The STR Sisterhood
Whether you’re brand new to Airbnb or an experienced Superhost, you’re giving yourself the gift of financial freedom and FUN when you enter the short-term rental space. If there’s anyone who knows this, it’s Stacey St. John. She built a 7-figure STR portfolio in less than two years and was able to leave her W2 thanks to the earnings from her properties. Today, she’s living the life she was always meant to live – on her terms. And on her new podcast, The STR Sisterhood, she’s sharing how you can, too! On this show, it’s all about you...
Latest Episodes
How do you turn what feels like an “ordinary” property into a brand that guests connect with, remember, and actively choose over everyone else’s? In this episode, I’m joined by branding and marketing strategist Ali Haney. We’re unpacking how she transitioned from a long-term rental disaster into remote short-term rental management across multiple states, eventually blending her photography background with her hospitality experience to help hosts build true brand equity.
We talk about:
- Flipping perceived property weaknesses into powerful market differentiators, like turning a Gatlinburg cabin's lack of internet into an intentional, off-the-grid romantic reset complete with analog experiences.
- Building a foundational brand strategy from scratch by defining core messaging pillars, identifying a hyper-specific guest avatar, and establishing values that serve as concrete criteria for hiring and firing your team.
- Utilizing ChatGPT and AirDNA as a market research "cheat code" to analyze competitor specs, summarize guest review trends, and spot high-impact amenities missing in your local market.
- Designing property features around guest origin data, such as installing an EV charger at a Catskills rental specifically to attract higher-income, eco-conscious travelers driving up from the city.
- Executing a deep property rebrand that goes beyond a logo tweak, using your brand strategy as a daily filter for social content, listing updates, and team briefs to eliminate decision fatigue.
Ali pulls back the curtain on how to use your brand strategy as the literal backbone of your guest experience and long-term business scaling. You’ll hear how to shift your mindset to view marketing as structured testing and learning rather than a verdict on your worth, allowing you to "do it scared" and out-position your competition.
If you are a short-term rental / Airbnb host wondering how to stop competing on price alone and start engineering an unforgettable hospitality brand that commands premium rates, this conversation is your blueprint. Get ready to learn how to drop perfectionism and start leading your life and business with intention.
HIGHLIGHTS AND KEY POINTS:
[01:07] A short introduction about our guest Ali Haney, and how she got into the world of short-term rentals
[03:12] Ali talks about using branding strategy to move beyond photography and create marketing that connects with ideal guests
[06:50] Ali explains how defining a property's personality and turning perceived limitations into unique selling points creates a memor
How do you find the courage to take on a project that feels way bigger than you—and turn it into something you’re genuinely proud of? In this episode, I sit down with Katie Wanzer, a corporate PR crisis expert turned boutique hotel operator and co-host. We’re unpacking how she transitioned from Fortune 500 communications into running an expanding boutique hotel portfolio and co-hosting company across Door County, Wisconsin.
We talk about:
- Buying a historic motel sight unseen during a corporate crisis, only to face massive infrastructure nightmares like dry wells and lifting entire buildings off their foundations.
- Co-operating a growing hospitality portfolio as a four-way partnership between two couples by establishing rigid role boundaries, structured monthly board meetings, and a dedicated leadership team.
- Leveraging a deep background in strategic PR to pitch local media, partner with tourism bureaus, and use nostalgia to put a revived 1940s roadside motel on the map.
- Launching simple, community-minded marketing tactics like local food drives and media stays, while using AI tools to polish press releases and discover the unique story behind a property.
- Battling peak-season burnout by scheduling non-negotiable self-care blocks, utilizing tech-boundaries like the Brick app to disconnect, and leaning on a steady support system.
Katie pulls back the curtain on the intense emotional realities of stepping into true hospitality leadership, including the exact moment the scale of the project hit her. You’ll hear how she and her partners divide responsibilities based on individual strengths to keep the business humming without sacrificing their personal lives.
If you are a high-achieving professional wondering how to scale from a single short-term rental into a multi-property commercial hospitality brand without losing your sanity, this conversation is your blueprint. Get ready to learn how to face the unexpected and start leading your business with absolute resilience.
