The Business of Luxury Weddings

What if the most successful version of your business is simply the most honest version of you? Akeshi Akinseye, founder and CEO of Kesh Events and a globally recognized wedding planner and designer, joins James and Otto for a conversation about building a career on truth instead of polish.

Raised in Nigeria in a family of hosts, Akeshi traces how her mother shaped the way she creates, and why she believes your origin is your greatest differentiator. She gets honest about stepping out from behind her brand to stand in front of it, designing celebrations that move...

What does it take to stay at the top for thirty years? Melina Glavas and Stewart Mann lead event sales at The Little Nell, Aspen's only five-star, five-diamond hotel, where weddings happen at eleven thousand feet and Forbes has awarded five stars every year since 1996. In this conversation they join James and Otto to talk about the thing that actually drives it all: relationships.

Melina, who has been at the Nell for twenty years, and Stewart, who joined recently and plans never to leave, get honest about how they build partnerships that last, why they believe everyone...

What happens when you lose the legal right to use your own name? Wedding dress designer Hayley Paige spent nearly five years, and every dollar she had ever earned, fighting to win back her name and her right to design. In this conversation she joins James and Otto to trace the whole arc: the identity crisis of asking "who am I if I'm not a designer?", the businesses she built in the wilderness years, and the surreal comeback of seeing one of her dresses on a real bride during the Super Bowl halftime show.

It's an unusually...

In this episode, James sits down with writer and contributing editor Shelby Wax for a rare, behind-the-scenes look at how wedding editorial really works—and what it actually takes to get published.

Shelby shares how her path through Martha Stewart Weddings, Brides, and now freelance work shaped her perspective on storytelling, curation, and taste. Together, they unpack what most photographers and planners misunderstand about editorial, why "beautiful" isn't always enough, and how timing, brand alignment, and narrative all play a role in what gets selected.

They also dive into the realities behind submissions—why great weddi...

Some planners execute a vision. Natalie Kiran Laskowski and Chelsea Leigh Wenner of Kiran + Leigh are the vision.

In this episode of The Business of Luxury Weddings, the co-founders of one of the most quietly compelling destination wedding studios in the country sit down with hosts James Christianson and Otto to talk about what it actually takes to build something with taste — and keep it that way. How they left a firm, launched a brand during a pandemic, and decided early on that they would never compromise on quality, creativity, or each other.

They talk ve...

In this episode, James and Otto sit down with the creative minds behind Samkoma—a collective that's redefining what it means to build a brand in the luxury event world.

From their roots in nightlife and cultural production to curating experiences for global fashion houses and elite weddings, Samkoma brings an entirely different energy to the table. Josiah and Otto open up about the intentionality behind every decision—the lighting, the sound, the scent, the pacing—and how those details create more than a mood… they create memory.

You'll hear what makes a brand feel unforget...

In this episode, James and Otto sit down with Kimberley Curtin, Senior Event Producer at JZ Events, for a rare and generous conversation about what it really takes to operate at the highest level of luxury event planning. As the right hand to Jennifer Zabinski—one of the most sought-after planners in the world—Kimberley brings an extraordinary combination of calm precision, deep intuition, and flawless execution to every wedding she touches.

They talk about the quiet power of being a number two, how to lead from behind without needing credit, and why trust is the m...

In this episode, James and Otto sit down with Kayley Watson—Account Director of Celebrations at Belmond—for a journey through the soul of luxury hospitality. With her signature blend of warmth, wit, and unshakable professionalism, Kayley pulls back the curtain on what truly sets Belmond apart: curated experiences rooted in place, culture, and human connection.

From designing unforgettable moments across Belmond's legendary global portfolio to nurturing the kind of planner partnerships that last a lifetime, Kayley shares what it means to lead with generosity, curiosity, and joy.

This isn't a conversation about logistics—it's about...

In this episode, James and Otto sit down with Amrit Dhillon-Bains—founder of Anais Events—for a conversation that goes beyond weddings and deep into identity, resilience, and leadership.

Known for her powerful presence and soulfully intentional celebrations, Amrit shares what it's meant to build a globally recognized brand while holding true to her values. From navigating cultural expectations to setting healthy boundaries in a demanding industry, she reflects on how her own journey has shaped the way she leads, serves clients, and shows up in her work.

She also talks candidly about the pressure of r...

In this episode, James and Otto sit down with Emily Coyne—creative director, founder, and force behind Emily Coyne Events—for a masterclass in elegance, leadership, and intentionality.

Known for her elevated simplicity and seamless execution, Emily shares how her team creates weddings that feel effortless, emotionally resonant, and deeply personal—without sacrificing operational precision. From her background in finance to building a high-performing team grounded in trust and clarity, she unpacks the systems, rituals, and values that drive her world-class client experience.

