EP199: Inside Menswear, A Creative Director’s Journey ft. Michael Maccari

In today’s episode, I sit down with Ken Sakata, the brilliant mind behind Front Office one of the most captivating names in menswear today. Ken’s journey is nothing short of extraordinary from training as a doctor to becoming a respected voice in fashion through his deeply researched, visually compelling reels that explore the true essence and history of clothing. We dive into how his passion for menswear emerged, the unlikely bridge between understanding the human body and designing garments that fit it with precision, and what he’s learned from both worlds. Ken’s ability to translate complex ideas into powerful, wearable concepts is as inspiring as his story itself. This conversation is a must-listen for anyone curious about the intersection of personal expression, craftsmanship, and the drive to create something meaningful. Ken has not only found his purpose he’s helping others see menswear in a whole new light.

In today’s episode, I sit down with Michael Maccari a visionary whose career has spanned some of the most iconic names in fashion. From serving as Artistic Director at Truth Alone to Creative Director at Perry Ellis, and holding key roles at Armani Exchange, Polo Ralph Lauren, Calvin Klein, and J.Crew, Michael brings decades of experience in menswear design and leadership. We dive deep into what menswear has been, what it’s becoming, and how to balance intense creative demands with personal lifestyle. From the studio to the boardroom, Michael shares how he navigates the pressures of a high level creative role without losing sight of his passion. Join us for a thoughtful, behind-the-scenes look into the evolving world of fashion and the resilience it takes to lead creatively at the top.

Today's episode features one of the authors behind Magnetic, a powerful tribute to the late Massimo Osti and his legendary clothing labels C.P. Company, Boneville, and Stone Island. We dive into Tony's personal journey into the world of menswear and explore what drew him to Osti's iconic brands. Our conversation unpacks how these labels became essential pieces of 90s youth culture especially on the football terraces, where they weren’t just clothes, but cultural statements. We discuss Magnetic, the book co authored by Tony Rivers and James Burnett, which chronicles how Osti’s designs made their way to the UK and left an indelible mark on both menswear and football culture. From the idea of a "uniform" worn by terrace-goers to the emergence of a new subculture, this episode uncovers how clothing became a language of identity, rebellion, and unity. Join us for an insightful conversation on the intersection of menswear, football, and 90s youth culture and how it all helped shape a pivotal era in menswear.

Today’s episode is a deep dive into the mind of Suhail Sahrawat,, founder of Garuda SS a label that blurs the lines between workwear, streetwear, and avant-garde with surgical precision and raw creativity. Garuda SS isn’t just about clothes; it’s about attitude, comfort, and pushing boundaries without taking itself too seriously. We talk design. We talk identity. We talk about building a brand that feels more like an extension of self than a fashion label. Suhail opens up about his creative process, his unfiltered approach to style, and how Garuda SS became an international force with its own unapologetic voice. This isn’t your average fashion chat it’s a conversation about making art you can wear. Tune in and get inspired.

In today’s episode, I’m joined by Nick Clements, founder of Men's File Magazine. With decades of experience in photography and a deep passion for menswear, Nick’s knowledge and expertise stand out in the fashion world. His insights into menswear photography, combined with his dedication to curating one of the most influential magazines in the industry, have made him an inspiration to many. Nick’s detailed understanding of heritage and vintage menswear is truly unique, and his ability to share such rich, thoughtful insights makes this conversation a must listen. We dive into the core of menswear inspiration and explore how Nick’s journey has shaped his approach to the industry. Join us for an enlightening discussion about the fashion that shapes us all. Join us for an insightful discussion about the timeless styles and craftsmanship that define menswear and continue to shape the industry.

In today’s episode, I’m joined by Marie Remy, founder of The French Workwear Company, as she takes us through her fascinating journey from a career in music to becoming a leading authority on vintage French workwear. Marie shares how she began curating one of a kind pieces that each carry their own unique history and story. She also delves into the importance of vintage French workwear and how its blend of history and graphics has shaped the landscape of modern menswear. Don’t miss this enlightening conversation about the world of vintage menswear and its lasting influence on today’s style.

Streetwear is evolving, and today's episode delves into how it looks in the modern world. Join Ankit Duggal founder of Back Alley Bodega, as we discuss the intersection of creativity, craftsmanship, and authenticity in streetwear. Ankit takes us behind the scenes of his label, sharing the inspiration and the story behind blending traditional fabrics with street culture. We also explore the future of streetwear and how craftsmanship plays a key role in shaping its direction. Tune in to hear Ankit’s vision for where streetwear is headed and why his brand is paving the way for a new era in streetwear.

We’ve reached the incredible four-year milestone at menSwear by a Woman podcast, and I just want to take a moment to thank each of you for your unwavering support. This journey has been one of the most rewarding and healing experiences of my career in menSwear, and I’m so grateful for all of you who’ve been along for the ride. In this special episode, I’d love to hear your thoughts on the podcast! What do you enjoy about it? What would you like to hear more of when it comes to menswear? Which episode has been your favorite so far? Your feedback is what keeps this podcast thriving, and I want to continue creating content that resonates with all of you. We also have something new for you a poll! It’s a new addition for us, and we’d love for you to participate. Your input will help shape the future of the podcast as we continue to grow together. Thank you once again for all the amazing reviews, direct messages, and emails. Your support means the world to me, and I can’t wait to see where this journey takes us next.

In today's episode, we sit down with James Munro, the co-founder of Butch Tailors International, or BTI for short. James takes us through the journey of building BTI and the vision behind their success in the tailoring industry. Coming from a background in finance, James realized he wanted a career change, and after getting a suit made, he discovered just how much tailoring meant to him. Together with his co-founder Robin, they set out to make tailoring more accessible, offering everything business owners need under one roof. Join me for this insightful conversation about how James and Robin are transforming the tailoring industry.

In today's episode, we sit down with Gordon Ritchie, CEO of Crombie, one of the oldest and most iconic brands in the fashion world. Gordon takes us on a journey through Crombie's 220+ years of heritage, sharing the fascinating history behind the brand and how it continues to evolve. We dive into how Crombie blends its rich history with the latest menswear designs, staying relevant while honoring its authentic roots. Gordon reflects on the unique story and quality that have made Crombie so special, offering insight into how the brand draws inspiration from its legacy to create timeless pieces that resonate with today's discerning customer. Tune in for an inspiring conversation about heritage, craftsmanship, and the future of men's fashion.