Get Paid For Your Pad | Airbnb Hosting | Vacation Rentals | STR Revenue Management

In this episode of Get Paid for Your Pad, host Jasper Ribbers interviews Alisha Nelson, co-founder of Nestaide, a standout property management company based in Whistler, Canada.Alisha shares how she launched her short-term rental business during maternity leave and scaled it into one of Whistler’s top-performing Airbnbs. From forming a powerful business partnership to navigating the challenges of seasonal property management, Alisha offers practical insights for both new and established short-term rental (STR) operators.You’ll get a behind-the-scenes look at how NestAid approaches revenue management, builds strong teams, and manages owner expectations during market shifts. Plus, Alisha breaks down key market trends, what made this winter season different, and why authenticity is their secret weapon.If you're in the short-term rental game, especially in seasonal markets, this episode is packed with value.⏱️ Episode Timestamps & Topics00:00 – Introduction to Alisha Nelson and Nestaide02:48 – Alisha’s leap into property management during maternity leave05:59 – Why a strong business partnership is non-negotiable09:03 – Insights from the 2024 winter season in Whistler11:59 – Market shifts, shorter booking windows, and rate drops14:59 – Hiring, leadership, and building a reliable team17:59 – Managing seasonal operations and turnover schedules21:14 – What new property managers need to hear24:07 – Alisha’s closing thoughts and what’s next for Nestaide

See if outsourcing revenue management is your best next step: https://www.freewyldfoundry.com/get-startedIn this episode of Get Paid for Your Pad, host Jasper Ribbers sits down with Suzanna and Jared Styles of Pink Door BnB to unpack their inspiring journey in the short-term rental industry. From managing properties to running their thriving Airbnb business, this dynamic duo shares insights on scaling effectively, optimizing Airbnb listings, and prioritizing guest experiences. They candidly discuss balancing their roles as both business and life partners, offering valuable tips on maintaining healthy relationship dynamics while scaling a hospitality business.Whether you're looking to enhance your property management strategy or improve your Airbnb visibility, Suzanna and Jared’s success story offers actionable advice and inspiration.Key takeaways:Transitioning smoothly from property management to short-term rentalsSecrets to scaling a rental property business from 11 to 80 listingsThe importance of high-quality design and furnishings in guest satisfactionStrategies for setting clear boundaries to balance business and personal lifeTips for understanding and leveraging Airbnb’s algorithm to boost visibilityTimestamps:00:00 – Introduction to Suzanna and Jared Styles from Pink Door BnB01:10 – Their journey from property management into the short-term rental industry04:00 – How Pink Door BnB scaled effectively from 11 to 80 properties08:01 – Maintaining a healthy balance between work and personal life09:33 – Insights into relationship dynamics as business and life partners19:04 – Creating irresistible Airbnb listings to attract guests29:03 – Challenges and lessons learned while scaling their hospitality operationsKeywords: short-term rentals, property management, Airbnb, business growth, guest experience, relationship dynamics, listing optimization, hospitality industry, scaling business, rental properties

📩 Want our best-performing email templates, slides, and the full video training from this episode? Download the free resource bundle here: FreewyldFoundry.com/emailEmail marketing is one of the most underrated tools in the hospitality industry, but when done right, it can dramatically increase direct bookings, guest engagement, and long-term revenue. In this episode, Jasper Ribbers and Kaye Putnam discuss actionable marketing strategies for short-term rental hosts and hoteliers who want to grow their business outside the OTAs.You’ll learn how to build and grow your email list, why email automation is a must, and the simple systems you can use to stay top of mind with past guests and future ones. Kaye shares cost-effective lead generation tactics—from StayFi to self-hosted giveaways—and explains how email marketing fits into a larger customer relationship management strategy.Whether you're running a boutique hotel or managing a portfolio of vacation rentals, this episode is packed with practical email marketing tips you can implement today.What you'll learn:How to generate leads and collect guest emails the smart wayWhy personalization and engaging content drive resultsTools and automations that save time and boost conversionsChapters 00:00 Introduction to Email Marketing Strategies 02:32 Building and Growing Your Email List 04:40 Effective Email Campaigns and Automation 07:19 Leveraging Lead Magnets for Email Collection 09:52 Utilizing Paid Campaigns for Email Growth 12:31 Creating Engaging Email Content 15:31 Analyzing Email Performance and Optimization 18:06 Final Thoughts and Next StepsKeywords:email marketing, direct bookings, guest engagement, lead generation, marketing strategies, hospitality industry, email automation, customer relationship management, marketing tips, online business

✅ Own or manage a short-term rental business doing $1M+ in annual revenue?Get a free Revenue Report to see if your pricing strategy is leaving money on the table: 👉 FreewyldFoundry.com/get-startedIn this episode, Jasper sits down with Troy Daily, founder of Elevated Rentals & Hospitality in Traverse City, Michigan. Troy went from managing a handful of short-term rentals with friends in 2017 to overseeing a growing portfolio of 70+ units, and he’s not slowing down anytime soon.Troy shares what it actually takes to scale a short-term rental business without losing your mind (or your five-star reviews). From outsourcing operations and building a reliable team, to bringing housekeeping in-house and using revenue management to unlock growth—this is a behind-the-scenes look at a fast-growing STR business.Whether you're running five properties or fifty, this episode is full of takeaways on entrepreneurship, property management, hospitality, and guest experience that will save you time, money, and stress.⏱ Chapters:00:00 – Intro to Elevated Homes and Hospitality 00:59 – Troy’s start in STRs (and the early chaos) 03:21 – Revenue management & growth strategies 05:55 – Scaling without sacrificing quality 07:35 – Entrepreneurial background & lessons from other ventures 10:26 – Hiring and managing a strong team 12:26 – Business acquisition strategies + SEO 14:31 – Hard lessons learned scaling fast 16:22 – Operational tips for newer STR hosts 17:41 – Why guest experience still wins 22:15 – Wrap-up & how to connect with Troy