HIGHLIGHTS AND KEY POINTS:
[00:55] A short introduction about our guest Katie Wanzer, and shares her evolution from corporate communications professional to short-term rental operator and boutique motel owner
[03:58] Katie shares how purchasing and renovating a boutique motel transformed her perspective from managing rentals to building a full-scale hospitality business
[08:11] How overcoming unexpected renovation setbacks strengthened her resilience and confidence as an entrepreneur
[10:31] Katie shares how having partial construction experience
How do you grow a thriving short-term rental portfolio, protect your family life, and still keep a demanding career from taking over your entire identity? Most professionals assume they have to choose between their career and building wealth. In this episode, I sit down with Dr. Christina Kendrick, a pediatric anesthesiologist turned short-term rental investor. We’re unpacking how she and her husband transitioned from accidental long-term landlords into active operators of an 11-property STR business across Sedona and Cornville, Arizona.
We talk about:
- Hunting for properties that have sat on the MLS forever, negotiating the price down, and uncovering hidden income streams like forgotten RV pads.
- Using sweat equity and buying at the right price to keep fixed expenses low enough that a property only needs 10 to 12 booked nights a month to cover costs.
- Moving past vague rules to implement explicit, direct guest messaging after a close call with a guest's grill on a wooden deck near propane tanks.
- Transitioning 50 existing reservations into independent hosting profiles and scaling a portfolio through a mix of solo ownership and co-ownership with other families.
- Leveraging MBA marketing principles to revamp a direct booking platform, optimize for AI search, and launch email campaigns that actually convert.
Christina pulls back the curtain on how she manages her time and energy while balancing medicine, an MBA program, and parenthood. You’ll hear how she applies the hospital philosophy of "only do what only you can do" to her personal life—outsourcing house cleaning and grocery shopping, and shifting her medical schedule to build a dedicated business admin day.
If you are a high-achieving professional wondering how to buy back your time and build a generational family enterprise without burning out, this conversation is your blueprint. Get ready to learn how to drop perfectionism and start leading your life and business with intention.
HIGHLIGHTS AND KEY POINTS:
[00:49] A short introduction about our guest Christina Kendrick, and she shares how a series of practical real estate decisions evolved into a self-managed short-term rental portfolio
[06:37] Christina explains how disciplined risk-taking and value-add investing have shaped her real estate decision-making process
[09:08] Christina reveals how overlooked properties and strong neighborhood relationships have become key drivers of her portfolio’s success
[13:26] Christina discusses how proactive neighbor relationships help
Are you truly in control of the demand for your short-term rentals, or have you quietly outsourced it to the OTAs without even realizing it? Relying solely on large platforms means you don’t actually own your customer base; the hosts who master true demand generation are the ones who will thrive in the next phase of our industry.
In this episode, I sit down with Amber Knight, the founder of Bookings Cloud and a seasoned veteran of vacation rental heavyweights like Vacasa, Rented, Inhabit, and LiveRez. We’re unpacking what it really means to build a direct guest acquisition engine for your properties and step into true ownership of your business.
We talk about:
- How public booking platforms control the narrative using your listing content, and why reclaiming that control is vital for long-term business survival.
- Why a beautiful direct booking website means nothing if it breaks guest trust by kicking them over to an unbranded, clunky PMS engine at the final step.
- Utilizing true paid social ads, not just boosted posts, to feed rich property data into algorithms that match your stay with the perfect guest.
- Why clicks on Meta can be pennies compared to dollars on Google, why you should never put pricing in your ads, and how to automate property-level campaigns at scale.
- Clear guidance on when to focus strictly on guest communication versus when your portfolio size justifies a full website investment.
We pull back the curtain on the messy reality of data tracking and attribution in a world of privacy laws and GA4. You’ll hear why diversifying your booking sources isn't just a quick fix for the low season, but a long-game retirement strategy that compounds over time and builds a business with real enterprise value.
If you are ready to move from hoping bookings show up to intentionally creating your own demand, this conversation will give you the playbook. Get ready to stop letting other platforms dictate your revenue and start engineering your own growth.
