Winner of The Shortyz 2026 Best Travel Influencers of the Year

Advocacy & Legislative Issues Episodes

July 15, 2026

From Fighting Regulations to Shaping Better Policy with Tyann Marcink Hammond

Advocacy often stays on the back burner until a regulation directly threatens the business. For Tyann Marcink Hammond, that moment came when vacation rentals in parts of Missouri were reclassified from residential to commercial properties, causing some tax bills to rise dramatically. In this episode, Tyann returns to share how that experience pulled her deeper into vacation rental advocacy and showed her why operators need to get involved before policy decisions are finalized. She expla...
270
March 18, 2026

How Booking.com and It’s A Penalty Are Addressing Human Trafficking in Hospitality

Send us a message! Human trafficking is a complex and often misunderstood issue, and one that exists across communities, including within hospitality. In this episode, we’re joined by Betsy Steckler, Regional Director of Partner Services at Booking.com, and Jennifer Easterday, Head of Human Rights at Booking.com, to talk about how their teams are approaching human trafficking through awareness, education, and partner support. From building training programs to equipping operators with prac...
269
March 11, 2026

London Calling: A Preview of the Short Stay Summit with Leo Walton & Sarah Nan DuPre

Send us a message! In this episode, we’re joined by Leo Walton, Co-founder of Truvi, and Sarah Nan DuPre, Strategic Partnerships Director at AirDNA. Leo and Sarah are also the co-hosts of The Check-In Podcast, and they join us for a conversation about the upcoming Short Stay Summit in London and the industry conversations surrounding it. Leo and Sarah will be serving as emcees for this year’s event, and they share why the Short Stay Summit has become such an important gathering for the indust...
237
Sept. 1, 2025

1st of the Month Bonus: Annie’s Big Leap, Plus Tyann’s 2026 World Cup STR Plan

Send us a message! In this special first-of-the-month bonus episode, Alex & Annie sit down with longtime friend and industry leader Tyann Marcink Hammond to talk about a timely and much-needed initiative to support host education. Tyann shares how she’s leading an effort to prepare short-term rental operators ahead of the 2026 FIFA World Cup, starting in Kansas City and expanding to other host cities across North America. Annie also shares a major personal announcement. After a successful ...
209
March 12, 2025

The New Standard: Why Smart Guest Screening is Essential for Short-Term Rentals with Ela Mezhiborsky of Autohost

Send us a message! As the hospitality industry evolves, guest screening and verification have become essential components of a safe and seamless guest experience. In this episode, we sit down with Ela Mezhiborsky, President and Co-Founder of AutoHost, to explore how cutting-edge technology is reshaping the way hotels and short-term rental operators manage risk, prevent fraud, and enhance security. Ela shares her insights on the growing role of AI and cybersecurity in guest verification, the cha...
203
Feb. 5, 2025

How Rent Responsibly is Closing the Information Gap in STR Regulations – with Founders David Krauss & Alexa Nota

In this week’s episode, we sit down with two of the most influential voices in the short-term rental (STR) advocacy space - David Krauss, CEO & Founder of Rent Responsibly, and Alexa Nota, COO & Co-Founder. With regulations and housing discussions at the forefront of industry challenges, Rent Responsibly is leading the charge in empowering hosts, owners, and managers to unite, educate, and advocate for fair policies. From community-building to data-driven insights, David and Alexa share how t...
201
Jan. 22, 2025

Making Trash Fun (Again!) with CanMonkey CEO, Alex Shapiro

In this episode of Alex & Annie: The Real Women of Vacation Rentals, we’re thrilled to welcome back Alex Shapiro, CEO and co-founder of CanMonkey. Alex joins us to share exciting updates on how his company has continued to revolutionize trash management for vacation rentals and beyond. CanMonkey, which started as a bootstrap idea in 2018, now operates in 28 states and services over 5,000 properties across 350 cities. With innovative solutions, a gig-based workforce, and a deep understanding o...
Guest: Alex Shapiro
Dec. 4, 2024

Driving Change Through Advocacy in the Vacation Rental Industry with John Hildebrand

This week, we’re thrilled to welcome back John Hildebrand, founder of Hilde Homes and a leading advocate in the short-term rental industry. From his early days as a property manager to becoming a leading voice in vacation rental advocacy and education, John shares his inspiring journey with authenticity, humor, and valuable insights. With firsthand experience navigating the challenges of hosting, John highlights the vital role of advocacy in driving positive change for operators, guests, and ...
182
Oct. 16, 2024