She also opens up about the quieter side of leadership—why presence is more...

In this episode, James and Otto sit down with Julian Leaver, the celebrated event planner of Julian Leaver Events, former hotelier, and master of gracious hosting, for a conversation that redefines what luxury really means. Julian shares why beautiful design is only the beginning—and how emotional intelligence, anticipation, and warmth create the kind of experiences that guests never forget. With roots in Southern hospitality and a sharp understanding of client psychology, Julian unpacks how he makes people feel cared for at every turn—without ego, noise, or theatrics. He talks about navigating the luxury market as a man in a...

In this In the Margins episode, we step into a quiet but powerful moment with Michelle Rago, one of the most respected voices in luxury event production.

Michelle opens up about how her childhood shaped her ability to stay grounded under pressure—and how that emotional clarity has become a cornerstone of her leadership. She shares why she no longer feels the need to prove herself, what she looks for in creative collaborators, and how true confidence often arrives quietly, without the need for noise or performance.

This conversation is a reminder that you don't ha...

In this episode, James and Otto sit down with renowned planner and designer, Beth Helmstetter, for a masterclass in emotionally intelligent event design. Known for her deeply intentional, soulfully refined approach to luxury weddings, Beth shares how she's built a brand rooted not just in aesthetics—but in hospitality, heart, and human connection.

From working with ultra-high-net-worth clients to managing teams across multiple ventures (including her gifting company and boutique hotel), Beth reveals how she brings a sense of calm leadership to every space she enters.

She shares her philosophy on true...

What does it really take to thrive in the luxury wedding world—not just creatively, but personally? In this episode, we sit down with Chris Jespersen of Storybox Cinema to unpack the risks, identity shifts, and real growth that come with building a creative life in a high-stakes industry. Chris shares the wild story behind one of his earliest career-defining moments (spoiler: it involved a one-way international flight, no passport, and a suitcase full of dreams), how dancing became a metaphor for his approach to business, and why authenticity is still the rarest luxury. Whether you're a photographer, filmmaker, planner, or...

What if success in luxury wasn't about being seen—but about helping others feel seen?

In this intimate In the Margins episode, Alicia Fritz—founder of A Day in May Events—pulls back the curtain on what it really means to serve at the highest level. From honoring generational legacy to staying grounded in the presence of extraordinary wealth, Alicia shares how her small-town values built a brand trusted by some of the world's most private families.

She reminds us: these moments aren't for us.

They're for the families we serve—and the love the...

In this episode—our second in a special series on great number twos in the industry—hosts James and Otto sit down with Dawson Mitchell, Director of Operations at Easton Events, the globally respected luxury event firm founded by the legendary Lynn Easton.

Dawson shares the now-iconic story of getting fired on her first day—then showing back up the next morning with quiet determination and a plan to become undeniable. Nearly a decade later, she's not just part of Easton Events—she's integral to how it runs, scales, and protects its gold standard.

This episode...

In this episode, hosts James and Otto sit down with Bryan Rafanelli, founder of Rafanelli Events, the creative force behind some of the most iconic celebrations in the world—including Chelsea Clinton's wedding and major White House events. But Bryan's story doesn't start with celebrity clients and presidential galas—it starts with frat parties, hand-drawn flyers, and a deep love for storytelling through design.

Bryan shares how he built an industry-defining brand by focusing on relationships, risk-taking, and original creative thinking. From his "Rafanelli Rules" to his obsession with spatial scale, authenticity, and emotional connection, he opens up a...

Most wedding professionals think they're selling a brand. They're wrong. Clients don't buy logos, color palettes, or fancy websites—they buy trust. And no one understands that better than Natalie Denyse, founder of In Good Company PR. In this episode, Natalie breaks down why most businesses struggle with branding (hint: it's not about aesthetics), how to build a brand that actually lasts, and why high-end clients are making decisions differently than ever before. She also dives into the biggest marketing mistakes creatives make, how to break free from the Instagram hamster wheel, and why every business owner needs to si...

Weddings aren't about perfect pictures—they're about the in-between moments, the blurry edges, the unscripted, beautiful chaos. And no one captures that better than Preston Utley, a photojournalist-turned-wedding photographer who sees beyond the surface. In this episode, Preston takes us deep into his philosophy of shooting from the gut, anticipating emotion, and embracing imperfection. We talk about his early days covering ski races and crime scenes at the Vail Daily, why he left news photography for weddings, and how his daily meditation practice makes him the calmest person in the room. He shares why one honest frame can say mo...

In this episode, we sit down with Mollie & Sunna, the powerhouse duo behind Bash Please, one of the most forward-thinking event planning and design firms in the industry. With backgrounds in luxury hospitality, private catering, and large-scale event production, they've built a firm known for its intentionality, authenticity, and ability to create multi-day experiences that leave a lasting impact. They dive into why experience matters in event planning, how they've strategically navigated both weddings and corporate events, and what it truly takes to stand out in an industry saturated with trends and Instagram-driven expectations. From why they prioritize hiring...