HIGHLIGHTS AND KEY POINTS:
[01:03] A short introduction about our guests Amber Knight, and journey from growing up around vacation rentals to building a career focused on strengthening local hospitality businesses and destination communities
[04:12] Amber reflects on how intentionally building a life and business through consistent daily actions creates opportunities that once seemed out of reach
[06:10] Amber explains how owning guest demand has become a critical competitive adva
Is your short-term rental truly set up to cash flow, or are you just hoping the market will do the heavy lifting for you? Most hosts look at dynamic pricing as a "set it and forget it" tool, but real revenue strategy requires getting behind the wheel of your data.
In this episode, I sit down with Colorado host and revenue strategist Melissa Stewart, the founder of Rev Collective. Melissa scaled from zero to four high-performing mountain cabins in under two years by combining a value-add investment blueprint with a highly intentional, data-driven revenue management strategy.
We talk about:
- Buying distressed mountain properties for maximum negotiating power, doing a full gut rehab to build equity, and leveraging a smart refi to roll into the next deal.
- Moving past simple bulleted descriptions to craft narrative-driven listing copy that makes guests feel like they are walking through a storybook.
- What a "healthy" MPI looks like, how to recognize if you are underpriced or overpriced, and why treating dynamic pricing tools like autopilot is a massive mistake.
- Designing interior and exterior spaces with a strict guest avatar in mind—from luxury robes and sound machines to curated coffee and tea stations.
- Shifting your mindset around money as energy, shedding old financial stories, and building wealth that creates real opportunities for other women in hospitality.
Melissa pulls back the curtain on how her background in accounting and data analysis gave her a unique edge in the short-term rental market. You’ll hear how she bridges the gap between high-end hospitality and cold, hard data, and how she built her company specifically to empower women hosts who love the guest experience but feel overwhelmed by numbers and tech.
If you are ready to stop guessing on your pricing, master your local pacing, and inject serious intention into your operations, this conversation will completely redefine your approach to revenue. Get ready to stop relying on market luck and start commanding the rates your property deserves.
HIGHLIGHTS AND KEY POINTS:
[01:14] A short introduction about our guests Melissa Stewart and shared her journey from exiting a business to getting into the short-term rental industry
[03:06] Melissa reflects on how a background in real estate and a desire for lifestyle-driven wealth building led her and her husband into the world of short-term rentals
[05:30] How strategic investing, leveraging equity, and taking bold action he
What if the “scary” short-term rental market you keep hearing about is actually one of the best opportunities you’ll see in the next decade—especially if you’re willing to get smart with your data? Most investors are backing out due to market noise; my guest today used engineering logic to lean in and build a highly resilient portfolio.
In this episode, I’m joined by returning guest Sandy Lee, an engineer-turned-investor who built a multi-market STR portfolio in her 50s. We’re talking about grounding big brave moves in math rather than hype, and why right now is a powerful time to buy if you know how to stress-test a deal.
We dive into:
- How Sandy spent eighteen months analyzing her first deal, using spreadsheets to move past analysis paralysis and into confident action.
- Sandy’s exact system for connecting AI directly to her property management software to run pacing analyses, build dashboards, and generate plain-language summaries twice a week.
- How to look beyond standard calculators to find hidden market catalysts—like shifting local regulations, nearby airport expansions, or reopening ski hills.
- Why pricing for momentum instead of ego out of the gate is critical in highly seasonal markets, and why professional photography remains non-negotiable.
- Overlooked pathways into the industry for hesitant investors, including house hacking, accessory dwelling units (ADUs), and strategic co-hosting partnerships.
But this isn't just about running analytics. It’s about the line between smart investing and pure speculation. We pull back the curtain on how to ensure your baseline numbers work on day one while still positioning your portfolio for massive long-term growth. You’ll hear real examples from competitive markets like Steamboat, Orange Beach, and the mountains of North Carolina, proving that data and deep local research are the ultimate risk mitigation tools.
If you’ve felt hesitant to scale or buy your next property in an uncertain economy, this conversation will completely reframe your perspective. Get ready to zoom out, trust the math, and build a business that supports the life you actually want to live.
