting that it is okay. Self-love also means spending a lot of time with yourself and your wild thoughts and recognizing that most of these thoughts are not real, nor are they you. I meditate to observe my thoughts and journal to understand what thoughts I need to give attention to.

Q. Is there a specific moment where you knew you had made a turning point in your career? A day something happened when you realized you had succeeded as an entrepreneur?

Unfortunately, something I struggle with is my own inner saboteur. I constantly doubt if I have reached success and judge myself for not being enough, but in those moments, I've learned how to be present and reflect on the richness of my own life. A big acknowledgment of my success was when I purchased my own home, which fed my own inner child that dealt with poverty and evictions growing up.

Related: 5 Ways We Can All Silence Our Inner Crow

Q. What are your "non-negotiables" in your day-to-day life?

A non-negotiable for me, in the words of Nicki Minaj: I ain't skipping no meals. I love food; it brings me joy. I try to stick to a morning routine that allows me to give myself a little bit of self-love, such as a quiet breakfast, coffee and meditation before turning to my phone and emails. I also prioritize spending time with the important people in my life and enjoy dancing, whether in the kitchen or with my friends on the dance floor!

Related: How Practicing Self-Love Can Help Your Business Reach New Heights

Tunde Oyeneyin

Q. I heard that Cody recruited you into Peloton, and despite not making it after your first audition, you went back to do it again. Undoubtedly, not making the cut after that first audition must have been a tough pill to swallow. How did you feel after the first audition, and what actions did you take to prepare for your second one? I'd like to learn about how you embraced the failure to become stronger and go after the audition again.

Not getting the job the first time around felt extremely heavy because I had gone into the audition with such certainty. I had visualized myself there and fully trusted what I believed to be true. I was certain and saw it so clearly that when it was time to audition, I didn't see it culminating in any other way other than landing the role.

A mentor of mine, Iris Navarrette, once told me, "While you are in the role that you're in, always perform as though you are in the one that you want. So that when the opportunity presents itself, you will be ready."

When I didn't get the job the first time, I didn't go home and act less. I used every opportunity as an audition. I still acted and performed and instructed like each class was the one that would lead me to my next chapter. I took the time between the two auditions to build up my 3 C's: Courage to believe that I still could, my Competency in the art of being an instructor and lastly, Confidence in my skill and ability.

It was a matter of staying ready for the opportunity to come around again. Sometimes, it's not that you aren't ready for the opportunity, but rather, sometimes the opportunity just isn't ready for you. It wasn't that I wasn't ready for Peloton. Peloton wasn't ready for me.

Related: Why Demonstrating Courage Changes Everything

Q. Was there a specific moment in your life when you said, "I have to write a book!" If so, tell me about that moment and the inspiration for WHY.

I'd been saying since the third grade that I wanted to write a book. We're all more alike than we are different. When we're vulnerable enough to speak to our experiences, we're allowed to see ourselves in one another.

Early in the pandemic, when I felt like we were all longing for connection, I sat down and began to write my story. While writing, I realized that in sharing the life-altering experiences I faced, I could reach people and speak to people in a new way. I could connect with those who experienced similar grief as I did. They could see themselves in me and in my words if I chose to let them, and perhaps that might have provided healing for them.

Related: 5 Reasons Why Writing a Book Is a Smart Move for Entrepreneurs

Q. You highlight five elements for living a life of purpose: Surrender, Power, Empathy, Authenticity and Knowledge. Which of these elements has been the most difficult one for you to embrace?

The most difficult one would be Surrender — Surrendering is not only letting go but also letting go of the outcome of how we think things are supposed to go. As humans, it's natural for us to want to be in control. Surrendering is relinquishing that control and trusting the unknown. It's something that I continue to work on, but when I look back at different moments in my life, I realize that every time I surrendered, it led to change that led to growth.

Q. You were a former makeup artist, and in my opinion, you teach some of the most inspirational and toughest classes. You show up to WORK and inspire others to do the same. Are there any lessons you learned as a makeup artist or in the beauty industry that carried over into your fitness career?

My desire to gift people with confidence has been a through line between my career as a makeup artist and my career as a Peloton Instructor. Naturally, makeup can lift one's perception of themselves. People put on makeup and like the way they look and, therefore, like the way they feel. Makeup is also the ultimate form of expression giving everyone an outlet to transform themself into whoever they want to be. Fitness cultivates confidence in similar ways. Not only does it lift one's perception, but it gives everyone an outlet to transform themselves into WHOever they want to be.

Related: How to Be Successful Even When You Don't Know What You're Doing

Q. What advice would you give to aspiring entrepreneurs?

The beauty of uncertainty is infinite possibility. When you don't know what's next, then anything can be next.


I admire how Peloton as a company has allowed these instructors to show up and express themselves as their most authentic beings possible. Given the thousands of Peloton subscribers, social media mentions, and word-of-mouth conversations about my friends' and colleagues' favorite instructors, it's undebatable that Emma, Cody and Tunde have used their life and career challenges and insecurities to help motivate their fans to accomplish their goals.

I certainly look forward to my workouts with these three, and having learned their stories, I'm driven to hit my life and fitness milestones more so than before my pre-Peloton life. Together with other Peloton instructors, I work out with my friends, feel a strong sense of community and truly believe in their motto, "Together We Go Far."

Elisette Carlson

Entrepreneur Leadership Network® Contributor


Elisette Carlson is the Founder of SMACK! Media, a Fractional CMO & Public Relation(ship)s® Agency that helps brands achieve relevance in the health & wellness space. Also a trusted advisor to start-up CEOs and VC firms, she puts ultimate value on personal relationships, teamwork & authenticity.

Want to be an Entrepreneur Leadership Network contributor? Apply now to join.

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