The STR Sisterhood

Are you ready to stop relying on a single platform and take true control of your bookings, brand, and profits?In this episode, I sit down with Jennifer Spencer— who left her corporate career to master the world of direct bookings. Jennifer’s journey from a single property in the Canadian Rockies to a diversified portfolio in Maui taught her one powerful lesson: you need to own the guest relationship.We dive deep into her proven, anchor strategies for success:Crafting property brands that guests instantly recognize and remember.Leveraging email marketing to drive loyalty and repeat, direct bookings.Implementing smart automations that scale income without sacrificing the personal, top-notch guest experience.If you feel overwhelmed by the thought of shifting from one platform to multiple channels, Jennifer offers a practical, step-by-step roadmap for taking manageable action, discovering your unique hosting style, and building a supportive network.Tune in to learn how to brand boldly, optimize smarter, and turn casual stays into lifelong fans.HIGHLIGHTS AND KEY POINTS:[01:03] A short introduction about our guest Jennifer Spencer, and how she got into the short-term rental industry in the Canadian Rockies to expanding to Maui[03:53] Jennifer shares how her transition from corporate sales and marketing into the vacation rental space happened almost unexpectedly[06:08] Jennifer highlights the mindset shift required to move from an Airbnb-only approach to a diversified, business-driven booking strategy[10:16] Jennifer shares her go-to tools and guest-experience strategies that reliably drive repeat direct bookings[12:19] Jennifer outlines a balanced, human-first approach to using AI in guest messaging without sacrificing authenticity[16:05] Jennifer shares her compliant, subtle strategy for priming guests for direct bookings without violating platform rules[18:28] Jennifer’s top strategies for helping a property go from staying afloat in the market to truly outperforming its competitive set[21:31] Why dynamic pricing tools only work when paired with proactive revenue management[25:20] Jennifer explains why a defined, memorable brand is critical for driving direct bookings and standing out in a saturated market[29:13] The critical role of guest communication and proactive problem-solving in creating memorable experiences and earning five-star reviews[34:54] Jennifer highlights that the biggest challenge in shifting to a diversified direct booking strategy[39:15] The lightning round Golden Nuggets:“If you're really wanting to grow, whether it's one or two or an empire, you need to have a diversified strategy.”“I'm also super passionate about making sure that we are doing the work– number one that is within our genius zone. But it's also work we enjoy. If you don't enjoy that, don't just not do it. Delegate it to someone else.”“If there's nothing unique about you, it can be very difficult to stand out.”“You can turn any negative situation into a positive if you handle it properly.”“Find the support that matches what you need and what you're looking for.”Let’s...

Are you accidentally making one of the five deadly mistakes that could be sabotaging your short-term rental co-hosting dreams?In this candid episode, I pull back the curtain on the real pitfalls that derail even the most ambitious hosts. These errors are far more common than people admit, and they quietly chip away at your confidence, your profits, and your ability to grow.We’re breaking down the 5 critical errors that hold co-hosts back:Lacking the non-negotiable systems that keep your business running smoothly and efficientlyUndercharging for your services just to land your first clientBelieving every client is the right client for your co-hosting businessTying your professional worth and boundaries to your constant availabilityNot knowing exactly what to say to owners when it matters most This is more than just spotting mistakes—it's about transforming missteps into momentum. I detail the clear professional standards, streamlined systems, and mindset shifts that will elevate you from busy to unstoppable.Plus, discover The Co-Host Code—my step-by-step guide packed with templates, scripts, and proven strategies to build your business the right way from day one.Tune in now to start charging your worth, setting boundaries, and building a sustainable co-hosting empire!HIGHLIGHTS AND KEY POINTS:[00:00] Co-hosting – the smartest way to grow and scale an STR business in 2026, and the quote that inspires me about ambition and believing in yourself[01:34] Introducing my e-book The Co-Host Code – a step-by-step guide for building a profitable co-hosting business, and where to grab it[02:29] Why do I believe co-hosting is one of the best ways to start and scale your short-term rental business[04:42] How co-hosting allows me to support both guests and fellow real estate investors[06:26] The First and the Biggest Mistake in Co-hosting: Lacking systems[10:04] The Second Mistake: Undercharging for your services just to land your first client[11:49] The Third Mistake: Every client is the right client for your co-hosting business[15:22] The Fourth Mistake: Tying your worth to your availability[17:36] The Fifth Mistake: Not knowing what to say to owners[19:50] What are the things that you need to have in place for success in co-hosting [24:49] The importance of building confidence through systems and action to scale a co-hosting businessGolden Nuggets:“Ambition is not a dirty word, it's just believing in yourself and your abilities.”“Co-hosting is a way for you to grow your portfolio without having to invest cash.”“If you are looking to grow a co-hosting business, or launch a co-hosting business, you absolutely need systems that are outside of what you are utilizing in your day to day.”“When you undercharge for your services, it is the fastest way to begin resenting your business.”“Not all owners are created equal.”“Your value is so much greater than the time you have for your business.”“The right words when you're selling your co-hosting services create confidence in your owners, and confidence...

How can you turn your dreams into a profitable real estate strategy that builds both wealth and freedom?In this episode, I sit down with Sandy Lee, who pivoted from a 30-year career in oil and gas engineering to become a savvy short-term rental investor with properties across four different states. Sandy’s story is about reimagining what’s possible when you combine strategic thinking, personal passion, and a relentless drive to learn.What started as a family joke about buying a ski condo her son dreamed of turned into a thriving investment portfolio that now generates meaningful retirement income. Sandy’s approach is rooted in intentional, long-term wealth building—where every property reflects both financial foresight and lifestyle design.We dive into how Sandy leveraged her engineering mindset and financial modeling skills to build a short-term rental business that delivers more than just cash flow. From managing remote teams to identifying the financial metrics that truly matter, she shares the systems and mindset shifts behind her success.This episode is a powerful reminder that it’s never too late to reinvent your career or your financial future. Sandy’s journey proves that with clarity, structure, and purpose, your investments can become more than assets—they can become the foundation for the life you’ve always envisioned.HIGHLIGHTS AND KEY POINTS:[00:50] A short introduction about our guest Sandy Lee, and how she got into the short-term rental industry[05:10] Sandy shares how she went from doubting property ownership to building a multi-state portfolio that fuels her retirement [08:04] How aligning Sandy’s investments with her personal mission brings both joy and purpose to her real estate journey [10:44] Sandy talks about how continuous learning shaped her mindset shift toward early retirement and business reinvention [14:37] How leadership and appreciation elevate Sandy’s short-term rental business[18:12] The importance of building genuine, caring relationships with the cleaning team and how Sandy found them in four different locations[20:35] Sandy shares the challenges and lessons of managing teams across multiple short-term rental locations[24:06] Sandy talks about the realities and rewards of managing short-term rentals from afar [26:40] The key financial metrics that Sandy uses to evaluate short-term rental investments [28:20] Sandy discusses the importance of tracking data-driven performance metrics after purchase to guide strategic decisions [32:08] Sandy discusses the importance of moving away from “ego pricing,” and trusting experts to strengthen business performance [34:42] Sandy shares her enthusiasm for bringing fresh energy into the short-term rental, and emphasizes the importance of thinking beyond the “get rich quick” mentality [35:38] The lightning round Golden Nuggets:“It's really important to figure out who you are, what you want from life, put that together and then make it happen.”“Don't wait for an opportunity, create it.”“You've got to keep learning, or you're paced out.”“People are your business, no matter how tiny your business is.”“It's okay

