Wine and Dine Me

Reagan Prechter, Owner of Reagan Events
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The Wine and Dine Me podcast is brought to you by Reagan Prechter, owner of Reagan Events, a luxury event planning and design firm based in Charleston, South Carolina. With more than 15 years of experience executing events all over the world, she’s seen a thing or two. Join Reagan weekly for her unfiltered, no-rules-attached commentary where she dives into the stories behind exceptional hospitality, the business strategies that drive success, and life’s most unforgettable moments. This podcast is unapologetically not for the basic. Follow us on instagram @reaganevents reaganevents.com

  1. Sep 22

    The Psychology of the Velvet Rope: Attracting Fewer, Bigger, Better Clients with Rachael Johanson

    What changes when you stop trying to book more clients and start building a business designed to attract the right ones? In this episode of The Wine and Dine Me Podcast, Reagan sits down with strategist Rachael Johanson to talk about moving from what Rachael calls the “penny market” into the “silver dollar market” - fewer clients, larger projects, stronger positioning, and far more intention behind how a founder is seen. Rachael works exclusively with female entrepreneurs who want to move into the top of their market. Together, she and Reagan unpack why the marketing tactics that helped build your business may not be the ones that take it to the next level, and why positioning has to come before almost everything else. They get into the psychology of the “velvet rope,” the value of niching down, using press as a pricing tool, building strategic referral relationships, and why relationships still outperform most marketing tactics. The conversation also gets personal. Reagan and Rachael talk about women underpricing themselves, why founders should still be taking their own connection calls, how headshots and team positioning can quietly undermine authority, and why building a bigger business does not necessarily have to mean giving more of your life away. Topics We Cover The difference between the “penny market” and “silver dollar market”Why strategies that worked while building your business may stop working at the next levelHow to identify a niche using your existing clients and past workThe psychology behind Rachael’s “velvet rope” positioningWhy fewer inquiries can actually signal stronger positioningPositioning, press, paid speaking, and strategic partnershipsWhy Rachael views press as a pricing tool rather than a vanity metricWhy relationships can produce a stronger return than traditional marketingSelling to clients for whom budget is not the primary concernWhy founders should personally take high-level client callsTurning a “sales call” into a connection callWhy women often struggle to price their expertise confidentlyHow personal style, headshots, and website hierarchy influence positioningWhy your existing portfolio may contain work you are overlookingBuilding a selective business while still protecting family lifeGuest Info Rachael Johanson is a strategist who works exclusively with women building sophisticated service businesses and personal brands. Her work focuses on positioning, sales psychology, visibility, partnerships, and helping founders become more selective about the clients and opportunities they pursue. Rather than simply generating more inquiries, Rachael helps women create businesses where the right clients arrive already understanding why they are the person for the job. Connect with Rachael: Website: Rachael JohansonInstagram: @rachaeljohanson_ Listen & Follow For more candid conversations about hospitality, sophisticated events, leadership, business, and the standards behind unforgettable experiences, follow The Wine and Dine Me Podcast. Subscribe to our newsletter for inspiration, updates, and expert perspective. Follow Reagan Events on Instagram and TikTok for behind-the-scenes moments, event insight, and conversations from the podcast. Listen to The Wine and Dine Me Podcast on Apple Podcasts, Spotify, and Youtube. Hosted by Reagan Prechter, founder and creative director of Reagan Events.

