IN CONVERSATION WITH JESSICA KAYLEE

interview by JANA LETONJA

Jessica Kaylee has emerged as one of the most dynamic voices in the digital creator space, building a global audience through her sharp comedic instincts and highly relatable content. Known for her viral POVs, skits, and lifestyle-driven videos, she has amassed millions of followers across platforms, with standout clips reaching tens of millions of views. Beyond social media, Jessica is steadily expanding her creative footprint as a writer, director, and performer, bringing her storytelling sensibility into short films that blend humour with character-driven narratives. With a growing presence both online and within the broader entertainment landscape, she represents a new generation of creators redefining what it means to be a multi-hyphenate artist today.

You’ve built a massive following across multiple platforms. What do you think people connect with most in your content?

People connect with the characters. They are flawed, they embarrass themselves, and they make mistakes, but they are also forgiving and grow together. My characters, Billie Jean and Jess, really are friendship goals.

Your POV videos are incredibly popular. How do you come up with ideas that feel both fresh and relatable?

I draw a lot of inspiration from my life. I think of creativity like a muscle, and when you work that part of your brain often, you’d be surprised how easily ideas can flow through you.

Comedy is such a big part of your work. What inspires your sense of humour?

My humour is heavily inspired by my father. When I first started creating content, my parents were the only ones watching it, so I thought that if I could make them laugh, it would be a win. Sometimes my mom will text me that my dad is cracking up in the other room watching my videos, and that is so special to me.

Do you approach TikTok, YouTube, and Instagram differently, or is your creative process the same across platforms?

Differently. Each platform has different demographics and different bones. However, there is only so much time in the day, so often they all get the same content but edited slightly differently.

Your videos often feel very intuitive and spontaneous. How much is planned versus improvised?

I would say 80% planned, 20% improvised. The story needs structure, but I love to play within that structure.

What have been some of the biggest challenges in maintaining consistency as a creator?

When life gets busy. I’ve done a great job of always trying to stay two weeks ahead in case I get sick or something comes up, but sometimes two weeks isn’t enough. Thankfully, my community is so understanding if I have to take an unexpected break and is there when I come back.

You’ve also stepped into filmmaking. What motivated you to start creating short films?

Being an actress has been my passion my whole life. I love telling stories, so stepping into a bigger role as a filmmaker has been incredibly exciting.

What kind of stories are you most interested in telling moving forward?

I recently launched my own entertainment company, Metamorphosis Entertainment. Its mission is to tell coming-of-age stories.

Social media can move incredibly fast. How do you stay inspired without burning out?

Challenging myself has been a great way to avoid burnout, as well as working on projects that mean a lot to me.

Do you feel pressure to constantly go viral, or has your mindset shifted over time?

I found my community through telling empowering, comedic stories. My mindset has always been, “How can I make the person on the other side of the phone’s day a little brighter?” Sometimes those videos reach a lot of people, and sometimes they reach just a few. Either way, I’m happy I get to reach anyone.

As someone bridging digital and traditional entertainment, where do you see your career heading next?

With the launch of my entertainment company, I am putting a lot of focus on my first feature film. I’m excited to see where this journey takes me.

If you could create your dream project with no limitations, what would it look like?

As much as I would love to share, I’m going to have to keep that one a secret because I do plan on making it in the next few years.

TEAM CREDITS

talent JESSICA KAYLEE
photographer TIM SCHAEFFER
hair ALLISON NOELLE
makeup ANTON KHACHATURIAN
styling ANNA SCHILLING
editorial director and interview JANA LETONJA