In this episode, we sit down with John Dolan, the legendary wedding photographer who has spent decades redefining what it means to capture life's most intimate moments. Known for his philosophy of "The Perfect Imperfect," John shares how he approaches weddings with empathy, artistry, and a deep respect for authenticity. From his early days in the darkroom to photographing iconic events, including high-profile weddings at the White House, John reveals the mindset and method behind his minimalist goal of delivering just 15 exceptional images to each client. He dives into the emotional layers of weddings, his relationships with planners, and...

In this episode, we welcome Katherine Gray, Senior Event Producer at Michelle Rago Destinations, a globally renowned luxury wedding planning firm. Katherine shares her incredible journey from cold-calling her way into the industry to becoming the trusted right hand of Michelle Rago. With a background in theater and a knack for anticipation, Katherine dives into what it takes to succeed at the highest level of event planning. She discusses the importance of collaboration, why confidence and simplicity are key markers of professionalism, and how humor keeps teams grounded during high-stakes events. Katherine also provides actionable insights for photographers, videographers...

In this episode, we're joined by Bianca Hall and Erica Vanco, the powerhouse duo behind Estera Events, a luxury wedding planning and design firm based in Chicago. Starting as interns and eventually purchasing the business in 2019, Bianca and Erica share their incredible journey of transforming Estera into a global brand known for stunning destination weddings and exceptional client experiences. They discuss how they navigated the challenges of taking ownership right before the pandemic and how this "trial by fire" shaped their approach to resilience and innovation. Tune in to learn how they craft highly personalized vendor teams, balance authenticity...

In this episode, we sit down with Michelle Gainey, the visionary behind Lemiga Events, a luxury event design and planning company based in Atlanta. Michelle opens up about her inspiring journey of breaking racial barriers in the wedding industry while staying true to her authentic self. She shares how she overcame societal assumptions as a Black woman in the luxury market, transforming those challenges into opportunities to create meaningful and breathtaking events. With 20 years of experience, Michelle reveals how her focus on storytelling, collaboration, and authenticity has set her apart and earned her the trust of high-profile clients. She...

In this episode, we welcome Jose Villa, arguably the most influential wedding photographers of our time. With over 20 years in the industry, Jose's journey has been about more than just taking photos—it's been about building a legacy. From his early days charging $400 for weddings to now capturing million-dollar events around the globe, Jose opens up about the power of client relationships, mastering the art of film in a digital age, and the discipline it takes to succeed in an industry fueled by creativity and pressure. Hear how he navigates the expectations of high-profile clients, the role of humility an...

In this episode, we sit down with Kelsey Connely, owner and creative director of Downey Street Events, a premier wedding planning firm. Kelsey shares her fascinating journey from corporate HR to the world of luxury weddings and how she successfully took over an established event planning business. She dives into the importance of vendor relationships and how these partnerships are the backbone of her firm's success. Kelsey also discusses the creative vision she brings to each event, shaping a unique brand aesthetic that attracts high-end clients. Wedding professionals will find her insights on leadership, team dynamics, and maintaining long-term...

In this episode of the Business of Luxury Weddings, we sit down with Melissa Sullivan, founder of Studio Sully, a renowned event design and production firm based in Los Angeles and New York. Melissa shares her unique journey from assistant planner to headlining her own firm—right as the pandemic hit. Tune in to hear how Melissa navigated the challenges of launching a business during unprecedented times, built invaluable vendor relationships, and found her creative voice. For wedding pros looking to make their mark, Melissa's insights on authenticity, design inspiration from fashion, and the importance of a strong support sy...

In this captivating episode of The Business of Luxury Weddings, we're honored to be joined by the renowned Colin Cowie, an iconic figure in the world of luxury events. With nearly 40 years of experience, Colin shares his fascinating journey from his humble beginnings with just $400 and a dream to becoming the go-to planner for Hollywood's elite. He opens up about the evolving landscape of the event industry, offering invaluable insights into navigating its cyclical nature while keeping elegance and style at the forefront.

Colin also dives deep into the power of creating a rich company culture, proactive...

In this episode of The Business of Luxury Weddings Podcast, we sit down with Joshua Fournier, one half of the power duo behind a flourishing luxury wedding photography brand. Coming from a medical background, Joshua and Leidy share how they transitioned from physician assistant studies to photographing weddings full-time—all while balancing the demands of medicine and life as new parents. They discuss their early success, booking 19 weddings in their first year, and their consistent growth, even during the challenges of COVID. Josh opens up about the lessons learned from both the medical field and running a business, including th...