  2. Sep 14

    Scaling Without Sacrificing the Standard with Jordan Kahn

    What happens when a creative business grows from one performer to 25 weddings every weekend without losing control of the experience? Jordan Kahn, founder of Jordan Kahn Music Company, joins Reagan for a candid conversation about scaling, standards, hospitality, and the systems required to deliver consistently at a national level. Jordan started working in events at just 12 years old, DJing parties to raise money for the Make-A-Wish Foundation. What began as an early love of music and full dance floors eventually grew into a company with teams across the country, multiple entertainment brands, and an infrastructure designed to remove as many variables as possible from the wedding day. But Jordan is clear: talent alone is not enough. He and Reagan talk about why professionalism is non-negotiable, how clear expectations make delegation possible, why he believes in hiring slowly and acting quickly when someone no longer fits the standard, and how his team approaches everything from volume control and equipment to travel logistics and communication with planners. They also get into the business behind the business. Jordan explains how studying the inquiries his company was turning away revealed an entirely new market, why accessibility does not have to mean compromising quality, and how carefully structured pricing helped the company scale while protecting the value of its bands. Then the conversation becomes personal. After spending most of his life performing at other people’s weddings, Jordan recently experienced one from the other side as the groom. He shares how that changed his perspective, why the emotional weight of the day surprised him, and how the experience strengthened his mission to give other couples the same feeling he experienced at his own wedding. It is a conversation about music, yes. But even more, it is about leadership, relationships, standards, and remembering who the work is ultimately for. Topics We Cover Starting in the events industry at 12 years oldScaling without sacrificing qualityCreating standards before expanding a teamWhy talent without professionalism is not enoughReading the room through music, tempo, and volumeBuilding operational systems that make planners’ jobs easierDelegating without micromanagingHiring slowly and setting clear expectationsFinding growth opportunities inside your own CRMServing different price points without compromising the productGenuine relationships vs. transactional networkingWhat becoming a groom taught Jordan about weddingsWhy the couple always has to remain at the centerGuest Info: Jordan Kahn is the founder of Jordan Kahn Music Company, a national private entertainment company providing live music for weddings and events across the United States. Jordan began working in the event industry at 12 years old and went on to study at Berklee College of Music before building his career as both a performer and entrepreneur. Today, his company operates teams across major markets throughout the country and performs approximately 25 weddings on an average weekend. His approach combines performance with detailed operational systems, from music programming and sound control to travel logistics, equipment standards, team training, and planner communication. At the center of it all is one principle: the people working the event are there for the couple and their guests. For more honest conversations about hospitality, sophisticated events, leadership, business, and the standards behind unforgettable experiences, follow The Wine and Dine Me Podcast on Spotify, Apple Podcasts, and YouTube. Hosted by Reagan Prechter, founder and creative director of Reagan Events. Listen to The Wine and Dine Me Podcast

  3. Aug 14

    Why Relationships Still Matter More Than Recognition with Alison Hotchkiss

    After nearly 25 years in the events industry, Alison Hotchkiss has learned that longevity has far less to do with recognition than it does with relationships, resilience, and the willingness to evolve. Reagan and Alison get candid about building businesses before Instagram, leading teams through inevitable change, collaborating without ego, and knowing when to stop doing everything yourself. They also discuss why beautiful work is no longer enough - the clearest point of difference is how well clients, guests, vendors, and employees feel cared for. In This Episode Reagan and Alison discuss: Building a destination event company before Instagram and online vendor directoriesWhy access to endless inspiration may be weakening originalityThe truth behind industry lists, visibility, and overnight successMaintaining relationships with clients beyond a single eventBuilding a company that is larger than its founderAccepting that talented employees will eventually leaveHiring the right mix of employees, freelancers, and creative partnersCollaborating with designers and production companies without egoInvesting thoughtfully in mentorship, education, and industry relationshipsWhy guest experience remains the strongest point of differentiation About Alison HotchkissAlison Hotchkiss is the founder of Alison Events, a destination event planning and production company with nearly 25 years of experience creating celebrations around the world. She is also the author of three books and a mentor to emerging event professionals. Listen & Follow Subscribe to our newsletter for inspiration, updates, and expert advice.Follow us on Instagram and TikTok for behind-the-scenes moments, trending ideas, and so much more.Tune in to our Wine and Dine Me Podcast on Apple Podcasts and Spotify, where we explore all things weddings, life, and business.