Building a Global Vacation Rental Brand Through Franchising with Casiola CEO, Dennis Goedheid

In this week’s episode, we welcome back Dennis Goedheid, founder and CEO of Casiola Vacation Homes. Dennis returns to share exciting updates on his company's growth, including the launch of a new franchise model. Since its inception, the franchise has rapidly expanded into key markets, including Aruba, where Casiola has seen tremendous success. Dennis also dives into the challenges and opportunities in the vacation rental space, from navigating property management in international markets to ...
166
July 17, 2024

Unintended Consequences: How NYC’s STR Ban is Impacting Homeowners, with RHOAR

Exclusive offer for Alex & Annie listeners: Get $400 off your onboarding fee when you partner with Hostaway using this link: http://get.hostaway.com/alexandannie Join Alex & Annie as they dive into an enlightening conversation with Margenett Moore-Roberts and Gia Sharp, key figures in the short-term rental advocacy scene in New York City. This episode explores their personal journeys, the challenges posed by current rental regulations, and their relentless efforts through RHOAR (Restore Ho...
165
July 10, 2024

We’re Going to Italy! Meet the Team from Scale Italia

Get your Scale Italia 2024 tickets here: https://www.tickettailor.com/events/scalerentalsitalia/1074426 Exclusive offer for Alex & Annie listeners: Get $400 off your onboarding fee when you partner with Hostaway using this link: http://get.hostaway.com/alexandannie In this week’s episode, Alex & Annie welcome the team behind the Scale Italia - Gianpaolo Vairo, Damian Sheridan, and Cristiana Carpini - to discuss their rapidly growing conference series for professional vacation rental manage...
161
June 12, 2024

Navigating Regulations, Sustainable Scaling, and Tech: Hostaway's Insights for Vacation Rental Operators - with CEO, Marcus Rader

In this episode, Alex & Annie are joined, for the third time, by Marcus Rader, CEO and co-founder of Hostaway - the largest all-in-one solution for vacation rental property managers. Regulatory Challenges & Unique Perspectives Marcus shares candid insights from his recent travels, including staying in an "illegal" rental in New York City. He dives into the growing pains of regulation across different markets and the underlying psychology behind it. The Quest for Quality at Scale The discus...
Guest: Marcus Rader
145
March 6, 2024

The OG’s of the Panhandle: Lino Maldonado, Jim Olin, Paul Wohlford, and Steve Caron

In this episode of "Alex and Annie, The Real Women of Vacation Rentals," we embark on a fascinating journey into the vacation rental industry with a panel of seasoned experts known as the OGs of the Panhandle. Our guests, including trailblazers like Jim Olin, Steve Caron, Lino Maldonado, and Paul Wolford, share their personal journeys from the industry's early days to the dynamic landscape it occupies today. The Early Days: Dive into the challenges and triumphs of being pioneers in the vacati...
113
Sept. 6, 2023

Taking the Leap: How To Start Your STR Entrepreneurship Journey, with Tony Stancato

Today joining Alex & Annie is Tony Stancato, Owner-Operator of Book ‘n Gather - a vacation rental management company that helps you get the most out of your vacation rental by helping with optimization and maintenance. He’s also the co-host of Michigan Short Term Rentals Podcast, their show is about to hit their 50th episode milestone - so if you’re in Michigan, queue their show on your podcast list! Tony’s background is in manufacturing - he was in that industry for 14 years prior to pursuing ...
Guest: tony stancato
111
Aug. 30, 2023

Making Vacation Rental Safety Sexy! With Justin Ford of Breezeway

Today, joining Alex & Annie is Justin Ford, the Director of Short-Term Rental Safety & Certification Programs at Breezeway, the leading property operations and services platform for short-term rentals. In October of last year, Breezeway received their Series B Investment of $15 million USD and since then they’ve successfully scaled to over 150 team members, serving clients such as Lake Tahoe Accommodations, Huswell, Seaside Vacations, and more. Justin’s journey to Breezeway began in the United ...
Guest: justin ford
109
Aug. 16, 2023

The Inside Scoop Behind the VRMA, with Executive Director Kimberly Miles

Today joining Alex & Annie is Kimberly Miles, Executive Director of the Vacation Rental Management Association (VRMA) - an international, professional trade association of the vacation and holiday rental property management and hospitality industries. Kimberly has been with the VRMA for 2 years, and previously had an impressive 19 year tenure at American Hotel & Lodging Association, where she advanced up to becoming their SVP of Operations. Our very own Alex Husner is also a board member of the...
108
Aug. 9, 2023

