The Tale All

Why did you decide to write American Dreamer?

I wanted to look back on the moments that have defined both my career and my personal life, and reflect on my experiences in the fashion industry. It has been a wild ride, and this has been an amazing way to reflect on the entire journey – all the memories, the setbacks and the triumphs. I also hoped this would be an inspiring story to share with aspiring designers, entrepreneurs, and anyone who wants to take the road less traveled.

Why did you decide to write it now?

I thought if I would wait for another 10 or 20 years, maybe I’d forget something, and my memory is very clear and fresh right now. I touched on everything from my childhood growing up in Elmira until today.

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What does the term “American Dream” mean to you?

The “American Dream” is about not giving up. It’s about determination, drive and dedication to pursue your dreams. Even after I had established a successful brand, we ran into difficulty at times – but I believed in myself and my vision. I think with big dreams, you can achieve anything.

What sort of student were you?

I had undiagnosed dyslexia growing up, which made school very challenging. But that never stopped me from dreaming about what I wanted to do and the determination to make it happen. Going into the business world and learning by doing everything myself was the best education I could have asked for.

Which moment signifies a turning point in your life and career?

I have a few: when I met Mohan Murjani, a businessman who understood my vision and financially backed my first collection; when I met Silas Chou and Lawrence Stroll, who became my business partners and changed the trajectory of the business; our IPO in 1992; and becoming Estée Lauder’s first licensee thanks to Leonard and Evelyn. In my personal life, it was when each one of my children was born.

Tell us about the Times Square billboard you created with George Lois?

When we first launched, I knew I needed to do something big to put Tommy Hilfiger on the map. I met with George Lois, who was a renowned advertising genius. He convinced me that we should do something completely different and unexpected. The ad made a very bold statement that I had to live up to – it was risky, but running a business is all about taking smart risks. We went on to collaborate numerous times together, and I’m grateful for his bravery and intuition.

What has been your biggest career accomplishment?

I am proud that we have been successful for over 30 years. So many designers have phased out or hit roadblocks financially, and I’m proud that we’ve been relevant for over three decades. It’s the result of hard work, the support of incredible business partners and always believing in my vision.

What’s your most iconic “Tommy” moment from over the years?

Many of my favorite memories are tied to music, from our sponsorship of The Rolling Stones’ “No Security” tour in 1999, to our collaborations with celebrities like Beyoncé, Aaliyah, Mark Ronson, Kate Hudson and Britney Spears, before they were household names. In 2013 we had Alicia Keys play a private concert in L.A., and in 2016 we announced our sponsorship of the Rolling Stones’ Exhibitionism exhibition over the next four years.

We are also a brand that breaks convention, and launching our #TOMMYNOW fashion show at NYFW in September was an incredible milestone. The whole show was a “See Now. Have Now.” experience that was open to consumers, and every style was available to purchase immediately the moment it hit the runway. We also introduced our TommyXGigi collection, which I designed with our womenswear brand ambassador, supermodel Gigi Hadid. #TOMMYNOW is the ultimate expression of my brand philosophy, and the show I have always wanted to present.

What sort of books do you read yourself?

I like to read biographies and study successful figures. How these people think and what makes them successful is inspiring. One book that really affected me was Steve Jobs by Walter Isaacson, because it shows that everyone – even a brilliant maverick like Jobs – makes a lot of mistakes: it’s always a learning experience.

Do you have a role model?

Leonard Lauder from the Estee Lauder company is a very dear friend of mine and has always given me valued advice over the years.

When was the best time of your life?

The best period in my life is right now – life keeps getting better!

Looking back on your career, is there anything you would have done differently?

I try not to have any regrets – everything I’ve done has brought me to where I am today. Though I wish I could have learned from a younger age to not care so much about what people think or say.

Where do you see yourself in 10 years?

I hope to continue to have the energy I have today. I am excited and passionate about the business, what we’re doing, and where we’re going. I hope I never lose that – and I don’t think I will.