  4. Jun 4

    The Missing Layer in High-Touch Events: Concierge Event Medicine with EventDox

    In this episode of The Wine and Dine Me Podcast, Reagan sits down with Caroline Brown and Julie Livingston, co-founders of EventDox, a concierge event medicine service designed for elevated weddings, private events, and high-touch celebrations where discretion and preparedness matter. Julie, a seasoned wedding photographer, first noticed the gap after years of seeing guests, family members, brides, and grooms become sick or injured during events, sometimes leading to ambulances, missed moments, or family members stepping away to manage the situation. That experience sparked the question: why isn’t there a better way to handle medical needs without disrupting the event? Caroline brings a background in healthcare, concierge medicine, and relationship-driven business, helping shape EventDox into what they describe as a hospitality company that does medicine, not the other way around. Their providers dress in event attire, blend into the environment, and understand the expectations of sophisticated private events. The conversation explores the difference between traditional EMT coverage and concierge event medicine, including why nurse practitioners, physician assistants, and physicians can offer a broader scope of care on site. Caroline and Julie explain what they bring to an event, from prescription medications and IVs to AEDs, EpiPens, Narcan, and wellness lounge support. They also discuss the liability planners and hosts may not realize they are carrying, from handing out Advil to hiring a nurse friend or relying on a doctor who happens to be attending as a guest. EventDox operates as a medical practice with licensed providers, clinical oversight, and malpractice insurance, filling the space between a small injury and a full emergency response. The episode also moves into a more personal conversation about reinvention, resilience, motherhood, postpartum anxiety, difficult life chapters, and what it means to build something meaningful while still being human. Caroline and Julie share how their own hard seasons shaped the way they show up as business owners and as women leading a new company. In this episode, we talk about: What concierge event medicine actually meansWhy medical support is becoming a thoughtful layer of event hospitalityThe difference between EventDox and traditional EMT coverageHow medical care can be integrated discreetly into weddings and private eventsThe liability planners, venues, and hosts may not realize they are carryingWhy relying on a guest who happens to be a doctor is not the same as having medical coverageWellness lounges, IV support, and on-site medical care for guests and event teamsBuilding a business from lived experience and industry needMotherhood, resilience, postpartum anxiety, and asking for helpWhy preparedness should feel like care, not fear Guest Information Guests: Caroline Brown and Julie LivingstonCompany: EventDoxEmail: info@eventdocs.comInstagram: @eventdox Listen & Follow Subscribe to our newsletter for inspiration, updates, and expert advice.Follow us on Instagram and TikTok for behind-the-scenes moments, trending ideas, and so much more.Tune in to our Wine and Dine Me Podcast on Apple Podcasts and Spotify, where we explore all things weddings, life, and business.

  5. May 28

    Bryan Rafanelli on Building Clients for Life

    In this episode of The Wine and Dine Me Podcast, Reagan sits down with Bryan Rafanelli for a conversation about the kind of event work that lasts beyond a single night. Bryan shares how he thinks about client relationships, not as one-time projects, but as long-term partnerships built through trust, care, and future-minded service. From wedding planning and private celebrations to corporate and nonprofit events, he talks about why the strongest businesses are built by staying close to clients, understanding who is in the room, and creating moments that feel personal without being performative. Reagan and Bryan also talk about high-touch guest service, the pressure to stay relevant, why event innovation cannot only be visual, and how planners can advocate for the right decisions when the integrity of the guest experience is at stake. The conversation moves from business strategy to hospitality philosophy, with Bryan offering a generous, candid look at what has shaped his career after decades in the event industry.They also discuss:  Why a wedding can be the beginning of a lifelong client relationship  How to make sure guests know who produced the event without awkward self-promotion  The role of trust when discussing budgets, investments, and last-minute decisions  Why planners should understand the character of the guest list  How to approach VIPs with confidence and humanity  Why diversifying your client portfolio can create a stronger business  The difference between staying visible and staying truly relevant  Why guest experience is still the real measure of a memorable eventConnect with Anja Winikka: Instagram: @rafanellievents Website:  rafanellievents.comListen & Follow Subscribe to our newsletter for inspiration, updates, and expert advice.Follow us on Instagram and TikTok for behind-the-scenes moments, trending ideas, and so much more.Tune in to our Wine and Dine Me Podcast on Apple Podcasts and Spotify, where we explore all things weddings, life, and business.

