The Luxe and The Short of It

25 Episodes
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By: Madeleine Raiford-Holland

What if you could swap burnout for freedom? Host Madeleine Raiford Holland—military wife, mom, and 7-figure entrepreneur—escaped the 9-5 grind by building a short-term rental empire. Now, she teaches you how to reclaim your time, income, and joy through short-term rentals and real estate investing, mindset shifts, and systems that align with your priorities. Each week, get no-nonsense strategies for scaling rentals, overcoming fear, and designing a life where work fuels your passions (not the other way around). With solo episodes, expert guests, and raw stories of wins and mistakes, this podcast is your roadmap to financial freedom and...

23 | Surprising Secrets Behind My Short-Term Rental Success - The Empowered Women Podcast
06/25/2025

Today's episode of The Luxe & the Short of It podcast is a recast of a conversation between Madeleine and Marta Spirk, host of The Empowered Women podcast.

During the conversation, you'll hear about Madeleine's remarkable journey as she traces an unconventional career path from a traditional corporate role to a bold reinvention of work and lifestyle. She shares insights on navigating major life transitions, balancing family priorities, and discovering new avenues for both financial success and personal freedom. Along the way, you'll learn how blending creativity with strategic thinking helped unlock opportunities that many might overlook.

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22 | Dr. Caroline Iscovitz | Love and Profits: How Couples Can Conquer Entrepreneurship Together
06/18/2025

In today's episode of The Luxe & the Short of It podcast, Madeleine is joined by Dr. Caroline Iscovitz, an entrepreneur, advocate for higher-conscious living, and private wellness consultant.

During this fascinating conversation, Madeleine and Dr. Caroline discuss the complexities and rewards of blending personal relationships with professional ventures. You'll hear candid insights about navigating the challenges that arise when business and romance intertwine, emphasizing the importance of communication and clearly defined roles. You're invited to explore how balancing different strengths within a partnership can create a dynamic and thriving business environment.

The discussion also highlights...


22 | Robyn Meyer | Boost Your Bottom Line: The Ultimate Guide to Financial Clarity
06/18/2025

In today's episode of The Luxe & the Short of It podcast, Madeleine is joined by Robyn Meyer, Senior Account Executive at Relay Financial.

In this exciting conversation, Madeleine and Robyn explore the challenges many face when managing multiple financial streams and how small, strategic changes can transform the way business owners see their money. They explore common pitfalls that often keep people stuck in cycles of uncertainty and stress, and offer insight into how taking control early can set a foundation for long-term success. Along the way, they highlight how mindset shifts are just as crucial as...


21 | Mastering Grace Under Pressure: Secrets to Taming Difficult Guests
06/11/2025

In today's episode of The Luxe & the Short of It podcast, Madeleine discusses the tricky realities of managing challenging situations that come with providing premium experiences. Specifically, "pain in the a$$" guests. You’ll hear a real-life guest story that left Madeleine stunned—and how she handled it with grace, not emotion.

Despite best efforts to anticipate and prevent issues, sometimes unexpected obstacles and difficult personalities show up, testing patience and professionalism. Madeleine explores the balance between maintaining high standards and navigating the frustrations that inevitably arise when things don’t go as planned.

You'll learn...


20 | Unlock Success Secrets in Short-Term Rentals That No One Tells You
06/04/2025

In today's episode of The Luxe & the Short of It podcast, Madeleine answers a series of common yet crucial questions that many aspiring entrepreneurs hesitate to ask. 

From figuring out the initial steps to overcoming financial hurdles, the conversation will guide you through practical ways to navigate early challenges while emphasizing the importance of mindset shifts. Whether you’re just starting or looking to level up, there’s a thoughtful breakdown of how to strategically approach growth and opportunity.

You’ll also be introduced to various pathways that can open doors with different levels of commitm...


19 | The Paradox of Triumph: How To Rediscover Joy After Achievement
05/28/2025

In today's episode of The Luxe & the Short of It podcast, Madeleine dives into a rarely discussed emotional experience that many entrepreneurs face but don’t often name—a profound mix of exhilaration and unexpected grief that follows the completion of a major project. 

