Alex and Annie: The Real Women of Vacation Rentals
Regaining a Love of the Family Business, with Stacy Wesson of Casago Cascara Vacations
12 Jul 2023
Send us a message!In this special edition of our “Spotlight on Exceptional Property Managers'' series, presented by Casago, we sit down with Stacy Wesson of Casago Cascara Vacations. Stacy shares her stories and experience in the industry running the family business in Sun River, Oregon that joined forces with Casago in April of 2022.The story of Casago Cascara Vacations for Stacy is one that begins in her early childhood. Her parents opened the business when she was only 5 years old, so she’s seen the evolution of every aspect of the business - and now holds the title of General Manager.A little over a year ago, Stacy joined forces with Casago to help streamline the business operations of Cascara Vacations. After 10 years in the industry, Stacy was feeling a bit frustrated with how the local business scene had evolved. New players were arriving in their local market and bullying them with aggressive, high-roller tactics, so a decision was made to get external help. Now, she’s seeing huge improvements in aspects such as new technology implementation, vendor selection and competitive analysis. Being part of a community of vacation rental professionals that are all working towards a common goal has been a game changer for their business, and has led Casago Cascara Vacations to see more positive reviews, avoid turmoil with homeowners, and bring solidarity to their internal team through the positive impact seen in their day-to-day operations.Check out the full episode to learn more tips & tricks on how to add efficiency and excellence to your vacation rental business!HIGHLIGHTS:02:30 Stacy’s Leadership Philosophy06:42 Navigating Around Bad Regulations and Unhappy Campers12:08 Stacy’s Strategy for Avoiding Future Turmoil16:23 What Went Into Stacy’s Decision to Join Forces With Casago20:58 The Changes in Casago Cascara Vacations Over the Last Year25:18 Casago’s Onboarding & Support Process30:10 The Impact of Proper Training and SupportThis episode is brought to you by Casago, Guest Ranger, and Good Neighbor Tech. Visit AlexAndAnniesList.com to view our top picks for the best suppliers in vacation rental technology and services. Special thanks to Rev & Research for being the presenting sponsor of Alex & Annie’s List.Connect with Stacy:Website | LinkedinConnect with Alex and Annie:Alex Husner | Annie HolcombeAlexAndAnniePodcast.com
No persons identified in this episode.
This episode hasn't been transcribed yet
Help us prioritize this episode for transcription by upvoting it.
Popular episodes get transcribed faster
Other recent transcribed episodes
Transcribed and ready to explore now
SpaceX Said to Pursue 2026 IPO
10 Dec 2025
Bloomberg Tech
Don’t Call It a Comeback
10 Dec 2025
Motley Fool Money
Japan Claims AGI, Pentagon Adopts Gemini, and MIT Designs New Medicines
10 Dec 2025
The Daily AI Show
Eric Larsen on the emergence and potential of AI in healthcare
10 Dec 2025
McKinsey on Healthcare
What it will take for AI to scale (energy, compute, talent)
10 Dec 2025
Azeem Azhar's Exponential View
Reducing Burnout and Boosting Revenue in ASCs
10 Dec 2025
Becker’s Healthcare -- Spine and Orthopedic Podcast