Operations Episodes

Send us a message! In this episode, we’re joined by Simon Seroussi, Co-Founder of SuiteOp, a guest experience and operations platform built by operators, for operators. With a background in both hospitality tech and short-term rental management, Simon shares how SuiteOp was born from firsthand experience growing a 400-unit portfolio and the operational chaos that came with it. From automating smart locks to unifying guest portals, task management, and upsells, SuiteOp is designed to simplify ev...

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...

In this special re-air of one of our most popular episodes, Alex & Annie brings together a powerhouse panel of industry experts, known as the OGs of the Panhandle. Our guests—James Olin, Steve Caron, Lino Maldonado, and Paul Wohlford—share invaluable insights from their decades-long journeys in the vacation rental industry, reflecting on where it all started, where it is now, and where it’s headed. Episode Highlights: The Early Days: Travel back with our panel as they recount the challenges a...

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 ...

Exclusive offer for Alex & Annie listeners: Mention "Alex & Annie" when you sign up with Boom to get 50% off your onboarding fee and 1 month FREE. Visit boomnow.com to claim this limited-time deal! In this week’s episode, we’re joined by Eric Moeller, the visionary founder and CEO of Freewyld, a brand creating nature-inspired cabin communities. Eric takes us on his entrepreneurial journey from real estate investment to building luxury short-term rental brands and developing Freewyld. ...

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 insightful episode of Alex & Annie: The Real Women of Vacation Rentals, we are thrilled to welcome Mark Lumpkin, Director of Sales for STR Cribs. Mark shares his journey from a Florida local with a passion for real estate to leading a company that transforms vacant properties into stunning, resort-style short-term rentals ac...

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...

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 of Alex & Annie: The Real Women of Vacation Rentals, we're joined by two powerhouse guests in the vacation rental space - Jason Sprenkle, CEO of Keydata, and Jacobie Olin, President of C2G Advisors. Jason has over 20 years of experience in vacation rentals, previously running 360 Blue in the Panhandle area. ...

Exclusive offer for Alex & Annie listeners: Get 50% off your onboarding fee when you partner with Extenteam using this link: https://www.extenteam.com/alexandannie Get $400 off your onboarding fee when you partner with Hostaway using this link: http://get.hostaway.com/alexandannie In this First of the Month Special Episode of "Alex & Annie: The Real Women of Vacation Rentals," hosts Alex & Annie welcome special guest Caleb Hannon, COO of Stay Lake Norman - a professional luxury vacation renta...

In this episode of "Alex & Annie: The Real Women of Vacation Rentals," hosts Alex & Annie welcome special guest Meaghan Moylan, host of the "Workflows and Espressos" podcast and Executive Director of Outpost - a Vacation Rental and Property Management company located in the Jackson Hole, Wyoming. Meaghan shares her inspiring journey of embracing new opportunities in the dynamic vacation rental industry. The Year of Yes Mentality Meaghan highlights how adopting a "year of yes" mindset opened d...

In this episode of "Alex & Annie: The Real Women of Vacation Rentals," hosts Alex & Annie explore the delicate balance between leveraging technology and preserving the irreplaceable human touch in guest communication for the hospitality industry with special guest Nicolas Wegener. Nicolas brings invaluable insights as the visionary leader behind Sendsquared, a pioneering communication platform tailored for the vacation rental industry. With a deep understanding of fostering meaningful connect...

In this insightful episode, Alex & Annie are joined by Elisabeth Yoho, Chief People Officer at Harris Vacation Rentals. Elisabeth dives into the critical role of corporate culture in retaining top talent and creating cohesive teams that thrive. She shares valuable strategies for understanding individual team members, leveraging events to build connections, and setting rates aligned with core values. As the hospitality industry navigates a post-pandemic landscape, Elisabeth provides a refreshing ...

In this episode of "Alex & Annie: The Real Women of Vacation Rentals” podcast, hosts Alex and Annie are joined by Pete DiMaio, CEO of Travel Boom Marketing. Together, they dive into the latest trends and strategies shaping the hospitality industry, leveraging insights from Travel Boom's recent hotelier sentiment study. Aligning with Guest Preferences Drawing from Travel Boom's recent hotelier sentiment study, they unpack the misalignment between guest preferences and hotelier perceptions, emp...

In this episode of "Alex & Annie: The Real Women of Vacation Rentals," hosts Alex & Annie dive into the world of short-term rentals (STRs) with Nate Klatt and Dan Mitchen, the innovative minds behind HomeHop. Together, they explore the journey of HomeHop from house flipping to scaling a successful business in the Midwest's STR market. Guests Introduction: Nate Klatt, a seasoned CPA specializing in real estate investments, brings strategic financial acumen to HomeHop. Dan Mitchen, with a backg...

Join Alex & Annie as they delve into the dynamic world of vacation rentals with Erin Booth, COO of Summit Mountain Rentals in Colorado. Erin's extensive background in the industry, from managing a single unit in Brooklyn Heights to her current leadership role, provides a wealth of knowledge and insights for listeners. Erin's Background: Erin Booth's journey in the vacation rental industry began with managing a single unit in Brooklyn Heights, New York. Her passion for hospitality and property...

In this episode of "Alex & Annie: the Real Women of Vacation Rentals," hosts Alex and Annie dive into the world of vacation and RV rental software with special guest Wes Smithe, the co-founder, CEO, and chairman of Direct Software. Join them as they explore Direct's evolution, innovations in direct booking, and Wes' entrepreneurial journey. Direct Software's Impact: Wes Smithe introduces Direct Software, a vertical SaaS platform revolutionizing asset management, booking, and back-office opera...

In this episode, Alex & Annie welcome Rich Sippos, Head of Sales at Extenteam, to discuss how their dedicated remote staffing solutions can streamline vacation rental business. Rich shares valuable insights into Extenteam's philosophy, dispels common misconceptions, and reveals how they can support vacation rental businesses. Rich brings a wealth of experience from the vacation rental industry, having transitioned from owning and operating his own vacation rental business to consulting and ev...

Join Alex and Annie in this exciting episode of "Alex and Annie, The Real Women of Vacation Rentals," as they sit down with Assaf Karmon, the CEO and founder of Turno. Discover Assaf's journey from being an Airbnb host to creating a revolutionary platform that transforms the vacation rental turnover process. Assaf's Journey: Assaf opens up about his struggles managing cleaning and turnovers as a host, leading to the birth of Turno. The hosts delve into the challenges hosts face in finding relia...