Drawing on a candid conversation with Chase, an interior decorator she works with regularly, Madeleine explores the intensity of being fully immersed in a mission, the high of focused creativity, and the surprising emptiness that can come once it’s all over. Through personal stories of juggling family transitions and hosting a large communi...


18 | Abby Dickerson | Unlock Your Creative Genius with AI Collaborators
05/21/2025

In today's episode of The Luxe & the Short of It podcast, Madeleine is joined by Abby Dickerson, Director of Marketing at MHM Luxury Properties.

In this candid and energizing conversation, Madeleine and Abby dive into the evolving nature of creativity and performance in the modern workplace. Their dialogue explores the intersection of curiosity, productivity, and the tools that support high-achieving teams. Through personal anecdotes and honest reflections, they challenge the notion that innovation is limited to a select few, revealing instead how intentional habits and experimentation can unlock extraordinary results.

You'll be drawn into the...


17 | Bailie White | Mentorship and Money Magic: Building Wealth with Short Stays
05/07/2025

In today's episode of The Luxe & the Short of It podcast, Madeleine is joined by Bailie White, former founder of a luxury travel agency and now a public speaker and coach.

Madeleine and Bailie explore an exciting and unconventional opportunity for those looking to create wealth and passive income. The conversation centers around an investment strategy that blends leveraging market conditions with strategic financial decisions. You'll learn about a model that not only offers the potential for immediate returns but also emphasizes the importance of long-term growth and stability. 

Discover the benefits of specialized knowledge a...


16 | What Are the Best Practices for Short-Term Rental Success? (Mia Frankl Follow-Up)
04/30/2025

In today's episode of The Luxe & the Short of It podcast, Madeleine reflects on her conversation with Mia Frankl, the Founder of Powherfull Inc., a coaching practice dedicated to supporting everyday women.

What started as a conversation about civic responsibility and community well-being quickly expanded into a rich discussion on how rules and relationships intersect when it comes to managing properties and building a business. With stories pulled straight from real-life encounters, you'll get a behind-the-scenes look into both the challenges and opportunities that come with navigating complex systems—whether you're a property owner, a new business fo...


15 | Mia Frankl | Discover the Surprising Power of Neighborhood Dynamics in Your Life
04/23/2025

In today's episode of The Luxe & the Short of It podcast, Madeleine is joined by Mia Frankl, Founder of Powherfull Inc., a coaching practice dedicated to supporting everyday women.

In this insightful conversation, Madeleine and Mia explore the challenges and dynamics of building relationships with neighbors, especially when it comes to navigating the complexities of shared spaces. They discuss how subtle tensions can arise, sometimes over the most minor issues, and how the reactions to these tensions can be influenced by deeper, unaddressed personal struggles.

Amid the exploration of neighborly conflicts, you'll discover a variety...


14 | Transform Your Outcomes with Powerful Teamwork Strategies
04/16/2025

In today's episode of The Luxe & the Short of It podcast, Madeleine reflects on her conversation with Sebastian Perez, a coach in her mentorship program whose passion for mentorship and personal growth is contagious.

You'll discover how their connection, sparked by a simple social media message, has blossomed into a mutually supportive relationship that has since influenced countless individuals. Through their work together, they’ve created a space where knowledge is freely shared, egos are set aside, and success is built on the foundation of collaboration rather than competition. 

Madeleine shares a mindset shift that can...


13 | Sebastian Perez | How to Harness Lucid Dreaming for Personal Growth
04/09/2025

In today's episode of The Luxe & the Short of It podcast, Madeleine is joined by Sebastian Perez, a coach in Madeleine's mentorship program.

In this conversation, you'll take a fascinating journey into the realm of human potential, transformation, and the power of the mind. Sebastian's compelling personal experience serves as the backdrop for a discussion on self-discovery and growth, highlighting how a single moment of clarity can ignite a lifelong pursuit of self-improvement. 