✨ Get the STR influencer resources: https://www.freewyldfoundry.com/influencerIn this episode, Jasper Ribbers sits down with Kaye Putnam to dive deep into influencer marketing—specifically, how it can be used to boost direct bookings and grow brand awareness for travel brands like Freewyld.They talk candidly about what actually moves the needle when partnering with influencers—hint: it’s not follower count. Kaye shares how engagement rate, content quality, and clear expectations all play a role in successful campaigns.You’ll hear real examples, tips for navigating influencer partnerships, and how to measure what’s working—whether you're tracking profile link clicks, testing giveaways, or trying to calculate the true impact of an influencer’s post.If you’re in the travel industry, building a social media strategy, or just trying to figure out what “good” looks like in terms of marketing metrics, this one’s for you.💡 Key TakeawaysInfluencer marketing can drive real results—especially when it’s tied to direct bookings.Engagement rate matters more than follower count.Giveaways can help boost reach and virality.Clear communication and written agreements set the stage for better collaborations.The content influencers create can be just as valuable as their audience.Metrics like profile link clicks tell a better story than coupon codes.Strong relationships lead to better long-term influencer partnerships.Make sure your influencers' audience actually matches your brand.Don’t rely solely on custom coupon codes for tracking ROI.Driving direct bookings builds stronger brand-customer connections.⏱️ Chapters00:00 — Intro: What is influencer marketing, really?02:30 — Measuring influence: followers vs. engagement06:44 — Real-world wins and key metrics10:02 — How to choose the right influencers14:08 — Why content quality matters more than audience size18:17 — Finding + reaching out to potential partners20:12 — What makes a good engagement rate?22:52 — Setting expectations from the start25:02 — What to track—and what to let go of30:11 — Wrapping it all up + next steps

Curious what your portfolio’s potential is? Apply for RPM at https://freewyldfoundry.com/rpm/.Hey there! Welcome back to Get Paid for Your Pad! Today, you’re joining me from Savannah, Georgia, where I’m visiting one of our revenue managers, Thomas. If you’ve never been, it’s a historic and charming city with amazing weather and incredibly friendly people. I’m even planning to go kayaking this weekend—which should be a blast!In this episode, I’m answering your biggest questions about Airbnb’s Photo Tour feature, using pricing tools effectively, and managing last-minute pricing. There’s a lot of confusion around Airbnb’s new Photo Tour functionality, and you might be wondering if it’s really worth using. I’ll explain why it actually helps boost bookings and how to maintain control over your first five photos. I’ll also break down why pricing tools like PriceLabs are a must-have for short-term rental hosts—and how you can fine-tune the settings to make them work for your business. Lastly, if you’re spending too much time manually adjusting last-minute prices, I’ll show you a better, automated approach to make your life easier.If you’re looking to optimize your Airbnb listing, I’ve got something for you—a free Airbnb Optimization Checklist! You can grab it at freewyldfoundry.com/checklist to make sure your listing is fully optimized and ready to convert more bookings.Got a question for me? Email me at jasper@freewyld.com, and I might feature it in a future episode. Now, I’m off to explore more of Savannah and maybe try some Southern food. Thanks for listening—see you next time!

Curious what your portfolio’s potential is? Apply for RPM at https://freewyldfoundry.com/rpm/.In this podcast episode, Jasper Ribbers discusses the three biggest mistakes short-term rental operators make in revenue management. He emphasizes the importance of competitive pricing during the low season, avoiding overpricing in the high season, and setting prices for peak demand dates well in advance. The episode provides actionable insights and strategies to maximize revenue and occupancy rates for rental operators, along with a free resource announcement for further learning.TakeawaysAvoid waiting until the last minute to drop prices.Every booking in low season can lead to future revenue.Monitor market trends to set realistic pricing goals.Don't price too low during high season to avoid leaving money on the table.Set prices for peak demand dates well in advance.Use data analytics to inform pricing strategies.Keep your listings active to improve visibility on platforms like Airbnb.Consider the indirect value of bookings beyond immediate revenue.Utilize free resources and workshops to enhance revenue management skills.

Curious what your portfolio’s potential is? Apply for RPM at https://freewyldfoundry.com/rpm/. In this podcast episode, Jasper Ribbers welcomes back Derek Gisriel, a successful short-term rental entrepreneur who first appeared on the show in May 2023. Since then, Derek has made significant progress in his business, growing from one property to managing 26. He shares his journey, from starting in real estate with a W2 job and owning a solar company, to launching a property management business, Level Up, which now manages multiple properties.Derek talks about the importance of guest experience, having a personal touch in hospitality, and how this has been key to his success. He emphasizes the importance of consistency, especially in content creation, and how he uses tools like a calendar to plan his week and content. Despite occasional setbacks, Derek's approach to content creation and business growth focuses on showing up, staying consistent, and sharing valuable knowledge.The conversation also covers revenue management, with Derek explaining how using tools like PriceLabs to optimize pricing and implementing length-of-stay discounts has helped increase their revenue. He discusses the importance of guest reviews and how personalized touches can elevate the guest experience and secure five-star ratings.Finally, Derek shares some insights on the value of joining a community, like the Legends X program, to get support from others in the industry. He stresses that the success they've achieved didn’t happen overnight but was built with consistent effort and learning from others.