Stephanie Kaiser Saymore

Stephanie Kaiser, founder of Saymore. (Credit: Courtesy of Saymore)

Providing Support and Understanding Through a Virtual Community

Stephanie Kaiser launched her online wellness hub, Saymore, to connect like-minded individuals to discuss nuanced topics in a safe space.

By the time Stephanie Kaiser left her career in finance, her mental health was in poor condition. Years of stress, burnout and workplace harassment had left her searching for resources that would help her as she healed her mind and spirit. Kaiser told us, “I felt most connected to people who had also experienced depression,” and that “while I had a great support system, they did not know how to help me” – nor did those closest to her understand exactly what she was going through. Last year, Kaiser decided to create the very platform she needed, and launched Saymore, an online mental wellness community that helps people with shared experiences and mental health struggles provide support, guidance and friendship to one another. Today, the Naples, Florida, entrepreneur is expanding her reach through in-person events and roundtable discussions. 

Here’s our lightly edited Q&A, from The Story Exchange 1,000+ Stories Project.

How is your business different from others in your industry?

Our community-based approach to mental wellness. We provide a space where individuals with similar curiosities, challenges and goals can connect and support each other.

Unlike traditional mental health platforms like Better Help or Headspace, we emphasize shared experiences and peer support, fostering a sense of belonging and understanding.

Tell us about your biggest success so far. 

Working with Chief, a women’s network based in New York City, to put together a women’s health roundtable around miscarriages. I am thrilled to be able to facilitate such conversations and provide women with the spaces and conversations they need to heal.

What is your top challenge and how have you addressed it?

Getting the word out, especially since there are so many different platforms focused on mental health on the internet. Working against the algorithms on a budget can prove especially challenging. We have now kicked off a series of in-person roundtables across New York City, each focused on specific health and wellness challenges. People have been so eager for, and receptive to, these conversations – it really shows that there is a gap that needs to be filled. 

Have you experienced any significant personal situations that have affected your business decisions?

I used to work in finance, where my mental health really suffered. I was sexually harassed and discriminated against constantly. When Covid hit, I saw these huge movements asking for significant changes within the system. I wanted to do something similarly good for the world, rather than letting dollars direct my life.

What is your biggest tip for other startup entrepreneurs? 

Just go for it – especially if you are a woman! I always think about how much better the world would be if women could start businesses just as easily as men do. If you believe in your idea, then I guarantee there are many more people out there who will, too. You just have to find them.

How do you find inspiration on your darkest days?

The people I work with. I am so grateful for my board of advisors, my mentors and my team. Because the nature of my business is so personal, it has been easier for me to find individuals who believe in the work we are doing. 

What is your go-to song to get motivated on tough days?

“Killshot” by Eminem.

Who is your most important role model?

Megan Rapinoe. She’s had an incredible career, while using her voice to stand up for what is right. She has never been quiet in the face of injustice, and has been integral to the growth of women’s soccer. I hope to always stay that passionate about mental health, and to make sure marginalized voices are being supported.

Instagram: @Saymore
LinkedIn: @Saymore

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