Desmond Tan is no stranger to covers; they’ve punctuated every chapter of his life. From his early days in the industry, where youthful energy and ambition defined him, to the more seasoned actor we've come to know, each interview has captured the essence of the different stages of his life.
But this one feels different. There’s a sense that he’s stepped into a new phase, one that’s about inner transformation as it is about outward success. He has a daughter now, and with that comes a shift—a deepening, a quiet assurance and a fresh perspective on life that wasn’t there before.
Perhaps it's the 17 years spent in the industry, but the insecurities that once clung to him like shadows in his youth have softened, giving way to self-acceptance. External measures no longer dictate his perception of himself, and he doesn’t seek validation from them either. It takes a certain level of nuanced understanding of oneself and the world to get there, but it makes perfect sense given his favourite film is Wong Kar Wai’s melancholic In The Mood For Love.
This digital cover feels like more than just a feature but a reflection of a man who has embraced his past, matured into his present and is ready to step into the future with newfound clarity. It’s a snapshot in time, one that perhaps, years from now, his daughter will look at and see not just her father, but a man who once grappled with self-doubt, anxiety, and identity, and emerged stronger for it.
ESQUIRE SINGAPORE: You're a father of a newborn. What was your initial reaction when you first held your baby?
DESMOND TAN: At first, I didn’t feel much when I saw her in the labour room—there was so much adrenaline. But once everything settled down, emotions hit me all at once. It was magical. I held her for the first time about six or seven hours after she was born, after all the checks were done. The moment felt surreal; like time stood still. It was just like in the movies, where the camera zooms in from a wide shot of the earth, then to the continent, then to Singapore, and finally into that very room. It was a heartwarming and moving experience, and even now, talking about it gives me goosebumps.
ESQ: How has fatherhood been treating you so far?
DT: I’m loving every moment of it. I haven’t felt frustrated or regretful. Everything’s been smooth, and I feel blessed to have an easy baby. Fatherhood has given me a new perspective on life, made me grow, and changed my priorities for the better. I now focus more on the quality and intrinsic value of things. It’s motivated me to push harder in both life and work, and I believe it’s expanded my emotional range as an actor.
ESQ: What are you currently working on?
DT: I’m working on a production called Devil Behind the Gate, where I play twin brothers. It’s one of the most challenging projects I’ve ever taken on because I have to portray two very different characters with opposite personalities.
Switching from one brother to the other on the same day is challenging, with all the necessary makeup, wardrobe, and character changes. But I enjoy the challenge, even the tough parts because I believe growth comes through deconstruction. This project is helping me build a new foundation for bigger opportunities.
ESQ: You've a daughter; how's it going?
DT: She’s an easy baby—sleeps from 8pm to 8am. But that means I often don’t see her awake. I leave early for work and by the time I get home, she’s asleep. The only time I see her awake is through photos or a baby monitor during my lunch break.
It reminds me of having a Tamagotchi—those virtual pets we had growing up. I turn on my phone, watch her through the camera, and sometimes talk to her through the speaker. At first, she would cry when she heard my voice, but now she recognises it and doesn’t cry anymore. It’s funny when I think about it.
ESQ: What's something you've always dreamt of doing with your child, even before having her?
DT: When I was younger, I imagined having a son to play soccer with, go biking, or camping. But when I had my daughter, everything changed. There are so many things I want to do with her—read books, sing duets, teach her music. The one song I always sing to her is “A Whole New World” and I hope that, one day, we’ll sing it together. It feels like a special bond between us, like the song is our theme.
ESQ: You entered MediaCorp when you were 21. How has the industry changed since then?
DT: The industry has evolved a lot, especially with the rise of streaming platforms. When I first started, people mainly watched TV for entertainment, but now there’s so much competition from productions around the world. We have to adapt to the changing tastes of both local and international audiences.
The way people consume entertainment has changed too—formats have shortened, and social media has become a big part of the industry. I used to see myself strictly as an actor, but now I realize I need to wear multiple hats. Social media helps promote our work, and I’ve come to embrace that.