Ever feel like scaling your STR biz means sacrificing your sanity?Jessica Hill is living proof it doesn’t have to be that way.In this episode, we chat with the inspiring mama, healthcare pro, and STR entrepreneur behind Jet Setter Property Management — where intentional design meets boutique profitability. With just 12 hand-picked properties, Jessica has built a wildly successful short-term rental business that’s rich in personality and profit… without managing dozens of doors or burning the candle at both ends.She gets real about:Designing properties that connect emotionally (hello, custom murals and curated guest experiences)Balancing a demanding W-2, motherhood, and business ownershipThe systems, boundaries, and support that make her model sustainableThis convo is a masterclass in doing STRs differently — and doing them on your terms.If you’re craving a business that feels good and does good, this episode will remind you that “more” isn’t the goal — meaning is.HIGHLIGHTS AND KEY POINTS:[00:56] A short introduction about our guest Jessica Hill and how she got into the world of short-term rentals[03:32] Jessica talks about her company and explains why she intentionally operates a boutique, hands-on property management model instead of scaling into a large, volume-driven portfolio[05:19] Jessica emphasizes the importance of intimate, hands-on management that boutique operators provide compared to large-scale property managers[09:55] Jessica’s active involvement in the guest experience and daily operations despite having a team[11:03] Jessica shares about her W-2 job and what she has pulled over from her W-2 into her short term rental business[12:35] Jessica explains explains why strategic design is a performance lever, not just aesthetics, in driving bookings and brand demand[16:11] Jessica talks about how she monetizes design and listing optimization as value-add services within her boutique hosting model[17:31] Jessica shares the key foundations smaller hosts should prioritize to deliver a high-touch guest experience through a boutique-style approach[20:11] How Jessica balances a full-time W2 career, motherhood to a special needs child, and her co-hosting business through intentional time management[22:32] Jessica shares how motherhood shaped her communication philosophy in short-term rentals[25:15] Jessica emphasizes the power of over-communicating with her team to build ownership and brand-aligned service[27:27] Jessica shares her piece of advice for all women who are chasing big dreams while also navigating life, being a mom, working a full time job[29:51] The lightning round Golden Nuggets:“Start and make sure that you have the proper systems in place.”“I have brought those people on my team to help with those things, so that way I can be a more effective property manager and do the things that I love to do.”“When you love what you do, you never work a day in your life.”“Don't lose yourself in the day to day of motherhood. Carve out a little time for yourself, because

Ever wondered how to successfully manage a short-term rental hundreds of miles away—without losing your sanity or your weekends?In this episode, I sit down with Lydia Patel, a pharmacist who’s mastered the art of remote property management while balancing a full-time career and family life. Lydia’s story proves that you don’t need to live near your investment to make it thrive—you just need the right systems, people, and mindset to make it work.From setting up her Florida rental property while caring for a newborn to building a trustworthy team of local professionals, Lydia walks us through the practical steps that turned her long-distance investment into a sustainable success. Her journey is a blueprint for anyone looking to create a business that fits seamlessly into real life, not the other way around.We explore the exact tech tools and strategies that make remote management possible—from noise monitoring and digital locks to streamlined property management software. But at its heart, this conversation is about more than tools—it’s about resilience, resourcefulness, and redefining what freedom looks like in real estate.Lydia’s insights will inspire you to think differently about investing, scaling, and balancing it all. Her story is proof that with strategy, systems, and heart, you can manage your business from anywhere and still have a life you love.HIGHLIGHTS AND KEY POINTS:[00:52] A short introduction about our guest Lydia Patel, how her hosting journey began, and walks us through the long-distance managing her Florida short-term rental while living full-time in Minnesota[05:59] Lydia opens up about the steep learning curve and operational surprises of managing her Florida rental remotely right after giving birth[09:45] Lydia details how she built a dependable remote team by combining local expertise, reliable systems, and open communication[14:02] Lydia shares how smart technology and integrated systems make remote property management seamless and secure  [19:23] Lydia opens up about overcoming the emotional challenges of managing from afar and learning to let go of control[24:04] How to turn preventable mistakes into refined systems that strengthen business operations over time [29:12] Lydia shares the real challenges of juggling motherhood, work, hosting, and the mindset shift that helped her find balance[32:24] How sharing Lydia’s journey through content creation became an authentic way to give back and connect with others on a similar path [35:22] Lydia shares how she balances creativity and delegation in managing her content creation process [39:43] The lightning round Golden Nuggets:“Never make assumptions; look for those opportunities where slip ups happen, and write a process to fill in a gap so that there's no question.”“There's something very rewarding about feeling like you're helping someone else. And so if I can share something that I've done, a tip, a helpful trick, a strategy that's been beneficial for me, if I'm able to pay it forward and help someone else.”“Slow months are real. Don't panic over it, just budget for it.”“Just stay human. Yes, it's a business, but there's a human aspect to it. Whether it's the relationship with your team members, relationship with your guest and