  6. May 21

    Visibility Is Not Influence: Anja Winikka on Trust, Taste, and the Rooms That Matter

    In this episode of The Wine and Dine Me Podcast, Reagan sits down with Anja Winikka, founder and CEO of Freeda, a private membership network for leaders in the global events industry.Anja has seen the wedding and event industry from nearly every angle. She spent more than a decade at The Knot, helped shape modern wedding media, co-founded Maroo, and now leads Freeda, where creative founders gather in curated peer groups for honest conversations, trusted relationships, and the kind of support that rarely happens in public.This conversation looks at the difference between visibility and true influence, why follower count is no longer the strongest signal of credibility, and why discerning clients are paying closer attention to trust, referrals, and the rooms people are actually in.Reagan and Anja also talk about the loneliness that can come with building a successful creative business, the pressure to appear booked and thriving, and what longevity really requires behind the scenes: emotional intelligence, operational maturity, financial clarity, boundaries, and relationships that can sustain you through different seasons of business and life.This episode is for creative founders, planners, designers, photographers, and hospitality professionals who are asking bigger questions about growth, visibility, trust, and what kind of business they actually want to build.Listen to the full episode for a candid conversation on influence, private networks, mature business ownership, and why the right room can change everything.In This EpisodeReagan and Anja discuss:  The shift from media-driven visibility to trust-based influence  Why follower count does not equal credibility  How high-end clients evaluate trust differently now  What creative founders are craving behind the scenes  Why Freeda was created for more honest peer conversations  The difference between networking and belonging  What longevity really looks like in the wedding and event industry  Why emotional intelligence and operational maturity matter more than ever  How the right relationships can shape both your business and your lifeConnect with Anja Winikka:Instagram: @joinfreedaWebsite: https://www.joinfreeda.com/Listen & Follow Subscribe to our newsletter for inspiration, updates, and expert advice.Follow us on Instagram and TikTok for behind-the-scenes moments, trending ideas, and so much more.Tune in to our Wine and Dine Me Podcast on Apple Podcasts and Spotify, where we explore all things weddings, life, and business.

  7. May 14

    From Influence to Trust: How Creative Entrepreneurs Build Brands That Last with Lauren Taylor

    What matters more now: being followed, or being found?In this episode of The Wine and Dine Me Podcast, Reagan sits down with Lauren Taylor, founder of LeFleur Society, a high-touch agency representing creators, celebrities, public figures, and entrepreneurs. Lauren’s path started in law, but her work now sits at the intersection of legal protection, brand strategy, creator representation, and business growth.Together, Reagan and Lauren talk about what it really takes to build a brand that lasts. Not just one that looks good online, but one built with clarity, protection, credibility, and trust.They dig into why follower count is losing its power, why authenticity has become harder to fake, and why creative entrepreneurs need to think more like business owners. Lauren also shares what brands are looking for now, how searchability and SEO are changing the way people discover businesses, and why the strongest founders are not waiting for the perfect moment to begin.In This EpisodeReagan and Lauren discuss:  Why follower count is becoming less important than credibility  How creative entrepreneurs can better understand their own value  What authenticity actually means now  How sophisticated brands can show more realness without losing polish  Why personal brand and business brand need to grow together  The difference between viral content and lasting brand trust  Why SEO, searchability, and platform strategy matter more than ever  What creators may be giving away without realizing it  Why entrepreneurs are beginning to replace traditional influencers  How to build a brand ecosystem that extends beyond one platform  Why imperfect timing is often the moment to moveConnect with Lauren Taylor:Instagram: @lefleursociety / @laurentaylorattorneyWebsite: https://www.lefleursociety.com/Listen & Follow Subscribe to our newsletter for inspiration, updates, and expert advice.Follow us on Instagram and TikTok for behind-the-scenes moments, trending ideas, and so much more.Tune in to our Wine and Dine Me Podcast on Apple Podcasts and Spotify, where we explore all things weddings, life, and business.