HIGHLIGHTS AND KEY POINTS:
[01:06] A short introduction about our guest Sandy Lee and her reflection on how a major career transition in her 50s, pushed her to explore short-term rentals
[03:09] Sandy shares about the use of data and AI to build confidence and simplify decision-making in short-term rentals
[05:57] Sandy and I
What if the real reason your Airbnb isn’t booking has nothing to do with your decor, your rate, or your “perfect guest,” and everything to do with numbers you’ve never even looked at? Most hosts guess, tweak, and stress when bookings drop. In this solo episode of the STR Sisterhood podcast, I’m pulling back the curtain on the exact data you need to stop guessing and start diagnosing your listing like a CEO.
Inside the episode, I dive into:
- A recent wake-up call in my own business when my data vanished, and why turning on the Professional Hosting Tools toggle is a non-negotiable for every single host.
- How to understand your first-page search impression rate and your search-to-listing conversion (click rate) to ensure guests choose your door over the competition.
- Spotting the hidden deterrents like surprise checkout fees, incomplete photos, or aggressive house rules—that make guests click away without booking.
- Why cleanliness, check-in, and communication are the three category scores that can quietly drag down your performance if left unchecked.
- A simple, step-by-step practice to establish your baseline numbers today, choose one lever to pull this month, and review the results in 30 days.
But this isn't just about staring at charts and graphs. It’s about moving out of the drama and into leadership. I walk through how to audit each of your properties individually so you can see the exact story the data is trying to tell you. You’ll hear how small, intentional adjustments to your hero photo, headline, or booking rules can radically alter your inbound demand and shift your business from a stressful side-hustle into a high-performing asset.
If you’re ready to stop playing guessing games with the algorithm and start making decisions based on cold, hard facts, this framework is your playbook. Get ready to log into your dashboard and step fully into leading your business with data.
HIGHLIGHTS AND KEY POINTS:
[00:00] Welcome to a data-driven STR Sisterhood podcast episode, where I open up about the frustration of empty calendars and the shift away from reactive hosting
[02:21] I share a recent experience of losing access to my Airbnb insights and the urgent setting every host needs to check
[03:53] How mixed property data can mislead STR hosts and why individual listing insights matter
[04:43] The first Airbnb metric hosts should track: listing views and why they matter most
[05:26] The importance of first page search impression rate and how it impacts Airbnb visib
What does it really take to grow a boutique vacation rental management company from a single DIY renovation to more than 115 homes in a tiny, highly seasonal market? Most operators think scaling just means adding more doors, but the reality requires a complete evolution of infrastructure, systems, and leadership.
In this episode, I sit down with Amanda Look, the founder of Salt Air Properties. We’re unpacking how she walked away from a vice president role in banking to build a thriving, guest-centric operation around Acadia National Park—all while navigating the journey as a single mom.
We dive into:
- The exact guest interaction that pushed her to leave a stable commercial lending career and commit to her hospitality business full-time.
- Why jumping from 25, 50, 75, and 100+ properties forces a complete systems reset, and the specific tech stack needed to survive the growth.
- The logistical reality of building a 3,000-square-foot facility to house a commercial laundry operation capable of handling over 40 same-day turnovers.
- How partnering with local high schools and technical programs for internships solved the seasonal hiring crisis in a rural market.
- The hard-won lessons of firing problem properties quickly, saying no to misaligned owners, and trusting your gut to protect your team.
We pull back the curtain on how a dedicated physical office with morning huddles and professional standards transforms the morale of a seasonal workforce and anchors homeowner trust. You’ll hear how to transition from a "basement days" mindset with a paper calendar into a sophisticated enterprise that trains staff to handle high-stress, fast-paced situations without spiraling.
If you are trying to scale a short-term rental portfolio in a highly seasonal or rural market, this conversation is your operational blueprint. Get ready to learn how to scale with strict boundaries, smarter systems, and genuine heart.