How do you turn a single-property hustle into a thriving, purpose-driven business that actually gives you freedom?Join me as I sit down with Brindy Bringhurst, a trailblazer who transformed her entrepreneurial journey from managing one property to leading a successful multi-property management operation in Arizona. We dive deep into the art and science of building a strategic short-term rental business that goes far beyond just hosting guests.Brindy shares the pivotal lessons she learned along the way—from defining her ideal owner avatar to building a supportive, high-performing team that became the backbone of her success. Her story is a masterclass in resilience and strategic growth, proving that the key to scaling isn’t just about more properties, but about smarter systems and stronger relationships.We unpack her early challenges of working solo and feeling stretched thin, and how she intentionally built a team that understands both the business and the heart of hospitality. Brindy reveals how protecting your team’s energy and aligning your business with your values can completely redefine success.This isn’t just a conversation about rentals—it’s about designing a business that supports your lifestyle, empowers your people, and creates lasting impact. Get ready for an honest, inspiring dialogue that will challenge how you think about entrepreneurship, leadership, and sustainable growth.HIGHLIGHTS AND KEY POINTS:[00:55] A short introduction about our guest Brindy Bringhurst and how she got started in the world of short-term rentals[04:16] Brindy shares her early experiment in full-home hosting that taught her adaptability, connection, and the trade-offs of earning more while giving up stability[05:24] Brindy’s reflections on the emotional toll of renting out her own home [08:49] Brindy walks us through the long, unpredictable transition from her early hosting hustle to establishing a full-fledged co-hosting business[15:56] Brindy opens up about the defining moment she stopped “trying” and fully committed to making her business work[20:29] Brindy reflects on the stark contrast between her early years of nonstop hustle and how she now approaches fear, self-doubt, and confidence[27:08] How growing Brindy’s team transformed her business from a one-woman juggling act into a well-rounded, collaborative operation powered by trust, learning, and honest feedback [36:11] How leading a team transformed Brindy’s purpose in business from proving herself to creating a company built on collaboration, accountability, and genuine care for her people[40:29] Brindy recalls the pivotal moment when she realized not every property—or owner—was the right fit for her growing business[43:53] The challenges of dealing with difficult owners and how those moments have shaped Brindy’s approach to leadership[48:22] The lightning round Golden Nuggets:“If you have an idea and you think it'll work, just commit to it and it'll work. It will happen.”“What we believe, is what we can achieve.”“As business leaders, it's critical for us to learn skills about how to be a good business leader.”“You don't have freedom unless you have a team.”“Don't give advice unless you're asked. People don't

The right tech stack could give you back your time, your freedom, and the space to focus on what truly lights you up in your business.In this episode, I sit down with Margot Schmorak, CEO and co-founder of Hostfully, to explore how the right property management software can transform your short-term rental business. Margot isn’t just another tech executive—she’s a visionary leader who believes technology should simplify your operations, elevate your guest experience, and help you reclaim your time.We dive into what really matters when choosing tools for your rental business—from selecting a property management system that scales with you, to optimizing your workflows, to building a cohesive tech foundation that supports both growth and balance.Margot also shares her journey from big tech to entrepreneurship, her philosophy on human-centered technology, and how she leads a company rooted in joy, purpose, and personal growth. Beyond business, she opens up about finding harmony as a CEO, mom, and lifelong learner.This episode is a must-listen for hosts and entrepreneurs ready to use technology intentionally. Margot’s insights will inspire you to design a business that runs efficiently, aligns with your values, and gives you the freedom to focus on what matters most.HIGHLIGHTS AND KEY POINTS:[00:58] A short introduction about our guest Margot Schmorak and shares her vision for building Hostfully around human connection, real-world impact, and a culture that uplifts people[04:07] Margot highlights how hiring for passion and fostering authenticity are key to building a thriving, people-centered culture[07:15] Margot breaks down the essentials of building a strong tech stack that drives bookings, streamlines operations, and supports long-term business growth[11:14] Margot emphasizes the importance of starting with the right property management software and choosing tools that can scale with your business through integrations [14:22] How to shop smart for property management software and the importance of spotting red flags in emerging technology[19:39] Margot’s insights on using AI to elevate customer experience, strengthen team efficiency, and personalize communication at Hostfully[22:35] Margot’s perspective on overcoming “Shiny Object Syndrome” to build a focused, intentional tech strategy [24:30] The importance of aligning technology and planning with clear goals to set up a strong start for the new year[28:06] Margot’s perspective on revisiting annual plans and adapting to change while staying confident in the industry’s long-term growth [29:39] Margot’s outlook on the next big shifts shaping the short-term rental industry from AI innovation to a new era of professionalism [32:15] Margot’s reflections on rediscovering joy, grace, and the freedom to be imperfect outside of work[37:55] Margot’s journey toward embracing joy, self-compassion, and the simple art of celebrating life’s small wins[42:51] The lightning round Golden Nuggets:“One of the most important things is to make sure that you're hiring people into jobs that they're really excited about.”“When you're selecting tech, it's really critical to not only know where your business is today, but where you want to be in the...

What if standing out in the short-term rental industry isn’t just about the property—but the experience you create?In this episode, I sit down with Candice Menard, the powerhouse behind Rent It Like a Saint, to explore the transformative philosophy of “Unreasonable Hospitality.” Candice isn’t just managing rentals—she’s redefining modern hosting by crafting heart-centered guest experiences that turn first-time visitors into lifelong fans.Candice shares her inspiring journey from long-term property management to becoming a visionary in short-term rental hospitality. She breaks down how understanding her ideal guests—hardworking professionals who crave comfort, connection, and care—helped her anticipate needs before they were spoken, setting a new gold standard for guest experience.We also dive into Travel Like a Saint, her complementary travel service that elevates the guest journey from start to finish. Candice reveals how she blends technology with personal touch through AI-assisted communication, community partnerships, and holistic brand storytelling that keeps guests coming back.This episode is a must-listen for hosts and entrepreneurs ready to elevate their hospitality game. Candice’s story is a masterclass in business growth, intentional service, and brand differentiation—proving that true success comes from serving with heart, purpose, and a touch of the extraordinary.HIGHLIGHTS AND KEY POINTS:[01:00] A short introduction about our guest Candice Menard and how did she get into short-term rental business[02:57] Candice’s approach to embracing unreasonable hospitality and gaining clarity on her ideal guest to elevate the guest experience[06:24] Candice talks about how an unexpected Airbnb booking helped her discover her ideal guests and shape the future direction of her rental business[08:42] How Candice brings “unreasonable hospitality” to life by anticipating guest needs through fast communication, personalization, and gratitude[12:33] Candice explains how she blends AI with human communication to deliver efficient yet personal guest experiences[15:43] How the idea of “unreasonable hospitality” inspired Candice to expand from Rent It Like a Saint into a full travel service with Travel Like a Saint[18:35] Candice explains how she promotes Travel Like a Saint across multiple channels and the enthusiastic feedback she’s received from guests[20:33] Candice details the foundational systems she built within Rent It Like a Saint to free up her time and focus for launching Travel Like a Saint[23:23] How Candice’ involvement in the Louisiana Travel Summit unexpectedly turned into an opportunity to build stronger ties within her local community[28:06] Candice offers thoughtful, grounded advice for anyone who wants to infuse the spirit of “unreasonable hospitality” into their business[32:00] The lightning round Golden Nuggets:“Providing excellent world class customer service is the best way to get those five star reviews.”“The most valuable asset you can have in your hosting arsenal is your speed of communications.”“Relationships are where referrals come from.”“What's important to you, what's important to your guests, find your who's that can make that connection to get your puzzle piece...