  8. Mar 6

    Obsessive Hospitality and Zero-Management Photography with Alex Schon

    In this episode of The Wine and Dine Me Podcast, Reagan sits down with photographer and licensed sommelier Alex Schon to talk about what “exceptional” really looks like when the weekend is high-stakes and the margin for error is basically nonexistent. They get into the difference between a vendor who creates pretty work and a partner who protects the entire experience. The throughline is simple: the best people on your team add calm, not questions.Alex shares how an aerospace engineering background wired him to think in systems, contingencies, and cause-and-effect. One small delay doesn’t stay small. It cascades. That’s why his standard is “zero management.” He shows up already briefed, already prepared, already watching the room, already solving what most people don’t notice until it’s too late.They also talk about the “one-inch rule” and why tiny details matter more than anyone wants to admit. Because photography is the permanent record. It becomes the proof of the weekend. One crooked chair or messy corner in a frame can quietly undermine the credibility of a multi-layered production. Not because clients are picky, but because the images are forever.Along the way, Reagan and Alex get candid about trust, pricing, and the post-COVID market. Alex makes a point every vendor needs to hear: pricing isn’t just math. It’s integrity. If you feel opportunistic or inconsistent, the people who refer you will notice first.In this episode, we cover:  What “zero management” actually means on a wedding weekend Why obsessive hospitality is the real flex, not performative service How an engineering brain changes the way you plan and shoot The one-inch rule and how small details can weaken the entire story Why photography is the final filter, not the main character How to build calm through preparation, not personality Pricing, trust, and why the market always corrects inflated value The difference between anxiety and care, and why clients feel it Alex’s sommelier lens on guiding experiences without showing off His closing line that says everything: if you’re a project, you’re not a partnerKey moments (timestamps) 00:00 Intro and why this conversation matters for planners and vendor teams 03:40 Alex’s background and how engineering shaped his planning brain 08:55 What “zero management” looks like in real time 13:20 Obsessive hospitality and the Mary Poppins bag mentality 18:45 The cascade effect: how one delay becomes the whole day 24:10 The one-inch rule and why details affect credibility in photos 31:30 Photography as the permanent record: proof, not performance 38:05 Pricing, integrity, and what breaks trust fastest 46:15 Sommelier mindset and guiding people through experience 52:30 Closing takeaway: partnership over performanceConnect with Alex: Instagram: @alexschonWebsite: www.alexschon.comListen & Follow Subscribe to our newsletter for inspiration, updates, and expert advice.Follow us on Instagram and TikTok for behind-the-scenes moments, trending ideas, and so much more.Tune in to our Wine and Dine Me Podcast on Apple Podcasts and Spotify, where we explore all things weddings, life, and business.

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About

The Wine and Dine Me podcast is brought to you by Reagan Prechter, owner of Reagan Events, a luxury event planning and design firm based in Charleston, South Carolina. With more than 15 years of experience executing events all over the world, she’s seen a thing or two. Join Reagan weekly for her unfiltered, no-rules-attached commentary where she dives into the stories behind exceptional hospitality, the business strategies that drive success, and life’s most unforgettable moments. This podcast is unapologetically not for the basic. Follow us on instagram @reaganevents reaganevents.com

Information

  • Creator
    Reagan Prechter, Owner of Reagan Events
  • Years Active
    2024 - 2026
  • Episodes
    74
  • Rating
    Explicit
  • Copyright
    © Reagan Prechter, Owner of Reagan Events
  • Show Website
    Wine and Dine Me

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