HIGHLIGHTS AND KEY POINTS:
[01:02] A short introduction about our guest Amanda Look and shares her journey from commercial lender for a community bank into short-term rentals
[03:29] Amanda shares how her short-term rental management company began from early hands-on experience and growing demand for her help
[06:05] Amanda talks about the biggest challenges in growing a short-term rental management company
[09:51] Amanda reflects on how her tech stack and vendor relationships had to continuously evolve as her short-term rental portfolio expand
What if the difference between an average short-term rental and a standout, revenue-driving asset came down to story, strategy, and a few well-placed details on your walls? Most hosts view design as a finishing touch; my guest today views it as the core of the investment.
In this episode, I’m joined by designer, investor, and boutique hotel visionary Courtney Petrovich of Denori Designs. We’re talking about the intersection of high-level underwriting and high-impact creativity, and how you can use that balance to build properties that truly perform.
We dive into:
- Why every creative choice, from a hot tub to a fire pit, must be backed by AirDNA data, pro formas, and a clear path to ROI
- Designing for operational reality, turnover efficiency, and the hard truth about why white sofas and kids don't mix
- How to create local resonance using custom pieces, regional cookbooks, and art that actually reflects the property’s location
- A deep dive into using wallpaper at the beach, including how to handle humidity, vetting installers, and spotting quality paper.
- How Courtney is translating STR logic into the boutique hotel world with a massive project in Page, Arizona.
Courtney pulls back the curtain on how a site visit and a fascination with local history can lead to a hotel concept that investors instantly understand and get behind. You’ll hear how she rethinks everything from lobby layouts to "cold plunge" amenities, ensuring that every design choice serves both the guest’s emotions and the owner’s bottom line.
If you’ve been thinking of design as an optional expense rather than a strategic business tool, this conversation will completely shift your perspective. Get ready to start designing spaces that are profitable, operationally smart, and impossible to scroll past.
HIGHLIGHTS AND KEY POINTS:
[01:00] A short introduction about our guest Courtney Petrovich, and how her passion for design unexpectedly evolved into building a business within the short-term rental space
[02:33] Courtney explains how balancing design, guest experience, and operational practicality shapes successful short-term rentals
[06:15] Courtney shares how she discovered that thoughtful design directly influences performance and revenue in short-term rentals
[09:27] Courtney describes the overlooked details that elevate guest experience beyond just design and amenities
[12:29] Courtney explains how intentional, place-based
What would you do if you lost everything—twice—and had to rebuild your life, your finances, and your identity from the ground up? Most people would let the weight of that loss define them. In this episode, I sit down with acquisitions expert and STR investor Elle Anderson. We’re diving into her extraordinary journey from the depths of financial loss to building a business rooted in mindset, identity work, and high-level strategy.
Inside the episode, I dive into:
- How Elle jumped into buying businesses with no money, raising equity, and learning the high-stakes game of investor relations on the fly
- What happened when Elle’s last $5 became the catalyst for a total identity shift, moving her from chronic worry to conscious creation
- How Elle applies deep due diligence to real estate, spotting market gaps and adding high-ROI amenities like year-round pools to outperform the competition
- A creative, guest-centric approach to winning over neighbors and building community goodwill around your rentals
- Exploring the connection between your nervous system, your identity, and the actual results in your bank account
But this isn't just a story about a comeback. It’s about the freedom of choice. Elle pulls back the curtain on why she walked away from a company with 120 employees to find the flexibility and creativity of short-term rentals. You’ll hear how she designs for "memorable moments", from slides between floors to interactive design touches, and why she believes bold action is only possible once you’ve done the inner work to support it.
If you’ve ever wondered if you can truly recover from a setback and build something even better on the other side, this conversation is your proof. Get ready to stop praying for things to go wrong and start training your mind for what’s possible.
HIGHLIGHTS AND KEY POINTS:
[00:54] A short introduction about our guest Elle Anderson, and how she began her entrepreneurial journey with no experience or capital, relying on belief, resourcefulness, and investor support
[04:12] Elle explains how she navigated entering business acquisitions with no experience or capital, relying on belief, resourcefulness, and investor support
[06:05] Elle describes the wide variety of businesses she acquired and shares how her follow-up approach helped build trust and credibility with investors.
[08:58] Elle recounts the second time she was left with only $5, no food for her two-year-old son, and describes how a profound s