How do you rebuild your life and create extraordinary success after everything falls apart?In this episode, I sit down with Ashley Freeman, a former tennis pro who turned the pain of divorce into the fuel for a thriving 115-property short-term rental business—all in just three years. Her journey is a testament to resilience, reinvention, and the power of daring to believe in something bigger for yourself.Ashley opens up about the pivotal moment she discovered Airbnb, transforming her four-acre property into a surprising income stream. What started as a survival strategy quickly became a passion-driven business that redefined her career and her sense of purpose.We dive into the entrepreneurial strategies that fueled her rapid growth—from scaling one unit into 115, to building a powerhouse team of predominantly women, to designing systems that keep her business thriving. Alongside the practical insights, Ashley shares the mindset shifts, faith, and intuition that became the foundation of her success.This is more than a business story—it’s a masterclass in courage, vision, and personal growth. Ashley’s journey will inspire you to see challenges as stepping stones, trust your intuition, and embrace the kind of bold thinking that can transform both life and business.HIGHLIGHTS AND KEY POINTS:[00:56] A short introduction about our guest Ashley Freeman and her unexpected journey from tennis pro to scaling a 115-property management company in under three years[06:37] Ashley shares her mission-driven approach to short-term rentals and her passion for helping others after finding purpose again[11:28] Ashley’s journey from her first client to managing 135 properties, and how she learned to grow with humility, faith, and adaptability[15:38] How surrendering control to God after Ashley’s divorce transformed her life and taught her to recognize His guidance[18:48] Ashley shares how a trip to Africa ignited her mission to reach “broken women” and how she learned to trust whispers from God[25:10] Ashley’s approach to starting simple and building her property management growth one step at a time[26:49] Ashley’s team growth and systems that transformed her property management business[30:18] Ashley’s share her intentional decision to keep cleaning in-house as part of building a trusted team and aligning hospitality with her deeper mission to serve guests with excellence[35:10] How building systems and processes early allowed Ashley’s business to scale smoothly and avoid breakdowns during rapid growth[38:44] Ashley’s biggest challenges as she has grown her property management company to now well over 100 units and how she navigated them[43:12] How I sustain my team by focusing on open communication, removing roadblocks, and empowering them to contribute solutions that strengthen the company[49:39] The lightning round Golden Nuggets:“I do think there's a sense of faith that you have to have in business, regardless if you believe in the Lord or not. You know you have to have faith. It's that leap of faith that you're taking to even get started.”"God is talking to each of us; we have to be willing to open our ears to listen.”“Cleaning, to me, is like the most important part of the experience, and so we've never even considered trying to go...

Could a tiny glamping dome really be the first step toward a thriving real estate empire?In this episode, I sit down with Zoey Berghoff, a young entrepreneur who’s redefining what’s possible in the short-term rental industry. Six years ago, she launched her journey with a 300-square-foot dome and a bold vision. Today, she’s mastered land development, ground-up builds, and extensive renovations—all while staying focused on equity, cash flow, and lifestyle investments that work for her family.Zoey opens up about the strategies that set her apart, from leveraging forced appreciation to uncovering hidden potential in overlooked properties. She shares how she’s built a reliable team, the importance of outsourcing effectively, and the lessons she’s learned while scaling her portfolio—all while raising a toddler and building a business that supports her life.What makes Zoey’s story so powerful is her ability to challenge the traditional path of real estate investing. Instead of chasing trends, she’s built a portfolio rooted in long-term value, strategic growth, and resilience. Her approach is a blueprint for anyone who wants to build wealth on their own terms.This conversation will inspire you to see opportunities where others see obstacles. Zoey’s insights prove that with the right mindset, systems, and strategy, ordinary properties can become extraordinary investments.HIGHLIGHTS AND KEY POINTS:[01:03] A short introduction about our guest Zoey Berghoff, and her journey in short-term rentals[04:18] How Zoey’s first short-term rental was a 300-square-foot glamping dome that she and her husband partly lived in before deciding to rent it out while traveling[07:34] Zoey explains how freelancing income, self-education, and trial-and-error opened the door to real estate investing[12:34] Zoey shares her approach to telling her story on social media and encourages others to start small, stay consistent, and focus on impact over perfection[15:49] Zoey highlights the dangers of comparison on social media and shares how focusing on slow, intentional growth in real estate helped her define success on her own terms[19:13] How Zoey’s first ground-up construction project taught her the value of delayed gratification, forced appreciation, and learning the hard way through trial and error[24:00] Zoey’s advice for vetting contractors and builders to protect your investment and avoid costly mistakes [29:38] Zoey’s philosophy on pay structure to protect yourself and maximize value in contractor agreements [33:07] The concept of forced appreciation in real estate and how buying undervalued properties can create massive equity gains in a short time[36:50] How forced appreciation doesn’t always require major renovations—sometimes strategic cosmetic updates are enough to build equity and long-term wealth[40:45] Zoey explains how equity and forced appreciation play a central role in scaling short-term rental portfolios[44:38] Zoey reflects on her biggest mistake of trying to do everything herself instead of outsourcing sooner[49:14] The lightning round Golden Nuggets:"Just share what you're doing. It doesn't have to be perfect. People want the behind the scenes. They want to know the challenges.”“You, as the investor, need to be logical about your

