Lindsey Drennan: From Vogue to Canada’s Top Brands

Lindsey Drennan, the first international student to intern at Vogue, has redefined commercial and beauty photography. Her portfolio spans Canada’s top brands, publications, agencies, and production houses, showcasing her unmatched creativity.

What has inspired or motivated you in your career?

Since childhood, I’ve been driven by a deep passion for fashion and beauty. One of my earliest memories was watching Fashion Television hosted by Jeanne Beker with my mom—the show was always on in the background of our home. It showcased the top fashion houses of the ’90s, sparking my interest in the industry. The creativity and artistry within the fashion and beauty industry captivated me. Classic fashion and beauty magazines like Vogue further fueled my fascination. During my college years, I was fortunate to become the first international student to intern at Vogue, an experience that solidified my desire to create within the industry.

What is your work philosophy?

My approach to work has transformed over my nearly 20-year career. Today, it’s about relentless perseverance. Experience has taught me that pushing boundaries is key—no goal is out of reach when you keep moving forward. I’ve also learned that there’s enough room for everyone to succeed. By cheering others on and putting positive energy out there, you’ll find it comes back to you tenfold.

Who is or was your greatest mentor?

I was fortunate to intern with a thriving local commercial photographer when I was 16, with whom I’m still in touch today. He taught me a lot about the business of photography, which isn’t always taught in school. These days, I’m grateful to have an incredible agency, Coup&Co., representing me. The agents and some of the senior photographers serve as amazing mentors from whom I learn daily.

What is it about photography that you are most passionate about?

For me, it’s the ability to create something unique that doesn’t exist yet. Being an artist and being able to make—nothing beats it.

What is the most difficult challenge you’ve overcome to reach your current position?

For me, it was the need for security, which isn’t always guaranteed in the art world. The fear of stepping out on my own without a stable paycheck held me back for years. However, I firmly believe that everything happens for a reason. Now, I find myself creating my best work without fear. Plus, the skills I’ve gained from steady jobs, like producing, have only made me a better artist and business owner.

Who have some of your most significant past influences been?

It all started with Steven Meisel. In my eyes, everything he created was the epitome of artistry. From the concept to the creativity and technical execution, it was all breathtaking. Although my focus has shifted from fashion to product and beauty, I still consider him one of the greatest photographers.

Who among your contemporaries today do you most admire?

One artist who stands out to me is Hanna Tveite. Her command of light, color, and texture defines her unique visual style and is evident across all her work, from fashion photography to still life and film direction.

What would be your dream assignment?

I’d have to say it’s being published in Vogue. It’s been a constant source of inspiration throughout my career, and recognition from such a prestigious publication is the pinnacle of career success.

Who have been some of your favorite colleagues or clients?

I’ve been very fortunate to have had the opportunity to work with such great talent in Toronto. I’ve recently done some of my favorite work with art director and prop stylist Suzanne Campos from P1M and off-figure stylist Serge Kerbel from Plutino Group. I’ve also had the opportunity to work with some great models from Spot 6 Management, who represent some of the most current models worldwide.

What about your work gives you the greatest satisfaction?

The greatest satisfaction I get from my work comes from feeling like I’m not working. When I’m in the studio creating, I feel incredibly fortunate to be doing something I would choose to do even on a day off.

What advice do you have for students starting out today?

Always remember that every “no” is a closer step to a “yes.”

What would you change if you had to do it all over again?

If I could start over, I would have begun by knocking on the doors of the best studios, offering to sweep floors, fetch coffee—anything to get a foot in the door. Networking would have also been a top priority—building relationships with other creatives in the industry in hopes of working together. Academically, I would have focused on business while refining my photography skills by assisting the photographers whose work I admired most and shooting with as many creatives as possible.

Where do you see yourself in the future?

I see myself achieving the goals I’ve set for myself. I know what it will require of me, and as I grow, so will my goals— they will evolve with me. The key is to never stop trying: you’ll never fail if you never stop trying.


​​Lindsey Drennan is a commercial photographer from Toronto, Canada, represented by Coup&Co. Highlighting a photography career spanning over 19 years, she has curated a portfolio with an extensive array of Canada’s premier brands, esteemed publications, leading agencies, and prominent production houses. Her career started in 2005; while pursuing her studies, she became the first-ever international student to secure an internship at the iconic Vogue in New York City. Since then, Lindsey has dedicated her expertise to commercial product and beauty photography, setting unparalleled standards of creativity and excellence.

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To discover other talents in issue #382 of The Graphis Journal, click here.

Author: Graphis