Afleveringen
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Welcome to our latest episode! Today, we’re joined by Jason Muth, Co-Founder and Director of Customer Experience at Prideaway Stays. Jason is a 31x Airbnb Superhost, 29x Vrbo Premier Host, and a full-time entrepreneur who transitioned from a corporate media career to scaling a successful short-term rental and co-hosting business. His story is filled with insights on intentional growth, hospitality, and building a business that aligns with your lifestyle and values.
In this episode, Jason shares how one uncomfortable couch and an allergy to cats led to the purchase of his first short-term rental in 2016—and how that one home turned into five owned properties and a thriving co-hosting operation with 17 listings. He walks us through the lessons learned from a major property flood, why having the right insurance partner made all the difference, and how installing generators across his portfolio became a strategic move. Jason also unpacks the launch of Prideaway Stays, his Provincetown-focused management company that blends hospitality, niche branding, and community engagement.
If you’re curious about how to pivot into co-hosting, build a business that reflects your values, or simply hear how a seasoned host navigated the challenges of growth, this episode is for you. Tune in now to learn how Jason scaled from one rental to a robust hospitality brand—and what he wishes more short-term rental owners understood about success!
TIMESTAMPS
01:00 – Spring updates and business expansion
04:58 – Guest intro: Jason Muth
06:08 – How an uncomfortable couch sparked Jason’s first short-term rental
09:05 – From one rental to five: Jason’s early investment journey
13:28 – Transitioning from W-2 to full-time entrepreneur
17:00 – Using DSCR and vacation loans to scale
19:11 – Cost segregation and maximizing depreciation
22:01 – The guest-caused flood and $130K in damages
24:50 – Why proper insurance is worth every penny
29:14 – Installing generators across all properties
31:03 – Messaging guests and preparing for power outages
33:36 – Neighbor relationships and protecting the business
39:02 – Launching Prideaway Stays in Provincetown
42:55 – Why niche focus matters: Knowing your target guest
48:03 – Second homeowners vs. investors in New England markets
50:47 – Giving back and community partnerships at Prideaway
53:45 – Final thoughts and where to connect with Jason
Connect with the Guest:
Website: https://www.prideawaystays.com/
Linkedin: https://www.linkedin.com/in/jasonmuth/
Instagram: https://www.instagram.com/jasonmuth/
Facebook: https://www.facebook.com/jasonmuth/
Youtube: https://www.youtube.com/@smartstayshow
#ShortTermRentals #AirbnbSuperhost #STRCoHosting #VacationRentalTips #EntrepreneurJourney
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Welcome to our latest episode! Today, Dave and Will dive into one of the most crucial aspects of business success—building and managing a high-performing team. They share lessons from their own experiences in hiring, training, and leading virtual assistants (VAs) and in-person teams. Whether you're struggling to delegate or looking to scale your business efficiently, this episode provides actionable strategies for creating a team that operates at a high level.
Dave and Will break down the common mistakes entrepreneurs make when hiring VAs, including rushing into hiring without systems, failing to provide clear expectations, and treating VAs as task-rabbits instead of valued team members. They discuss the importance of leadership, vision, and values in building a successful business and why self-awareness is key to becoming an effective leader. Dave shares his process for hiring, onboarding, and structuring virtual teams, including time studies, SOPs, and personality assessments. Will reveals how refining his calendar and improving delegation have transformed his productivity and business growth.
Whether you’re hiring your first VA or looking to optimize your existing team, this episode is packed with insights on scaling your business, improving leadership skills, and fostering a winning team culture. Tune in now to learn how to delegate effectively, create accountability, and build a business that runs smoothly—without burning out!