What if the biggest obstacle to financial success isn’t strategy or hard work—but the beliefs you hold about yourself?In this episode, I sit down with Esmeralda Alba to explore the inner work of abundance and how simple mindset shifts can create profound changes in your financial life. She shares her personal journey from struggle to transformation, and how a powerful practice called Intensati helped her rewrite her inner dialogue and step into a new reality of possibility.Esmeralda opens up about moving from a scarcity mindset to one of abundance, showing how even small adjustments in thought patterns and daily practices can unlock growth. She also shares practical tools—from gratitude to intentional language—that helped her transform her relationship with money and opportunity.We dive into the wisdom of her spiritual mentor, Patricia Marino, who taught her that abundance isn’t something you chase, but something you cultivate within yourself. Esmeralda’s raw and vulnerable stories reveal how doing the inner work can lead to breakthroughs that ripple into every area of life.Whether you’re building a business, investing in real estate, or simply seeking more alignment in your personal journey, this episode will inspire you to reset your mindset. Esmeralda’s story is proof that financial success starts on the inside—and grows outward from there.HIGHLIGHTS AND KEY POINTS:[01:20] A short introduction about our guest Esmeralda Alba and shares how an exercise class introduced her to the power of affirmations and an abundance mindset[05:19] Esmeralda explains how shifting her money mindset during tough times transformed her family’s business journey[09:21] Esmeralda outlines the daily practices she uses to cultivate an abundance mindset and describes how she actively shifts from fear to gratitude when facing life’s toughest moments[14:15] How solitude and daily discipline support Esmeralda’s shift toward an abundance mindset [16:33] Esmeralda shares how she shifted her money mindset from scarcity to abundance through daily language changes and affirmations[21:26] Esmeralda explains how repeating present-tense affirmations like “I am a money magnet” programs the subconscious to attract financial abundance [25:23] How mindset practices, abundance beliefs, and reframing money stories transformed Esmeralda’s life[33:00] Esmeralda credits her late mentor for reshaping her money beliefs and emphasizes that abundance requires consistent daily practice[36:58] How intuition and leaning on a trusted community helps Esmeralda vet opportunities within an abundance mindset [41:47] Esmeralda credits Alicia for pushing her out of her comfort zone and helping her step into the spotlight [43:17] The lightning round Golden Nuggets:"What you put out, or what you say, or even what you think is what you're attracting, these are the things that you're going to attract.”“We're able to set fuel to our fire and power behind ourselves when we train our brain to work for us.”“The more grateful you are for the things that you have, the more abundance that you attract into your life.”“Having an attitude of gratitude helps you, not only again organically begin to see shifts in your life, but it also makes life

What does it take for a young entrepreneur to turn a family’s real estate legacy into a thriving vacation rental business?In this episode, I sit down with Allison Bayley, the powerhouse behind Bayley Vacation Rentals, for a conversation that blends business strategy with personal transformation. Allison’s story proves that passion and grit—not age—are the true drivers of success.From summers working at her grandparents’ campground to becoming a scuba diving master in California, Allison never followed a straight line. When her mom, a real estate agent, called her home with a bold business proposition, Allison took a leap of faith. While bartending at night and working out of a tiny 600-square-foot office by day, she built the foundation of a company that now dominates her market.Allison’s journey hasn’t been without challenges. As a young, tattooed, non-traditional professional, she often faced judgment in an industry that loves to size people up by appearances. But she turned those doubts into fuel, building not just a successful business but a women-owned, women-operated powerhouse spanning generations With a cutting-edge tech stack and an obsession with guest experience, she’s redefining what a family business looks like in the modern era.This episode is more than a success story—it’s a masterclass in resilience, mindset, and the power of bold risks. Whether you’re a seasoned entrepreneur or just dreaming of your first venture, Allison’s journey will inspire you to rethink what’s possible when family, vision, and courage come together.HIGHLIGHTS AND KEY POINTS:[01:08] A short introduction about our guest Allison Bayley and how she got into short-term rentals[03:14] How Allison’s mom’s phone call felt like the right moment to return home and take on more responsibility[04:47] Allison shares how she and her mom set up the vacation rental business in the early days[07:43] Allison reflects on the early fatigue and mental strain of building her business while juggling long shifts in hospitality [10:52] Allison shares how she faced misjudgments for her tattoos, piercings, and colored hair and the way she navigated those perceptions[15:41] How Allison’s early responsibility and guidance from her sister and therapist shaped her emotional resilience and wisdom[18:26] Allison’s perspective on what makes a good boss and recalls lessons from a former mentor about keeping doors open and not burning bridges [19:47] Allison talks about her all-female, close-knit team and the challenges of balancing friendship with leadership in her seasonal business[28:42] Allison describes her evolving use of systems and technology to streamline operations and manage growth[32:54] Allison shares her evolving perspective on team feedback, communication tools, and embracing growth through discomfort[37:15] Allison’s post-season shift in strategy and vision for guest experience and future concierge services[39:46] The lightning round Golden Nuggets:"They say, mind over matter, and that's where I really just had to often remind myself, is mind over matter. And having a good mindset around it is what is required to continue on.”“The grass is only greener where you water it.”“Training our brains to actually recognize when those...

Ever wondered how to turn your short-term rental into more than just a stay—but a shopping experience?In this episode, I sit down with Nisha Franklin, co-founder of From Where, a platform that turns your STR into a fully shoppable experience. Imagine your guests falling in love with your mattress, coffee table, or artwork—and then being able to purchase those exact items through your personalized digital storefront.Nisha’s path to entrepreneurship is anything but typical. From her days as a marketing maven in Los Angeles to running a cheese education business, she and her husband David stumbled on a brilliant idea while vacationing in Hawaii. Their lightbulb moment? Creating a platform where hosts can effortlessly monetize the items guests constantly ask about, earning commissions on every single sale.We dive into the nuts and bolts of how From Where works, including how to set up your storefront, source forgotten items, and start generating new income streams. Nisha also shares insider tips on promoting your digital store, the types of products guests love most, and how even local furniture finds can be made shoppable.Beyond the tech and strategy, this conversation is a refreshing look at entrepreneurship, time management, and building a community-driven platform. Whether you’re a seasoned host or just getting started, Nisha’s insights will inspire you to see your short-term rental not just as a place to stay—but as a goldmine of untapped opportunity.HIGHLIGHTS AND KEY POINTS:[00:46] A short introduction about our guest Nisha Franklin and including how she first got started in the short-term rental space and what drew her into the industry[05:17] Nisha explains what From Where is — a unique platform designed for hosts to share, recommend, and earn from the products they use in their properties — and why it’s becoming a valuable tool for the STR community[07:25] How hosts without receipts or with locally purchased items can still participate on FromWhere and create storefronts that reflect their property’s style[10:04] Nisha talks about the items that are trending on FromWhere storefronts[10:48] Nisha walks us through the From Where sign-up process, explaining how pricing works, what commissions look like, and how hosts can leverage promotions to boost their earnings[14:08] Nisha describes how timing for sales varies depending on host engagement and promotion [16:09] How Nisha juggles multiple businesses and family life through planning and time blocking [18:00] Nisha shares her vision for From Where’s growth over the next five years and how she relies on her tech-savvy team to power the backend[20:37] The lightning round Golden Nuggets:"Don't be afraid to make mistakes.”“The biggest failure is not the mistake itself. It's failing to learn from that mistake.”“When we have that one thorn in our side, that one pain point, if we ignore it and we just say, Oh, it'll go away; It might, but it might come back to bite you in the future. So take care of that pain point, solve the problem.”Lets Connect:Website: https://fromwhere.com/Facebook:

Are you ready to discover how one woman walked away from a six-figure tech career to build a 25-property short-term rental empire in just one year?In this episode, I sit down with Chelsea Cutrer, whose story is as bold as it is inspiring. Chelsea started like many hosts—frustrated with a management company that was nickel-and-diming her while neglecting her property. After uncovering mysterious charges and damage to her property that had been ignored for months, she made the gutsy decision to take control of her rentals herself.Using her tech background and determination, Chelsea streamlined operations with tools like OwnerRez and PriceLabs—all while still working her full-time job. Her success was immediate, and soon other property owners were asking her to manage their rentals. What began as self-preservation quickly grew into a thriving business.Chelsea opens up about scaling from managing two properties to 25, the challenges of rapid growth, and the lessons she learned about delegating to a virtual assistant. She also shares why she only takes on properties and owners that align with her vision, maintaining high standards across her portfolio.Losing her father to cancer shifted her perspective, inspiring her to pursue work that truly excites her rather than staying in a high-paying but unfulfilling career. Chelsea’s journey is proof that pairing systems with passion and courage can lead to extraordinary results. Her insights on owner relationships, property selection, and building a values-driven business are packed with actionable strategies for anyone looking to grow in the short-term rental space.HIGHLIGHTS AND KEY POINTS:[01:13] A short introduction about our guest Chelsea Cutrer and how she got into short-term rentals[03:30] Chelsea explains how lack of transparency and repeated issues with her property manager pushed her to take over and self-manage her rentals[07:49] How Chelsea’s tech background and sales experience made the transition to self-managing her rental portfolio smooth and manageable[09:48] Chelsea shares how quickly expanding from two to four properties convinced her to pursue short-term rentals full time[10:49] Chelsea explains how leaving her tech job and helping others with their setups naturally grew into a co-hosting business that evolved into full-time property management[12:22] Chelsea shares how mentoring others on tech and self-management grew into co-hosting, which later transitioned into full-time property management[14:45] How shifting from coaching to full-service management led Chelsea to refine her offerings and streamline her business model[16:18] Chelsea talks about her owner acquisition process and how her established business attracts more leads than she can handle, allowing her to be selective with owners based on fit, quality, and revenue goals[18:07] How Chelsea evaluates potential properties for revenue, condition, and fit, while being honest with owners about whether she can take them on[19:38] How Chelsea vets owners to gauge their openness to upgrades and alignment with delivering a great guest experience[21:12] Chelsea shares how she’s growing her team with tech tools, a VA, and a real estate license while evaluating the best path for future expansion[22:29] Chelsea reflects on how losing her father shifted her perspective from chasing money to pursuing passion and fulfillment in real estate and...

In this episode, I sit down with Robin Spires, a designer with over 20 years of experience who has mastered the art of creating unforgettable short-term rental spaces. What began as a challenging divorce became the spark that launched her into the world of STR design, where she discovered that the real magic isn’t just in style—it’s in crafting an experience guests can’t stop talking about.Robin shares some of her most creative strategies, from handcrafting hot pink gumballs to drilling vintage statues so they blow bubbles—quirky touches that have become signature features in her rentals. These unique design choices don’t just look cool—they turn guests into raving fans who leave glowing reviews and spread the word far beyond Airbnb.We also dive into the practical side of design. Robin reveals how she studies the competition to identify what’s standard versus what will make a property stand out. She breaks down her philosophy on balancing creativity with budget, proving you don’t need a massive overhaul to create impact—a little spray paint, resourcefulness, and vision can completely transform a space.From the psychology behind guest experiences to the marketing power of Instagram-worthy design, Robin’s approach is both refreshing and actionable. Her story of reinvention and her practical tips will inspire you to rethink your own short-term rental and see design as more than décor—it’s the key to creating a business that thrives.HIGHLIGHTS AND KEY POINTS:[01:05] A short introduction about our guest Robin Spires and shares how her journey from marketing to motherhood, vintage retail, and interior design led her to being an STR host[03:58] Robin explains how her divorce became the push she needed to finally bring her vision for her farmhouse guest cottage to life, creating a whimsical and one-of-a-kind short-term rental [06:37] Robin’s approach to setting realistic budgets before deciding what investments are truly necessary[08:44] How Robin layers intentional design, playful details, and guest-centered research to create spaces that spark emotional connections[15:43] Robin’s shares the the most missed marketing opportunities when it comes to design[17:20] How phasing updates and reusing quality pieces can create a polished design without overspending[20:01] Robin shares how she reimagines overlooked pieces with creativity while balancing budget, durability, and design vision[24:11] Robin shares the important pieces that she likes to invest in from a design perspective[26:36] What are Robin’s go-to places for sourcing commercial-grade products and unique design pieces[30:23] Robin shares some of the quirky and unconventional design choices she’s incorporated into her projects[32:06] Robin shares her favorite tips and hacks for designing small spaces on a budget[34:46] What are the key questions to ask before hiring a designer[37:43] Robin’s guidance on deciding whether to design yourself or hire a professional[40:14] The lightning round Golden Nuggets:"It's so important if this doesn't come naturally for you, partner with someone, collaborate with someone who it is their natural, God given talent.”“Even if you don't have all the money in the world, don't be afraid to engage a professional, because this is business for most of...

Are you worried that partnering with family in real estate will strain your relationships? In this episode, I sit down with Annchen Knodt, a neuroscience researcher who joined my STR Accelerator program during its very first beta launch. Annchen’s story is a powerful example of how building an Airbnb business with family can work—even when things get messy. She opens up about the reality of partnering with her parents: the disagreements that got heated, what it felt like to be outvoted, and the boundaries they created to protect family dinners from turning into business meetings. Annchen also faced another challenge—having a spouse who wasn’t sold on the time and energy she was putting into real estate investing. She shares the loneliness of being the only one in her circle excited about Airbnb and short-term rentals, and how finding a community of like-minded women gave her the courage to keep moving forward. From waking up early to analyze deals before heading into the lab, to answering Airbnb guest messages between experiments, Annchen’s dedication shows what’s possible when you refuse to let excuses hold you back. She even reveals the breakthrough moment she realized she was much closer to financial freedom than she thought. Her journey proves that success in Airbnb and real estate isn’t always about scaling fast or building an empire—it’s about creating a business that supports the life you truly want. With the right systems, boundaries, and support, both family and business can thrive side by side. HIGHLIGHTS AND KEY POINTS: [01:06] A short introduction about our guest Annchen Knodt and what she does outside the short-term rental space [05:38] Annchen shares how she overcame the common fear of partnerships especially when working with her parents [08:59] Annchen recounts the process of deciding to sell one of the long-term properties she co-owned with her parents in Texas [11:11] How a major challenge tested Annchen’s family partnership and revealed the importance of balancing values with business decisions [14:45] Annchen shares how blending business with family creates harmony rather than conflict [17:30] Annchen opens up about the challenges of pursuing real estate when her spouse shows little interest and how she found strength through community and mindset  [21:44] How accountability pods provided the structure, support, and community Annchen needed to set goals, stay consistent, and feel less alone in her real estate journey [26:20] How redefining success beyond rapid portfolio growth allowed Annchen to embrace financial independence more holistically and prioritize family, passive investing, and a fuller life  [30:05] Annchen shares how embracing pivots and diversification clarified her dream life, strengthened harmony at home, and renewed her joy in the process [35:59] How finding and building community has been essential for overcoming isolation in real estate investing and hosting [38:02] The lightning round  Golden Nuggets: “Life is way too short not to enjoy what you're doing.” “If you really want to achieve something that's beyond your comfort zone, that's pushing the boundaries of what you've done in the past.” “At the end of the day, living your best life is knowing what you want.” “Look for a coaching program. Join a coaching program. It's always worth the investment. Talk to other people who are already in the program to get some feedback. From them, you can learn pretty quickly whether it's worth the investment.” “Live below your means, something that I had been taught growing up, basically, but it's what's put me in the position, to be able to invest fairly early in life, and then to be able to...

