Tailored Talks with OMJ

Join Brad, Will and Cullen for a mailbag episode of Tailored Talks where they answer listener questions about OMJ’s origin, what sets their custom clothing apart, tailoring tips for summer, community giving, and pop-culture style favorites. They share practical advice for first-time custom clients, wardrobe essentials, and invite listeners to visit their South End showroom or submit more questions...

Most Stylish Movies Draft (No Bond Allowed) | Tailored Talks w/ Noah Williams Brad and Will welcome returning guest Noah Williams, creative director at Windsor Jewelers in Charlotte, to Tailored Talks for a draft of the most stylish movies (with James Bond movies banned). They open with a “wrist check,” discussing Noah’s Patek Philippe Aquanaut tied to major life milestones, Will’s 1989 two-tone R...

2026 Men’s Style Trends: Straight Fits, Brown Suits, Vintage Watches & Ditching Athleisure | Tailored Talks Brad and Will discuss lasting menswear trends for 2026 from a tailored, old-Hollywood perspective, starting with their vintage watches (a 1985 Rolex Day-Date and a 1980s Hamilton). They note a shift toward smaller, more elegant and often vintage timepieces and more originality beyond com...

Hosts Brad and Will return for the first Tailored Talks episode of 2026 with a concise playbook for dressing better: a four-step plan to audit your closet, build a core wardrobe (navy suit, trousers, sport coats, crisp shirts and shoes), learn the basics, and stay consistent. They stress intentionality, fit, and comfort and introduce the "one level up" rule — elevate slightly above your peers to b...

The Deep Passion Behind Tailored Clothing and Finding Your Own In this episode of Tailored Talks, Brad and Will discuss their deep passion for the tailored clothing industry, detailing their personal journeys and the elements that make their work at OMJ so fulfilling. They share personal anecdotes about their introductions to fashion, the importance of authenticity, and how their diverse interests...

The Power of Branding: From Business Success to Personal Style In this episode of Tailored Talks, hosts Brad and Will discuss the importance of branding and its impact on both personal and business levels. The conversation kicks off with a personal wrist check, highlighting their respective vintage Rolex and Omega watches, and evolves into a discussion about personal branding, quiet luxury, and th...

The Future of Experiential Retail: Why It Matters in 2025 | Tailored Talks   Welcome back to Tailored Talks with Brad and Will! In this episode, we dive into why experiential retail will be crucial for survival in 2025. We discuss how small businesses can lead in creating unique, engaging customer experiences and why remaining adaptable is key. Explore the concept of the 'experiential retail pyram...

In this episode of Tailored Talks, hosts Brad and Will discuss the impact of economic uncertainties such as the COVID-19 pandemic and ongoing tariffs on small businesses. They delve into the importance of optimism, adaptability, and transparency in maintaining business resilience. They share personal experiences and strategies from both the fashion and real estate sectors, emphasizing relationship...

In this episode, Legendary Coach Matt Doherty interviews Brad, co-founder of OMJ, to explore the origins and evolution of his fashion business. Brad discusses how his college friendship with Filipe inspired their journey into the clothing industry, the challenges of finding the right professional attire, and the importance of timeless, well-fitted clothing. We dive into the ethos behind OMJ, the s...

Join Brad and Will in this episode of Tailored Talks as they celebrate 12 years of OMJ with engaging stories from the brand's history and personal inspirations. With a nod to fashion, they share insights into the art of crafting personal style, including discussions on music, bourbon, and the allure of vintage watches. Dive into the challenges, lessons, and successes that have shaped their journey...

Welcome back to another episode of Tailored Talks, hosted by Brad, co-founder of OMJ, alongside co-hosts Will Jones and Kendra Cheesman. In this special mailbag episode, the team dives into some of the most frequently asked questions they've received over the years about custom clothing and the clothing business. Discover the do's and don'ts of funeral attire, tips on starting a clothing business,...

In this episode of "Tailored Talks", Brad, co-founder of OMJ, and his co-hosts Will Jones and Kendra Cheeseman dive deep into the world of custom clothing. They discuss everything from the nuances of fit and pattern to the intricacies of materials and design. Learn about the benefits of custom suiting, the importance of customer experience, and how OMJ Clothing stands out in the competitive landsc...

Welcome back to Tailored Talks! In this episode, we are joined by whiskey aficionado Trey Wade, the head of consumer experience for Coors Spirits Company. Trey, a prolific collector of spirits, shares his extensive knowledge and passion for whiskey and bourbon. The discussion delves into the rich history and growing popularity of whiskey, including fascinating bourbon hunting stories. The panel al...

Welcome to Tailored Talks with OMJ! In this episode, hosts Brad, Will, and Kendra dive into the essentials every man needs in his wardrobe. As they navigate through the chaos of wedding season at OMJ, they take a moment to strip things down to the basics and discuss the core pieces that form the foundation of a great wardrobe. Brad shares an inspiring story about how dressing well can boost confid...

In this episode of 'Tailored Talks', join hosts Brad, Will, Kendra, and esteemed guest Noah Williams, as they traverse the world of fashion in popular TV shows. Discover how television influences fashion trends and shapes viewers’ style choices through the first-ever live draft of the "Most stylish" tv shows. The winner gets absolutely nothing, but we all have a great time.

Welcome to 'Tailored Talks with OMJ', a deep dive into the story of one of the leading brands in custom clothing, OMJ. In this inaugural episode, explore our humble beginnings, from college roommates dreaming of creating a unique fashion line to becoming a thriving business that goes beyond crafting clothes to deliver an immersive, inclusive retail experience. Join our co-hosts, OMJ Stylist and re...