In this episode of The Business of Luxury Weddings Podcast, James and Otto chat with Rosemary Hattenbach of Rosemary Events. Rosemary's journey started in the film industry as a line producer, where she worked with A-list directors. Now, she brings that same level of attention to detail and collaboration to luxury weddings.

Rosemary shares what it takes to succeed in high-end event planning—confidence, experience, and a solid team that's willing to go the extra mile. She talks about how timelines are key, and how finding the right people who value the process is crucial.

Ro...

In this episode of The Business of Luxury Weddings Podcast, hosts James and Otto sit down with Sneh Diwan of Diwan by Design. Sneh opens up about her journey from studying design and merchandising at the Fashion Institute of Technology to becoming a "timekeeper" in wedding planning, where her love for watches perfectly complements her passion for crafting unforgettable events.

Sneh shares the profound emotional impact of weddings, those rare moments where all the important people in your life come together in one place. She reflects on how high-end weddings create meaningful connections, blending stunning locations with...

On today's episode, hosts James and Otto are joined by Britt and Francie from 42 North, a weddings and event planning business. While much of their clientele is in New England, they also plan destination weddings for clients in New York, Chicago, and LA. Britt and Francie share what a wedding planner does, comparing wedding planning to putting on a Broadway production with no rehearsals. They discuss building their venues and creating beautiful yet functional environments, such as mitigating dust with a water truck for a desert wedding. With a crew of up to 200 people and a multi-million-dollar budget, the...

On today's episode, hosts James and Otto are joined by Alison and Bryan from Alison Bryan Destinations. The couple has an impressive portfolio, which includes work around the globe, including Morrocco, Spain, and Greece, Italy and Mexico, just to name a few. Many people use "experience" as a buzzword, but with Alison and Bryan, it is a fundamental part of their ethos.

Kicking things off, Alison and Bryan share their business, which started 16 years ago in Seattle, moved through Michigan and California before going global. Alison explains that their passion for hospitality naturally evolved into a love...

As photographers and business owners, continuous growth is the name of the game. What gets in the way of this growth are the blindspots we all have. If we're not booking the weddings we want or showing up the way we want to, curiosity and radical self-honesty are the only way to initiate the change we need.

It's really hard to assess ourselves, and often that process is brought on by a huge life event. Nothing makes us self-reflect more than a moment of transition in our lives, like the end of a relationship.

Unique experiences, powerful emotions, beauty, family, love and legacy…these are some of the words planners use to describe the service they provide. It's very rare to hear a planner talk about wellbeing and happiness being the leading drivers of what they do.

At the highest level of wedding planning, the concept of caring for people can get lost in the luxurious logistics. What sets the best apart isn't being really good at the job because everyone's good. What makes the difference is caring about the client as a human being, being their rock throughout the...

Luxury weddings involve so many great things like travel, amazing experiences and glamorous events. Because all these facets are so fun and exciting, it's easy to fall into the trap of treating the job like a hobby.

In order to build something that sustains you, you have to treat it like a business. Yes, the job is fun, but it's also our livelihood so we have to handle it accordingly. In an industry where the barrier gets lower everyday, the people who have staying power are the ones who think like CEOs, and build solid s...

Most wedding professionals are taught to grow by way of digital marketing, but there's something with a much higher ROI - relationship marketing. When you compare what you get out of fostering industry relationships with digital marketing, it's not even close. The former will always win.

One ad can bring in a single wedding. One industry collaboration can bring you hundreds of weddings throughout your lifetime. That's the kind of ROI marketing dollars will never buy! It doesn't matter what level you're at - entry level, high-end or ultra-luxury, investing in relationships will always create t...

When you work in the fast-paced, demanding world of luxury weddings, it's easy to run on reactivity - to act first and then think later.

Running on intentionality, being thoughtful first and then taking action is a completely different approach. Living by intention touches every facet of your life, and of course impacts how you run your business and serve your clients.

For Lea Stafford, being intentional means slowing down to think more clearly, identifying what allows her to be her best and making that the foundation of everything she does.

What practices...

A special event is made up of 3 types of experiences - the atmospheric, the tangible and the organic pieces of what's happening in the moment. Wedding planners are tasked with weaving all these things together and adding connection to the recipe. When this takes place in the context of a destination - local or abroad - there also has to be a story component centered on the place.

From the fluttering fun of initial planning to the gratification of the culminating moment, everything has to be about designing this experience. Then the experience has to c...

Offer a discount, drop your rates, or put more into the package - this is what most people will do when they want to get more business. The problem is, in doing this, you're devaluing yourself in the eyes of the client, which works against you in luxury.

The secret to raising your rates is actually refining your brand and elevating your proposal which means eliminating elements. Instead of incentivizing clients by lowering your price or stuffing your offering, you get them to spend by valuing yourself more. 

What are some of...