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 for future episodes.

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 Rolex Datejust, and Brad’s vintage 1970 Omega Seamaster, plus reflections on buying watches for intrinsic meaning. The group then drafts and explains their picks: Crazy Rich Asians, To Catch a Thief, The Great Gatsby (2013), Kingsman, North by Northwest, Ocean’s 11, The Talented Mr. Ripley (with a critique of the term “old money style”), Wall Street, Crazy, Stupid, Love, Top Gun, American Psycho, and The Thomas Crown Affair (1999), followed by honorable mentions and plans for future interactive episodes.   00:00 Welcome Noah Williams 02:22 Style Roots in Charlotte 04:32 Wrist Check and Wedding Suit 07:54 Vintage Watches and Meaning 11:38 Draft Rules No Bond 12:09 Pick Crazy Rich Asians 15:42 Pick To Catch a Thief 17:08 Pick Great Gatsby 20:22 Pick Kingsman Franchise 23:31 Pick North by Northwest 25:07 What Happened to Brooks Brothers 27:51 Brooks Brothers Legacy 28:17 Ocean’s Eleven Cool 29:51 Ripley Prep Debate 32:18 Wall Street Power Suits 33:51 Crazy Stupid Glow Up 39:22 Top Gun Vibes 41:21 American Psycho Satire 44:07 Thomas Crown Style 45:58 Honorable Mentions Roundup 49:33 Wrap Up and Next Plans 50:54 Post Credits Banter   🧵 Noah’s Picks Crazy Rich Asians (2018) → Streaming on Max (HBO Max) Kingsman: The Secret Service (2014) → Streaming on Disney+ The Talented Mr. Ripley (1999) → Streaming on Paramount+ (often rotates) Top Gun (1986) → Streaming on Paramount+   🧥 Will’s Picks To Catch a Thief (1955) → Streaming on Paramount+ / Prime add-ons (rotates) North by Northwest (1959) → Streaming on Max (HBO Max) Wall Street (1987) → Streaming on Starz American Psycho (1999) → Streaming on Hulu   👔 Brad’s Picks The Great Gatsby (2013) → Streaming on Max (HBO Max) Ocean’s Eleven (2001) → Streaming on Max (HBO Max) Crazy, Stupid, Love (2011) → Streaming on Netflix The Thomas Crown Affair (1999) → Streaming on Amazon Prime Video

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 common Rolex “nickname” models. In clothing, they see the pendulum moving from skinny and ultra-baggy toward straight, tailored fits, including slightly longer pant lengths. They highlight brown and earth tones as versatile “quiet luxury” colors that pair well with navy and even black when balanced correctly. They also argue casualwear is elevating beyond heavy athleisure, emphasizing natural fibers (wool and cotton) and minimal, well-judged stretch for comfort and drape. They answer audience questions on go-to outfits, three wardrobe staples, and a versatile wedding suit suggestion (mid-gray or subtle olive with season-appropriate texture). 00:00 Welcome and Catch Up 00:57 Wrist Check Watches 01:17 2026 Trends Overview 02:24 Timeless Style Over Hype 03:44 Old Hollywood Fit Philosophy 05:56 Watch Trends Smaller Vintage 06:51 Stand Out Beyond Rolex 08:55 Vintage Value and Service 11:07 Pants Fit Swinging Middle 13:14 Brown and Earth Tones 16:29 Brown Takes Over 16:37 Beyond Athleisure 18:13 Natural Fibers Win 21:23 Brown With Black 22:44 Go To Outfits 25:59 Three Wardrobe Staples 27:45 Wedding Suit Picks 30:40 RIP James Van Der Beek

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 boost confidence and open opportunities without overdoing it.

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 outside of fashion, such as music and whiskey, enrich their professional lives. The discussion extends to encouraging others to explore their own passions, providing practical advice on identifying signs that one might not be doing what they love, and sharing insightful resources for personal growth. The hosts emphasize the importance of curiosity, continuous learning, and balancing multiple passions to enhance both personal and professional fulfillment.   00:00 Introduction and Wrist Check 01:07 Why We Love What We Do 03:16 Finding Passion During COVID 04:57 The Power of Passion 06:57 Personal Journeys into Fashion 14:41 The Importance of Style and Fit 18:56 Exploring Passion Projects 20:36 Music as a Passion 21:43 The Journey of Creating Music 22:33 Building Relationships at OMJ 24:38 Finding and Following Your Passion 26:08 The F1 Rabbit Hole 28:11 The Importance of Deep Research 32:12 The Value of Passion in Business 35:18 Advice for Aspiring Entrepreneurs 37:51 Resources for Finding Your Passion 39:36 Final Thoughts and Encouragement  