ESQ: Are you interested in exploring other mediums like international film?
DT: Always. International interactions have opened up new opportunities, and I’m eager to take on international projects. Working on sets with different cultures and experiences always brings out something new in me. It’s exciting, and I’m constantly inspired to grow and explore more. I don’t want to be a wallflower in this industry—I want to leave a legacy, to be a beacon of inspiration for my generation and the next.
ESQ: What is your favourite film of all time?
DT: Definitely In the Mood for Love by Wong Kar Wai. The film captures the beauty of that era in Hong Kong—the costumes, like the iconic cheongsam worn by Maggie Cheung, the silhouette of Tony Leung’s suits, the hair, makeup and music.
I’m particularly drawn to the performances in the film. Tony Leung and Maggie Cheung’s portrayals, the subtlety, and even the silence in the movie speak volumes. The film’s understated emotions hit me more than the loud action of blockbuster movies. For example, the back shot of Maggie Cheung sobbing in the shower is powerful without showing her face. It’s these kinds of cinematic choices that show the power of film.
ESQ: Are you an introvert?
DT: I think I’m a mix, like everyone. We’re all somewhere on that spectrum. Over the years, I’ve become more extroverted, but I still have introverted moments. I get exhausted after being around a lot of people, but I also enjoy sharing things I’m passionate about. I’d say I’m about 80 per cent extroverted, though I’ve never taken the Myers-Briggs test.
ESQ: As a self-proclaimed "Ah Beng," do you ever feel a sense of imposter syndrome at fancy events like fashion week?
DT: I used to think of myself as an "Ah Beng," but I’ve realised I’m more of a heartlander, a local Singapore boy. I often felt out of place at high-society events but over time, I’ve grown comfortable in my own skin. I’ve learned that everyone has doubts, and it’s okay not to know everything. What matters is accepting your weaknesses and being willing to learn and grow, even if it’s just a little each day.
Now, I’m confident in who I am and my background. I don’t see it as imposter syndrome anymore; it’s just part of my journey. I enjoy meeting people at events without feeling the need to prove myself—it's about embracing who you are and owning your story.
ESQ: Do you struggle with small talk?
DT: When I was younger, I did. I felt the need to prove myself, to be recognized, and taken seriously. But as I matured, I realised that doing less is more. When you’re comfortable with yourself, people can sense it, and they’re drawn to you. It’s important to just relax, enjoy life, and share your passions. Over time, I’ve learned that the key is to be comfortable and positive. When you’re relaxed and enjoying yourself, others will want to be around you.
ESQ: When I was doing research for this interview, I came across an interview you had where you talked about how anxiety is one of your biggest fears. Is that true?
DT: My anxiety stemmed from my struggles with language as a child. In this industry, you’re expected to be strong in expressing yourself, which was difficult for me. The pressure of recorded interviews and live shows added to my stress. As a perfectionist, I put extra pressure on myself, which only made things worse.
ESQ: How did you overcome that?
DT: But over the years, I’ve learned to accept who I am—both my strengths and weaknesses. Accepting yourself makes you feel more comfortable and less anxious. You can’t treat anxiety with anxiety, but you can treat it with self-love and love for others.
Being a father has also helped. I’ve read books on parenting that focus on psychology, and I’ve learned that our anxieties as adults often stem from childhood experiences. By revisiting those events, you can unlock and overcome your fears and anxieties.
Photography: Hong Seong Jip
Art Direction: Joan Tai
Styling: Izwan Abdullah
Grooming: Haruka Tazaki
Producer: Oh Seoyul
Photography Assistant: Woo Do Kyun
The Onitsuka Tiger Autumn/Winter 2024 collection is available exclusively at the Onitsuka Tiger Flagship Store at B1 -37 Takashimaya Shopping Centre and online.
There's a common notion that jewellery is primarily for women. However, as society progresses, must clothes and accessories be strictly gendered? I mean, fashion now embraces a spectrum of gender identities, challenging traditional constraints. Can't I wear a suit? Can't my boyfriend wear a little concealer? Why shouldn't men wear jewellery and break outdated norms?