Sebastian shares a deeply personal encounter that redefined his outlook on life, demonstrating how internal limitations can be overcome through a shift i...


12 | Kallai Plummer | Embracing Ease in a Busy World
04/02/2025

In today's episode of The Luxe & the Short of It podcast, Madeleine is joined by Kallai Plummer, a virtual COO, systems expert, and business operations strategist, as well as the host of the podcast, That Big CEO Energy.

Kallai shares a deeply personal journey of transformation, stepping away from burnout and realigning with a more fulfilling path. She reflects on a pivotal moment of realization—recognizing that her previous approach to work and goal-setting was leading her away from true satisfaction. By stripping away external expectations and focusing on personal well-being, she uncovered a surprising shift in he...


11 | From Challenge to Champion: Embracing the Journey of Growth
03/25/2025

In today's episode of The Luxe & the Short of It Podcast, Madeleine takes a rare moment to peel back the curtain on a pivotal chapter of her journey—one that isn’t neatly packaged or filtered for social media.

It’s a season marked by immense change, sacrifice, and the relentless pursuit of something greater. Moving across state lines, navigating unexpected financial turmoil, and juggling professional ambitions with the demands of family, Madeleine shares how the weight of these challenges nearly broke her. But through it all, there was a lesson: growth often comes wrapped in struggle.

Y...


10 | Erica Bailey | Navigating Success: The Art of Growth and Purpose
03/19/2025

In today's episode of The Luxe & the Short of It podcast, Madeleine is joined by Erica Bailey, host of the Innovative Entrepreneurs Podcast and the President and CEO of CWG Digital Marketing and Design Studio.

During the conversation Madeleine and Erica explore the art of building something truly sustainable—whether in business, strategy, or personal growth. Erica shares a refreshing perspective on what it takes to transform ambition into action, emphasizing that success isn't just about chasing the spotlight but about creating a lasting impact.

You'll hear about the importance of collaboration, adaptability, and resilience. In...


09 | Morgan Canclini-Mitchell | What Makes a Successful Public Relations Strategy?
03/12/2025

In today's episode of The Luxe and The Short of It podcast, Madeleine is joined by Morgan Canclini-Mitchell, who is the Principal and Founder of two|pr, a boutique publicity firm based out of Nashville, Tennessee.

During this engaging conversation, Morgan takes you on a journey through a dynamic and ever-evolving career that spans industries and creative ventures. From high-profile collaborations to intimate regional projects, she shares insights into building meaningful connections and the surprising factors that can make or break a partnership. 

You'll discover invaluable tips for navigating a competitive landscape, especially for entrepreneurs a...


08 | Recast: The ConsistencyWins Podcast | Profit-Boosting Secrets for Your Short-Term Rental Empire
03/05/2025

Today's episode of The Luxe and The Short of It Podcast is a recast of a conversation between Madeleine and Antonio Vaglica, host of The ConsistencyWins Podcast, a show that focuses on inspiring high achievers through interviews with successful individuals, emphasizing the power of small, consistent actions to achieve big goals

During the conversation, Madeleine shares her journey into the world of short-term rentals, emphasizing the importance of treating the business professionally.

Discover strategies for success, including the use of property management software, creating multiple revenue streams, and leveraging tax benefits through cost segregation.

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07 | The Authentic Pivot: Navigating Career Changes with Confidence
02/26/2025

In today's episode of The Luxe and the Short of It podcast, Madeleine reflects on her conversation with Lyndsay Dowd, founder of Heartbeat for Hire.

Madeleine explores the power of reinvention, discussing how unexpected career shifts can serve as catalysts for personal and professional growth. You'll hear about Lyndsay's deeply personal story of navigating a sudden and unexpected career transition, revealing the emotional challenges of starting over after years of experience in a well-established role. 

You'll learn how past experiences and skills, even those from seemingly unrelated fields, can be leveraged to create fresh opportunities. B...


06 | Guest-Centric Growth: How Branding and Design Transform Hospitality
02/19/2025

In today's episode of The Luxe and The Short of It podcast, Madeleine follows up on her conversation with Brianna of Brianna Michele Interiors to discuss building a business that aligns with your passions. 