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 the role of fashion in self-expression. They recount a recent break-in at their store, handling the situation with a positive mindset and community support. The episode delves into the journey and evolution of their brand, OMJ, emphasizing the significance of small details and intentional branding. It concludes with practical advice for personal branding and reflections on brands they admire for their authenticity and community focus. 00:00 Introduction and Birthday Celebration 00:54 Wrist Check: Special Watches 01:39 The Power of Branding 02:36 Store Break-In and Community Support 05:41 Defining a Brand 06:19 Fashion Brands and Their Impact 12:29 Personal Branding and Style 14:40 OMJ Branding Journey 23:11 Community and Relatability 27:34 The Rise of Nuanced Men's and Women's Wear 28:03 Effort and Advantage in a Casual World 28:54 The Value of Elevating Your Style 29:58 Transformative Style Stories 32:15 Consistency and the Two Steps Forward Method 33:52 Overcoming Peer Pressure in Fashion 35:43 The Power of Vintage and Unique Style 40:48 AI and Personal Branding 44:26 Lessons from Successful Brands 48:22 The Importance of Details in Branding 52:19 Quiet Luxury and Final Thoughts

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 pyramid' and how OMJ Marketing is evolving to provide ultimate customer satisfaction. Plus, hear insights on community engagement, successful and failing retail strategies, and the future impact of AI on retail.   00:51 The Importance of Experiential Retail in 2025 01:22 Wrist Check: Showcasing Vintage Watches 02:01 Evolving Retail Strategies 04:19 The Experiential Retail Pyramid 08:01 Creating a Lifestyle Brand 10:15 Challenges and Strategies for Small Businesses 11:50 Unconventional Marketing and Community Engagement 13:56 Examples of Experiential Retail 18:28 Local Small Business Highlights 22:14 Charlotte's Small Business Community 22:57 Brands That Missed the Mark 25:39 Challenges in Big Box Retail 31:27 The Power of Community in Retail 35:22 Innovative Marketing Strategies 40:44 The Purpose of the Podcast 42:55 Concluding Remarks and Future Plans  

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-building, diversifying supply chains, and the need for community support. The episode also highlights the potential for businesses to pivot and focus on core strengths during challenging times. With insights from both hosts, the talk aims to provide practical advice for entrepreneurs and small business owners on how to thrive amidst economic turbulence.  

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 significance of their brand name, and their mission to make fashion both simple and significant. Brad shares his experiences working with NBA draftees, the role of community in their Charlotte-based business, and the future expansion plans for OMJ. Along the way, we also touch on fashion trends, wardrobe essentials, and the impact of looking good on personal confidence and success.

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, and discover how embracing creativity and passion has allowed OMJ to thrive in a constantly evolving marketplace.

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, and the best menswear podcasts to follow. The team also shares insights on the modern trend of wearing pants without belt loops, where to find the best bourbon, and how to choose the perfect watch for your custom suit. Whether you're curious about the average cost of a custom suit, the significance of a good fit, or the timeline for creating a custom garment, this episode covers it all. Plus, learn about the sources of inspiration for the team, the impact of their craft, and their preferred types of clients. Tune in for an engaging discussion that not only answers your burning questions but also provides a deeper understanding of the world of custom clothing.

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 landscape. Whether you're new to custom clothing or a seasoned sartorialist, this episode offers valuable insights and entertaining anecdotes from the industry. Join us as we explore the journey of creating a perfect custom suit, the evolving trends in fashion, and the meticulous craftsmanship that goes into each piece. Plus, get a behind-the-scenes look at OMJ's philosophy and approach to making custom clothing accessible and exceptional for everyone.

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 also highlights their Mount Rushmore of bourbon and introduces some great brands to look out for. Whether you're a seasoned whiskey lover or just getting started, this episode offers a deep dive into the world of bourbon, featuring iconic bottles, unique finds, and expert tips on whiskey hunting. Tune in to learn, savor, and share the spirit of whiskey with us!

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 confidence and even change career trajectories, emphasizing the importance of starting with the basics. The team explores questions they've frequently encountered, such as where to invest in your wardrobe, the versatility of different pieces, and how to dress better for work without overdoing it. Each host presents their top 10 essential items, offering insights into building a versatile and timeless wardrobe. Whether you're new to fashion or looking to refine your style, this episode is packed with practical advice and tips to help you feel confident and look your best every day.

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 retail veteran Kendra Cheeseman and menswear enthusiast and OMJ Stylist Will Jones, as we unpack the growth of OMJ. Delving into our adventures, the hurdles we faced and our intimate connection with our origins in North Carolina, this episode showcases how we have survived and thrived in the world of tailored fashion while adhering to simplicity, versatility, and timelessness. Enjoy candid conversations with co-founders Filipe Ho and Bradley Rhyne as we share our struggles, triumphs, and resilience. The episode takes you behind the scenes to our first year in business, starting as a finalist in the Belk Southern Design Competition just three months after our launch to a month with one sale, to the launch of our newest retail store in Southend Charlotte. Despite the challenges of staying relevant in a fast-paced world, the episode resonates with tales of perseverance and highlights the aspiration of resonating with the North Carolina brand, resonating with stories of the first year of the business, right up to current day wins. Ultimately, we hope this is an inspiring story for entrepreneurs and fashion enthusiasts alike!