Enter Desmond Tan, Lee Hwa inaugural ambassador. The actor, whose career showcases dynamic transitions on-and-off camera, effortlessly embraces diverse roles. Film-driven and fashion-forward, it's kinda fitting that Tan can front Lee Hwa. Given his experience as the first Singaporean actor invited to global designer brand events at both Milan and Paris Fashion Week, this ambassadorship marks a pivotal moment in the heritage brand's evolution.
Lee Hwa adds to that momentum with ITALGOLD, a collection of fine 916 Gold jewellery that showcases artisanal Italian craftsmanship in Singapore. As his first act with Lee Hwa, Tan will curate a signature ITALGOLD collection that reflects his philosophy of style transcending boundaries and inspiring self-expression for both men and women. Tan will also headline major campaigns for Lee Hwa in the upcoming months, showcasing the brand's hero diamond line, Destinée.
Since its start in 1865, ZENITH has gone on to become the first vertically integrated Swiss watch manufacture in the world. Apart from its in-house innovation and manufactured movements, the brand is also known for its association with extraordinary figures, who dreamt big and achieved the impossible.
One such friend of ZENITH is the actor Desmond Tan, whose current favourite timepiece is the Pilot Big Date Flyback in stainless steel. We speak with the ZENITH ambassador about punctuality, rituals and the path taken to get into a role.
ESQUIRE SINGAPORE: Thanks for taking time to talk to us. First off, are you a punctual person?
DESMOND TAN: Well, I must admit, I've had my fair share of "rubber band time" moments in the past. Moments when I might have pushed the boundaries of punctuality. But, hey, that's the nature of the dreamy creative mind sometimes, right?
As I grow older (and wiser), I've come to appreciate the importance of punctuality. Time is a precious resource and being on time shows respect for both your time as well as others. I've learned to value punctuality. Especially now that I'm part of the ZENITH family where time is truly of the essence.
Having acted in both English and Mandarin dramas; are there nuances in playing roles meant for different demographics?
Absolutely! Language carries its own unique flavour. When you switch between English and Mandarin roles, there are indeed nuances to consider. The cultural context, the way emotions are being expressed and even the comedic timing can differ.
It's like switching gears and adapting to a different rhythm. But that's what makes it exciting! It allows me to explore different aspects of my craft and connect with diverse audiences. I truly embrace the challenge with open arms.
You’ve cast your lot with acting back then but if you weren’t a thespian, what would you be doing now? Will it be in the realty game?
Ah, the tantalising "what if" scenario! Well, if I weren't gracing the TV screen, I'd probably be exploring the realm of entrepreneurship. Perhaps I'd venture into the realty game, as you mentioned. Maybe even start my own business in the pet industry... who knows?
The world is full of possibilities. I've always believed in reaching for the stars, no matter the path I choose. Whether it's acting or something else, I'm always ready to seize the opportunity and make it shine!
Do you get free time for yourself?
I've been craving a lot of these blissful moments of free time. Work has been overwhelming in recent months; I'm looking forward for a break to let my soul breathe a little. A quick reminder to everyone: "Amidst the chaos and weariness, don't forget to pause, inhale deeply and let your soul breathe"
So, what do you do in your free time? Watch TV? Read?
I hardly have time to follow through with any shows due to my busy schedule. So, I watch a lot of movies like cinematic masterpieces as well as indie gems. And when it comes to reading, I just realised that I've not been reading for years now. I will set it as a priority to get back into my books after my current acting project.
Do you ever think about your legacy? You’ve talked before about making an impact in Asia, not just Singapore; how is that going?
While I'm young at heart, I do occasionally ponder about the grand tapestry of life and the legacy that I want to leave behind. As for making an impact in Asia, it's an ongoing journey. I strive to create characters and tell stories that resonate with audiences all over the world. Whether it's through film, screens or even my fashion ventures, I want to represent Singapore as an inspiring creative who constantly reaches for greater heights as I dive deeper into my inner self.