What if the career you’d worked decades to build was the very thing holding you back from the life you actually wanted? In this episode, I sit down with Kerri Gibson, a former CPA who built a thriving hospitality empire in Quebec. After 22 years in tax and accounting software, Kerri’s breaking point became her breakthrough when a simple house flip spiraled into seven renovated ski chalets—and eventually a full-scale motel transformation. Kerri opens up about the toll of burnout and the moments she missed with family because work always came first. She shares how she and partner Philip navigated the tricky shift from colleagues to business partners to spouses working side by side, and how a few uncomfortable conversations ultimately strengthened both their relationship and their business. Most impressively, Kerri has achieved what many hospitality owners dream of: 70% direct bookings through her own website—without relying on OTAs. She walks us through the exact strategies she built from the ground up, plus how she infused their signature “hygge” concept into a roadside motel, transforming it into a place where guests connect and create lasting memories. Packed with real-world advice and hard-earned wisdom, this episode is a must-listen for anyone feeling stuck—whether you’re plotting your escape from corporate life or striving to build a hospitality business that truly reflects your values. HIGHLIGHTS AND KEY POINTS: [01:16] A short introduction about our guest Kerri Gibson and how she got into the world of short-term rentals [03:27] Kerri shares her journey from from CPA to tech leader in tax and accounting software [06:28] Kerri’s breaking point that pushed her to leave the corporate world [13:20] Kerri reveals her two-question strategy for making big decisions without a support system [21:06] Kerri recounts her journey from renovating distressed chalets to revitalizing a roadside motel  [25:39]  Kerri outlines her vision to reinvent the roadside motel experience through Scandinavian-inspired design and communal spaces [30:17] The challenges and growth that come from defining roles when running a business with a spouse [38:04] How Kerri shifted from relying entirely on OTAs to achieving 70% direct bookings [45:15] The power of starting early with a strategy and evolving it over time [48:08] Kerri talks about her self-taught marketing journey and how she strategically brought in outside expertise [52:39] The lightning round  Golden Nuggets: • “Find coziness, comfort and the simplicity of the small moments of life surrounded by those that you love the most.” • “I had to learn to find space for him to be a part of the business and flourish. And as we've defined, find our swim lanes, which is super important. It's allowed us to find, like these great things that go in sync together. You know, the Ying and the Yang.” • “Never, ever, ever build your house on someone else's land, no matter how small you are.” • “You have to create the strategy, then go implement the strategy. But without that strategy-first approach, it's just like throwing spaghetti at the wall and hoping that something works.” • “There's nothing you can't do, or nothing you can't be, there's only what you're willing to work for.” This episode is brought to you by ⁠⁠⁠⁠⁠⁠Lodgify⁠⁠⁠⁠⁠⁠! 👉 Use the code STRSH20 at checkout for 20% off any yearly plan and start owning your bookings today. 🔗 ⁠⁠⁠⁠⁠⁠Visit Lodgify.com Let’s Connect! LinkedIn: https://linkedin.com/in/kerri-gibson-cpaInstagram: https://www.instagram.com/kerri_reinventedEnjoyed the show? Subscribe, Rate, Review, Like, and...

In this mind-opening episode, I sit down with Dawn Asher, the creative force behind The Olive Jar, to explore the powerful intersection of neuroscience and hospitality marketing. Dawn isn't your typical branding expert—she’s a master of emotional design, turning short-term rentals into sensory-rich experiences that guests rave about (and return to). We dive into the science of human behavior, breaking down how neurochemicals like dopamine and oxytocin shape memory, emotion, and connection. Dawn reveals how to harness these neurological triggers through intentional design choices, subtle surprises, and personalized moments that leave a lasting impact. This episode is packed with practical strategies that go far beyond throw pillows and curated art. We’ll challenge the traditional idea of luxury and explore why true hospitality is about making guests feel understood, valued, and emotionally engaged. You’ll walk away with fresh inspiration—and a toolkit rooted in science—to turn your property into a story your guests won’t stop talking about. Tune in now and discover the neuroscience behind next-level guest experiences! HIGHLIGHTS AND KEY POINTS: [01:14] A short introduction about our guest Dawn Asher and introduces her creative studio that enhances the guest experience through immersive marketing and storytelling [03:33] Dawn explains the science behind memorable guest experiences and how hosts can use neurological triggers to build trust and emotional connection [09:32] Dawn and I discuss the myth that five-star reviews stem solely from luxury items and consider where emphasis should be placed to ensure guest satisfaction [13:10] Dawn’s advice to decoding guest identity to create deeper brand resonance  [17:10] How hosts can uncover what their ideal guests want and use it to create emotionally resonant experiences [22:30] Why emotional intelligence is the real driver of STR success [29:25] How thoughtful post-checkout nurturing helps to shift from transactional stays to lifelong touchpoints [33:34] Dawn dives into the often-overlooked treasure trove of travel content and inspiration that exists online  [36:11] Dawn talks about how to use AI as a brand amplifier  [37:47] Dawn reveals how hidden design details spark memorable dopamine hits [42:25] Dawn shares the importance of listening to your turnover team as a key source of insight into what guests actually use and what might just be taking up space [45:53] The lightning round  Golden Nuggets: • “The more that you do to build that trust with your traveler, when those bumps come, there is going to be less friction.” • “If you've been nurturing that relationship long before they arrive, you're activating that hippocampus to tell them you're safe. I've got you. I'm gonna get this taken care of.” • “The best way to get five star reviews, we have to actually provide five star service, and the rest will follow.” • “If you're in this business, you have to invest in yourself personally. You have to care about that traveler that you're serving. And if you don't, you will keep hitting this wall.” • “It's about creating an experience for a guest that they're going to remember and come back to us. And we don't do that through the bottom line of a P& L.” This episode is brought to you by ⁠⁠⁠⁠⁠Lodgify⁠⁠⁠⁠⁠! 👉 Use the code STRSH20 at checkout for 20% off any yearly plan and start owning your bookings today. 🔗 ⁠⁠⁠⁠⁠Visit Lodgify.com Let’s Connect! Website: www.theolivejar.co Instagram: https://www.instagram.com/theolivejar.co/ Enjoyed the show? Subscribe, Rate, Review, Like, and Share!

