Send us a text Conferences shouldn’t feel like déjà vu. We dig into how VRMA in Las Vegas reset the bar with manager-led education, formats that actually teach, and a community vibe that made first-timers feel like insiders. From awards that mark decades of service to small operational shifts that pay off fast, this conversation strips away the noise and focuses on what you can implement the moment you’re back at your desk. You’ll hear how the planning team curated fresh speakers, launched S...
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Send us a text Conferences shouldn’t feel like déjà vu. We dig into how VRMA in Las Vegas reset the bar with manager-led education, formats that actually teach, and a community vibe that made first-timers feel like insiders. From awards that mark decades of service to small operational shifts that pay off fast, this conversation strips away the noise and focuses on what you can implement the moment you’re back at your desk. You’ll hear how the planning team curated fresh speakers, launched S...
Send us a text Conferences shouldn’t feel like déjà vu. We dig into how VRMA in Las Vegas reset the bar with manager-led education, formats that actually teach, and a community vibe that made first-timers feel like insiders. From awards that mark decades of service to small operational shifts that pay off fast, this conversation strips away the noise and focuses on what you can implement the moment you’re back at your desk. You’ll hear how the planning team curated fresh speakers, launched S...
Send us a text Trust is the hinge that decides whether travelers hit “book” or bounce—and we wanted to know how a major platform plans to earn it. We sit down with Verbo’s general manager, Larry Plowski, for a straight-talking tour of what changes when a marketplace prioritizes standards over sheer volume, including the headline move to remove 100,000 underperforming listings and shift the Premier badge from host-level to listing-level. If you manage properties or market stays, this is a mast...
Send us a text Disaster preparation in the vacation rental industry typically focuses on protecting properties and communicating with owners and guests—but what about the people who make your business run? In this eye-opening episode, Hospitality Heroes co-founder April Burns joins hosts Tim Cafferty and Tiffany Edwards to reveal the five critical mistakes property managers make when planning for natural disasters. Drawing from her firsthand experience during Hurricane Helene's devastating i...
Send us a text Unlock the secrets of personal and professional growth in the vacation rental industry as Tiffany Edwards takes us behind the scenes at the Vacation Rental Women's Summit in Charleston. This intimate conference delivers powerful insights that transcend traditional hospitality concepts, focusing on creating meaningful experiences not just for guests, but within your own team. What happens when you bring together the industry's most innovative minds in an environment designed fo...
Send us a text The vacation rental landscape shifted dramatically during Summer 2025, revealing crucial insights for managers navigating this new terrain. Tim Cafferty and Tiffany Edwards unpack five game-changing trends that defined the season and will likely shape the industry moving forward. Booking windows have contracted at an unprecedented rate, with a remarkable 42% of July bookings classified as last-minute reservations. This shift isn't subtle—some properties saw booking windows shr...
Send us a text The vacation rental landscape is transforming before our eyes, with shifts that started during pandemic times now cementing themselves as permanent fixtures in our industry. Hosts Tim Cafferty and Tiffany Edwards dive deep into the most significant trends reshaping how successful property managers operate. Remote work flexibility has fundamentally altered travel patterns. Though some workers have returned to offices, the ability to work from anywhere remains firmly established...
Send us a text Ever wondered what amenities truly make a difference in vacation rentals? Tim Cafferty and Tiffany Edwards dive deep into the evolving landscape of guest expectations and how successful property managers are responding. The days of "bring your own TV" are long gone. Today's vacation rental guests expect a streamlined, hotel-like experience with the comforts of home. Smart TVs with streaming capabilities, reliable high-speed Wi-Fi, and quality linens are no longer luxuries – th...
Send us a text "Is this a business or a hobby?" That piercing question from vacation rental financial expert Ben Edwards cuts to the heart of why proper budgeting makes or breaks success in our industry. Drawing from 25 years of experience examining hundreds of vacation rental P&Ls, Edwards delivers a masterclass in creating budgets that drive real profitability. He reveals the sobering reality that many operators work tirelessly for decades only to sell their businesses for disappointin...
Send us a text The summer season is more competitive than ever with economic headwinds making travelers discerning and increased supply in many markets. Tim and Tiffany share actionable strategies to maximize your summer business without panicking or devaluing your properties. • Don't panic and drop rates – implement a thoughtful, data-driven review process • Understand changing booking dynamics like the shift to shorter stays • Communicate clearly with owners and understand their specific g...
Send us a text Memorial Day marks the unofficial start of peak season for vacation rental managers across the country—are you truly prepared? In this tactical episode, we unpack the essential strategies for navigating the "100-day war" that defines our industry's busiest period. From comprehensive housekeeping preparations to staff motivation techniques, we share battle-tested approaches that successful managers use to maintain quality and sanity during the summer rush. You'll hear practical...
Send us a text What does it take to create the #1 rated hospitality experience in America? Marco DiDimesio reveals the strategies that transformed the Candleberry Inn on Cape Cod into TripAdvisor's top-rated bed and breakfast for three consecutive years—an achievement that required far more than comfortable beds and good breakfast. Marco's journey began with a career pivot from finance to hospitality, driven by an Italian heritage rich in hosting traditions and visits to over 30 different B&...
Send us a text Ever wonder what happens when you gather 200 vacation rental professionals in one of America's most charming historic cities? Our latest episode takes you inside the VRMA Foundations Conference in Savannah, where operational excellence takes center stage against a backdrop of Southern hospitality. Tim returns from Savannah overflowing with insights (and possibly too many shrimp and grits) after immersing himself in this intimate industry gathering. Unlike larger conferences wh...
Send us a text Tim and Tiffany dive deep into the critical importance of owner communication in the vacation rental business, sharing battle-tested strategies to build and maintain strong relationships with property owners. • Understanding owner communication as the foundation of successful vacation rental management • Using the FORD method (Family, Occupation, Recreation, Dreams) to categorize owners and personalize communication • Setting clear expectations about communication preferences ...
Send us a text What business practices will sink your vacation rental company faster than an anchor? Tim Cafferty and Tiffany Edwards pull back the curtain on the management pitfalls they've personally experienced in their latest episode of The Vacation Rental Key with T&T. Drawing from decades of industry experience managing properties from Key West to Kauai, the duo counts down their top ten "No's and Never Agains" – practices they've learned to avoid at all costs. Each revelation come...
Send us a text Welcome to The Vacation Rental Key Podcast with T and T. Tim Cafferty and Tiffany Edwards are here to give you the key to running a successful vacation rental management business. Listen to their decades of experience in the short term rental business and get "Keys" to make your professional vacation rental management company the best it can be!
Send us a text Conferences shouldn’t feel like déjà vu. We dig into how VRMA in Las Vegas reset the bar with manager-led education, formats that actually teach, and a community vibe that made first-timers feel like insiders. From awards that mark decades of service to small operational shifts that pay off fast, this conversation strips away the noise and focuses on what you can implement the moment you’re back at your desk. You’ll hear how the planning team curated fresh speakers, launched S...