The Importance of Diversification with the Founder & CEO of Newman Hospitality, Andy Newman

Today joining Alex & Annie is Andy Newman, Founder & CEO of Newman Hospitality - a company that connects Real Estate Investors with high income short-term rental opportunities. Newman Hospitality operates in South Florida, Northern Virginia and Indiana, which at first glance might seem like an inefficient mix of locations, but as it turns out this very approach has given Newman Hospitality the chance to avoid the huge risk factor and seasonal woes of having all of your eggs in one geographical b...
Guest: Andy Newman
106
Aug. 1, 2023

1st of the Month Bonus Episode: Simon Says - The Airbnb Bubble has BURST

On the August 1st of the Month Bonus Episode, Alex & Annie welcome the return of Simon Lehmann - CEO and Co-Founder of AJL Atelier, a boutique consultancy that specializes in the international private accommodation and vacation rental industry. The topic of today is the shifting landscape of the short term rental industry, and what the current situation is in different STR hotspots around the world. Simon has a 360 view of the global vacation rental market, as both his consultancy and the clien...
Guest: Simon Lehmann
97
June 7, 2023

Paid, Earned & Owned Media Strategies with Adam Stoker, CEO of Relic Agency

Join us for an insightful conversation with Adam Stoker, president and CEO of Relic Agency and guru in the world of tourism and destination marketing (DMO/CVBs/Chamber of Commerce). Discover how he stumbled into the tourism industry, built an 8-year relationship with the Cedar City, Utah Tourism Bureau, started the Destination Marketing Podcast and is now one of the largest DMO agencies in the country. In this engaging episode, we discuss the impacts of COVID-19 on the tourism industry, inclu...
Guest: Adam Stoker
96
June 1, 2023

1st of the Month Bonus Episode: Making Advocacy FUN Again! With Tiffany Edwards

Welcome to another first of the month bonus episode where it’s all about advocacy and legislative issues with Tiffany Edwards, a strategic consultant specializing in short-term vacation rental organizations. Tiffany's expertise spans across various markets, assisting in navigating STVR regulations, state legislation, stakeholder engagement, and grassroots campaigns. Her remarkable achievements include receiving the 2021 VRMA President's Award for her exceptional work in reopening STVRs post-COVI...
91
May 10, 2023

Special Episode: How to Build a Sustainable Brand, Live from RR Summit 2023 with Stuart Butler and Pete DiMaio

Today's episode is a very special one, as we bring you a recent panel discussion we hosted at Rent Responsibly's 2023 Sustainability Summit. What does sustainability have to do with branding and company culture, and why is it more important than ever to focus on this way of thinking? Tune in to find out! Tune in as we dive into this topic with two of the smartest minds in hospitality marketing, Stuart Butler and Pete DiMaio. You do NOT want to miss this one! Stuart Butler After 20 years in th...
Guest: Pete DiMaio
90
May 3, 2023

Advocating for Short Term Rentals with Dana Lubner

This is a must-see episode: Today, we are joined by Dana Lubner, Director of Community Development at Rent Responsibly and host of the podcast "How to Save Your Vacation Rental Business." With a background in marketing and advertising, Dana fell in love with the short-term rental industry while working with her brother's company, Effortless Rental Group. However, her real passion emerged when she witnessed the industry's need for advocacy and education. As a founding member of Mile High Hosts, D...
Guest: Dana Lubner
85
April 12, 2023

Making Vacation Rental Security Fun Again, with Guest Ranger’s Salar Tanzif

In today’s episode, Alex and Annie feature Salar Tanzif, the VP of Sales at Guest Ranger. Security has become a primary concern for both property managers and homeowners. As a result, screening guests is essential to ensure that bad actors are detected and prevented from causing harm or damage. Guest Ranger, a risk management company, offers screening services that help to detect shady backgrounds, fraudulent activities, and other red flags that could indicate a problematic guest. Salar discu...
Guest: Salar Tanzif
78
March 1, 2023

1st of the Month Bonus Episode, with Steve Milo and Miriam Ramsey of Vtrips

In today’s episode, Alex and Annie welcome Steve Milo and Miriam Ramsey, the Founder/CEO and Regional Business Development Director of Vtrips respectively. They discuss the latest trends observed from the IMN Conference, the latest headlines from Vacasa, the new purpose-built cabins of Vtrips, fighting for smarter legislation, and organizing people in the collaborative committee of the Vacation Rental Management Association (VRMA). Inside Current Headlines Steve shares his experience as a pan...