TIMESTAMPS
01:00 – Introduction and updates: boutique hotel management expansion
03:07 – The power of masterminds in business growth
06:12 – Hiring and leading a virtual team
08:50 – Why most people fail when hiring VAs and team members
11:00 – Vision, values, and leadership in team-building
13:06 – Personality types and why they matter when hiring
16:30 – Process for identifying tasks to delegate
19:53 – Creating SOPs, structure, and accountability
22:44 – Setting expectations and managing chaos
26:18 – Time audits and optimizing your calendar for productivity
30:05 – Slow down, lead better, and build the right tea
#BusinessGrowth #LeadershipDevelopment #ScalingWithVAs
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Zijn er afleveringen die ontbreken?
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Welcome to our latest episode! Today, Dave and Will dive into the transformative power of mindset retreats, real estate conferences, and networking at high-level masterminds. Both recently returned from separate but impactful events in Las Vegas—Dave from the Freedom Mastermind and Will from Keller Williams Family Reunion. They break down their biggest takeaways and why stepping out of your comfort zone to invest in personal and professional growth can lead to massive success.
In this episode, Dave shares insights from the Freedom Mastermind, where he worked with top industry leaders to refine decision-making, expand awareness, and elevate business strategy. He explains why high-ticket masterminds are critical for business owners looking to break through income ceilings and accelerate success. Will discusses the state of the real estate market, key strategies for listing lead generation, and what it’s like to learn directly from Gary Keller and other top-producing agents. They also highlight the importance of being in the right environment, surrounding yourself with high-achievers, and constantly seeking new ideas to improve and scale.
Whether you're a real estate investor, entrepreneur, or business owner, this episode will challenge you to think bigger and take action toward your goals. Tune in now to learn how to leverage masterminds, networking, and personal development to achieve long-term success!
TIMESTAMPS
02:09 – Will and Dave’s recent trip to Las Vegas
06:03 – The power of in-person networking and learning from top producers
08:34 – Speaking on real estate panels
10:49 – Direct mail strategies and listing lead generation
14:33 – Market insights and mindset shift for 2024
16:49 – Experience at the Freedom Mastermind
19:22 – Why entrepreneurs invest in high-ticket masterminds
22:07 – How decision-making impacts income and business success
24:50 – Upgrading your environment for business growth
27:40 – Takeaways: self-investment, business mindset, and mentorship
#MindsetMatters #RealEstateGrowth #EntrepreneurLife #NetworkingForSuccess #BusinessMastermind
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Welcome to our latest episode! Today, we’re joined by Chris Petzy, Co-owner and CEO of Seacoast2Summit Vacation Rentals. Chris is a real estate investor, coach, Airbnb Superhost, and industry thought leader. With over five years in the short-term rental space and a decade of experience in streamlining business operations, Chris has built a reputation for leveraging modern-day technology and assembling high-performing teams. Through his expertise, he helps homeowners earn more while stressing less by optimizing their short-term rental investments.
In this episode, we dive into the evolving world of short-term rental management and explore the growing need for self-management solutions. Chris and his co-founder at LaunchPad Consulting, Dave Menapace, discuss their innovative approach to empowering property owners with the tools, systems, and strategies needed to operate efficiently. They break down the essential steps to running a short-term rental, from automating operations and leveraging technology to hiring vendors and managing guests effectively. Whether you’re an investor looking to offset taxes, a host seeking to maximize returns, or someone considering entering the space, this conversation is packed with insights to help you navigate the process smoothly.
Tune in now to learn how to take control of your short-term rental business while minimizing stress and maximizing profits!
TIMESTAMPS
03:07 – Guest intro: Chris Petzy
05:03 – From investing to short-term rental management
08:06 – The gap in the STR market and the need for self-management solutions
12:18 – Short-term rental operators’ pain points
17:02 – Why hospitality matters in real estate investing
22:24 – LaunchPad Consulting helps homeowners streamline operations
28:02 – The importance of automation and revenue management
34:29 – How to connect with Chris and LaunchPad Consulting
Connect with the Guest:
Website: https://www.seacoastvacationrentals.co/
Linkedin: https://www.linkedin.com/in/chrispetzy/
Instagram: https://www.instagram.com/chris_petzy/
Linktree: https://linktr.ee/chrispetzy
#ShortTermRentals #RealEstateInvesting #PassiveIncome #SelfManagement #STRAutomation
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Welcome to our latest episode! Today, we’re diving into the proposed short-term rental (STR) ordinance in Newry, Maine, a market that has remained largely unregulated—until now. This draft regulation aims to introduce new safety and operational standards for vacation rentals, impacting everything from occupancy limits to fire safety, parking, and trash control. With the town seeking to balance the needs of residents, visitors, and property owners, this discussion is crucial for anyone invested in the future of STRs in the area.