You'll discover how identifying what you love and outsourcing the rest can transform your workflow, particularly when it comes to designing properties. Drawing on personal experience, Madeleine shares her collaborative approach to property design, from curating brand standards to working with a designer to achieve a signature aesthetic.

You'll also get a behind-the-scenes look at a recent design project, showcasing the f...


05 | Your Growth Adventure
02/12/2025

In today's episode of The Luxe and The Short of It podcast, Madeleine discusses her recent conversation with Ami Pierce of A More Better You, whose inspiring journey challenges the conventional definitions of success. 

Ami shared how she initially followed the expected path—excelling academically, climbing the corporate ladder, and managing substantial responsibilities at a young age — only to realize that these achievements didn’t truly fulfill her. Her story is a testament to the value of self-reflection, personal growth, and the courage it takes to pivot toward a more meaningful life.

The episode highlights the sig...


04 | Lyndsay Dowd | Bouncing Back Better: Finding Opportunity in Obstacle
02/05/2025

In today's episode of The Luxe and the Short of It podcast, Madeleine is joined by Lyndsay Dowd, founder of Heartbeat for Hire.

During the conversation, Lyndsay shares a deeply personal journey of unexpected setbacks that led to remarkable opportunities. What began as a crushing career disappointment quickly transformed into an unforeseen path of growth, reinvention, and leadership. Through resilience and a willingness to embrace change, she uncovered new ways to inspire and guide others, ultimately shaping a brand and mission that resonates on a global scale.  

You'll discover the essential qualities of modern leadership, fo...


03 | Successful Habits of the Purposeful Mind
02/02/2025

In today's episode of The Luxe and the Short of It Podcast, Madeleine reflects on the practices and tools that have shaped her journey from a stressed-out nine-to-fiver to a thriving entrepreneur with time and financial freedom.

Drawing from personal experiences, she shares the value of intentional goal-setting, effective habit formation, and practical strategies to maintain focus and balance in the midst of a busy life. From planning quarterly goals with the Epic Life Planner to incorporating small but meaningful habit stacks inspired by Atomic Habits, Madeleine explains how these methods create lasting change without overwhelming your...


02 | Brianna Amigo | Hospitality Hacks: Creating Spaces Guests Love
01/29/2025

In today's episode of The Luxe and The Short of It podcast, Madeleine is joined by Brianna Amigo of Brianna Michele Interiors.

During the conversation, Madeleine and Brianna explore the intersection of creativity and practicality, emphasizing the importance of balancing style with functionality. They discuss how attention to detail and thoughtful choices can transform a space, creating unique experiences that leave lasting impressions.

You'll discover the evolving landscape of design and how emerging tools and resources are reshaping the way professionals approach their work. With a focus on efficiency and innovation, Brianna shares strategies for...


01 | Ami Pierce | What It Takes To Craft A Vibrant Life
01/29/2025

In today's episode of The Luxe and The Short of It podcast, Madeleine is joined by Ami Pierce, the Founder and CEO of A More Better You.

During this conversation, Madeleine and Ami explore the intersection of personal growth, creativity, and the power of intentional design. The conversation begins with stories of unexpected journeys, where embracing change and following intuition led to remarkable transformations. 

Discover the process of crafting spaces that resonate deeply with those who experience them. The dialogue goes beyond surface-level aesthetics, emphasizing the importance of tuning into the unseen elements that create h...


Welcome to The Luxe and the Short Of It Podcast!
01/27/2025

Welcome to The Luxe and the Short Of It podcast, where your host, Madeleine Raiford-Holland, introduces you to a life-changing journey that starts with a simple yet profound question: Is there more to life than the rat race?

Reflecting on her own experience as a military wife, mom, and former corporate executive, Madeleine recounts the moment she and her husband decided to break free from the relentless grind of nine-to-five jobs. What you'll find is a deeply personal and inspiring exploration of the bold decisions and risks that reshaped their lives and led them to the financial...