Have you ever wondered if there’s a smarter, more profitable way to rent your property—hidden in plain sight? In this episode, I sit down with Aisha Govani—a dynamic entrepreneur who turned financial rock bottom into a midterm rental success story. From living in her in-laws' basement with two young kids and zero income during COVID, Aisha and her husband rewrote their future through grit, resilience, and an entirely new approach to real estate. We dive into the world of midterm rentals, where Aisha reveals how this overlooked strategy can be your golden ticket—especially if you’re battling short-term rental restrictions. She breaks down how she built a thriving platform connecting independent hosts with corporate clients, turning properties into profit through business-to-business bookings. You’ll get actionable tips on everything from cold calling corporate contacts, networking with relocation agencies, to landing contracts with insurance companies. Aisha peels back the curtain on how to structure deals, vet hosts, and maximize bookings—all while building a sustainable, values-driven business. This isn’t just a roadmap for better bookings—it’s a blueprint for reinvention. Aisha’s story will challenge you to rethink your strategy and show you what’s possible when you bet on yourself. Get ready to turn resilience into revenue and learn why midterm rentals are the smart investor’s next big move! HIGHLIGHTS AND KEY POINTS: [01:01] A short introduction about our guest Aisha Govani and her journey from nonprofit work to real estate entrepreneurship [06:07] Aisha recalls the tough COVID days living in her in-laws’ basement, where grit triumphed over fear [09:56] The importance of commitment over hesitation, framing failure as an essential step toward mastery and fulfillment [13:30] How Aisha’s own entrepreneurial evolution reshaped her view on education to empower her children with personalized, real-world education inspired by her entrepreneurial growth [17:18] Aisha talks about the intensive work behind securing B2B midterm rental bookings and how her platform simplifies access for independent hosts  [22:45] Aisha explains why cold calling often triggers discomfort and shares the key to overcoming  [25:38] Aisha breaks down how to identify decision-makers for B2B bookings and highlights the mindset and approach needed to succeed in cold calling  [30:49] How Aisha’s midterm rental platform connects hosts to both B2C and B2B bookings with a focus on ease and quality of guests [32:24] Aisha + details the streamlined vetting process for hosts on her platform and highlights high-demand areas, especially in the Greater Toronto Area  [35:57] The lightning round  Golden Nuggets: “Decide and ignore the noise.” “I always choose grit over fear.” “There are days I wake up and I'm like, should I be doing this? Is this the right choice? What have I decided to do? Can I even do this? Am I capable of doing what I think I can do? And when those questions come into your brain, you're really the only one that can quiet it. So I always try to choose, one foot, one foot, one foot. Don't worry about the rest of the race.” “We have to commit to what we want first before we do anything else.” “What I would say to anyone who's trying to cold call anything is, when you call that person, you speak to them like you're providing a solution for their problem.” “It's going to be harder than you think, but networking is going to be a large part of the answer.” “If you work on your mind and your body, all else will align. This episode is brought to you by a...

Are you ready to transform your short-term rental business from a chaotic side hustle into a thriving, systemized empire? In this episode, I sit down with Kit Leggett, a fearless entrepreneur who went from jobless during COVID to managing 35+ properties —and building a business culture so powerful, her team calls it their favorite place to work. Kit’s journey is anything but ordinary. After losing her job, she took a leap of faith, and started investing in real estate. But what truly sets her apart isn’t just the number of properties—it’s the heart behind her business. She’s created a supportive, women-powered team where flexibility is real, kids are welcome at work, and team bonding includes zip-lining adventures. We dive into how Kit scaled her business, the software that keeps things running smoothly, and the mindset shifts that helped her overcome the fear of growing too fast. Her story is a powerful mix of resilience, innovation, and redefining leadership in an industry that often overlooks the human side of success. If you're dreaming of your first rental or ready to scale with soul, this episode will inspire you to build a business that thrives—from the inside out! HIGHLIGHTS AND KEY POINTS: [01:04] A short introduction about our guest Kit Leggett and what made her decide to start in the world of short-term rentals [05:15] Kit shares what sparked her first STR listing during COVID, jumpstarting her journey in a booming market [07:04] Kit recounts the emotional toll of doing everything herself early on, leading to a breakdown that pushed her to finally ask for help [11:48] How hiring a local, all-women team transformed Kit’s business and became a mission-driven extension of her values [13:59] Kit shares her client reactions and the day-to-day logistics of working with kids  [16:33] What inspired Kim to create a work culture where kids are welcome [19:09] How Kit’s team-first mindset and hands-on leadership organically created a loyal, supportive culture among her all-women staff [24:25] Kit describes how she plans team activities organically and affordably, focusing on connection rather than formal budgets [28:31] Kit shares how a casual coffee chat led to acquiring 13 hosting contracts through an informal but strategic business offer [31:44] How Kit calculated a fair purchase price for hosting contracts using a practical, grounded approach [34:15] Kit reveals how she financed her contract acquisition that did not require upfront cash [36:01] Kit shares the single biggest factor enabling her to manage over 35 properties [38:33] Kit’s perception of failure and her response to setbacks [40:04] Kit reveals a game-changer software for automating operations and managing cleanings at scale [42:37] How Kit structures scheduling and autonomy for her cleaning team [44:44] Kit shares about her plan to expand beyond her local market [47:11] The lightning round  Golden Nuggets: “When we find good team members, they're like gold to our businesses, and we want to do everything we can to keep them.” “I just love supporting women, and we're a tight knit group, and we really rely on each other, and help each other.” “Any kind of culture starts at the top, and works its way down.” “When your team knows that you will bend over backwards to help them, they will do the same for you.” “It's so important to test different things on the journey of continuous improvement. But give yourself grace when it doesn't work out and you have to pivot, that's okay.” “The cleaners are the backbone of the business. And if you don't have a good team or good systems in place with good software, then...