I'm fortunate to have had opportunities to work on projects that reached audiences beyond the shores of Singapore and I'm grateful for the support and love I've received throughout my career. I believe that by continuing to push boundaries, collaborating with different talents and exploring diverse narratives, I can play my part in leaving a lasting impact on the Asian entertainment industry. So, watch out, world, because I'm just getting started!
What are some of the ways you get into your roles?
Well, each role is a unique adventure and I approach it with a mix of curiosity with tons of research coupled with a sprinkle of imagination. I dive deep into understanding the character's background, motivations and emotional journey; I embrace their quirks, mannerisms, thought processes and even their speech patterns. I draw inspiration from personal experiences, observations, and the wonderful people I meet along the way. And of course, I love exploring the different physicality and mindset required for each role. It's a joyous process of discovery, and it keeps me on my toes as an actor. As cliché, as it might sound, it's a constant learning process as an actor. 100% truth!
What is a question that you wish the media would have asked you?
"If you were to win a million-dollar lucky draw, what would you want to do with it? Shoot a movie or..."
As much as I love movie making, I also have a deep love for animals and I have a dream of building an animal shelter. I wish to create a sanctuary where animals in distress can find love, care, and a second chance at a happy life. I envision a place that provides physical and emotional well-being, with dedicated staff and volunteers showering the animals with love and attention. It would also serve as an educational centre, promoting responsible pet ownership and animal welfare. I wish to work towards a world where every animal has a loving home and a wagging tail or a purr of contentment! Any readers who share the same vision with a spare million dollars, you know who to contact!
Do you have any rituals or superstitions that you employ before performing live?
I do have a few quirky habits that help me get in the zone. I use different fragrances for different characters and I'll wear the fragrance when I'm driving to work.
Also, before the cam rolls, I would like to find a quiet corner to gather my thoughts and take a few deep breaths. Deep breathing is essential. It's my way of centring myself and focusing my energy. It's all about finding that little boost of confidence and creating the right frame of the character's mindset before the camera starts rolling.
As an actor and a public figure, is it hard to maintain some secrets for your self when the cameras aren’t rolling?
The dance between privacy and public life is something I get better at over the past years—honestly, it's still a work in progress! In this digital age, indeed, maintaining secrets can sometimes be a challenge. However, everyone deserves a certain level of privacy, including public figures. It's about finding a balance between sharing parts of my life with my amazing fans and keeping some aspects sacred. At the end of the day, it's important to have a sense of self outside of the spotlight, to nurture relationships, and to enjoy those quiet moments that make us who we are. So, yes, it can be tricky but I'm learning to navigate it with grace.
Given that ZENITH means the "apex of success", what's your zenith moment in your life?
I recently spoke to a dear mentor of mine whom I haven't met for years and the first question he asked was, "How is the sweet taste of success? Enjoying it?" That immediately brought a big smile to my face. It was a simple yet deep question.
My mentor guided me to breakthroughs in my performance that led me to my first Best Actor Award and my career has been growing incredibly well since then. Looking back, it has been indeed many years of success as an actor and a human being. I believe success is a journey rather than a destination.
From receiving accolades for my performances to witnessing the impact my work has had on audiences, those moments have been exhilarating and humbling. However, I also believe that success isn't solely defined by external recognition or material accomplishments. It's about personal growth, pushing boundaries, and staying true to my passion for acting. Every project I take on, every character I bring to life, is an opportunity for me to strive for that apex of success.
But let's not forget that success is also a multifaceted concept. It's not just about individual achievements; it's about the collective journey and the people who supported me along the way. I am incredibly grateful for the love and encouragement from my fans, the unwavering support of my family and friends, and the incredible team I work with. Their belief in me and their dedication to our shared vision has been instrumental in all successes I've experienced.
While I have encountered moments that could be considered as a glimpse of that apex of success, I continue to chase after new horizons and challenge myself to reach even greater heights. After all, the zenith is a destination that keeps evolving, and I'm thrilled to see where this exhilarating journey takes me next!
The ZENITH Pilot Big Date Flyback.