In this episode, we break down the key provisions of the proposed ordinance, highlighting what we like, potential challenges, and how these changes could affect STR operators. We discuss the emphasis on health and safety, including new requirements for fire extinguishers, smoke detectors, emergency contacts, and water quality testing. We also explore how these rules compare to other regulated markets and whether Newry’s small-town infrastructure can realistically implement and enforce them. Plus, we share insights on how STR owners can prepare for potential changes and ensure compliance while maximizing their rental business.
Tune in now to get a full breakdown of the proposed Newry STR ordinance and what it means for the future of short-term rentals in the area!
TIMESTAMPS
00:00 – Introduction to the episode
01:02 – Market updates and new developments
03:58 – Overview of the proposed STR ordinance in Newry, Maine
06:26 – Key safety regulations: fire extinguishers, occupancy limits, and egress
10:04 – Trash control plans and parking regulations
13:16 – Water testing requirements and compliance challenges
16:03 – The role of emergency contacts and management logistics
19:47 – Floor plan requirements and operational concerns
23:12 – The financial and tax implications of enforcement
26:50 – Final thoughts and predictions for the future of STRs in Newry
#STRRegulations #ShortTermRentals #VacationRentals #RealEstateInvesting #STRMarketUpdates
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Welcome to our latest episode! Today, we’re joined by Adrienne Green for an insightful discussion on systemizing real estate investing and achieving true time freedom. Adrienne is a seasoned investor and entrepreneur who transitioned from running a real estate team to building a location-independent lifestyle while managing a robust rental portfolio. Through strategic delegation, virtual assistants, and automation, she has created a business model that allows her to travel full-time while maintaining and growing her investments.
In this episode, Adrienne shares her journey from building a real estate sales team to selling it and transitioning into full-time real estate investing. She dives into how she leverages virtual assistants to streamline operations, eliminate busywork, and scale efficiently. We discuss the importance of shifting from solopreneur to business owner, utilizing automation tools, and focusing on high-impact tasks. Adrienne also provides actionable insights on hiring and managing virtual assistants, creating efficient systems, and reclaiming time for strategic growth.
Tune in now to learn how to implement these game-changing strategies and take your real estate business to the next level!
TIMESTAMPS
03:40 – Guest intro: Adrienne Green
07:00 – Selling a real estate team for time freedom
12:10 – Automation, virtual assistants, and streamlining real estate investing
18:25 – Mindset shift from solopreneur to business owner
24:50 – Overcoming common challenges with delegation
30:30 – Tools and systems for automation
37:05 – Key takeaways on leveraging virtual assistants
42:20 – Final thoughts and Adrienne’s vision for the future
Connect with the Guest:
Website: https://adriennegreen.com/
Linkedin: https://www.linkedin.com/in/adrienne-green-real-estate/
Instagram: https://www.instagram.com/arealgreen/?hl=en
#RealEstateAutomation #VirtualAssistants #PassiveIncome #Delegation #FinancialFreedom
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Welcome to our latest episode! Today, we’re joined by Jonathan Levitt, Co-Founder and President of No Worry Home, for an insightful discussion about proactive home maintenance. Jonathan, a former attorney and co-founder of Outside GC, has a rich background in entrepreneurship and professional services. Leveraging his expertise, Jonathan created No Worry Home, a service dedicated to providing preventive maintenance and total home care. His innovative approach ensures homeowners and short-term rental operators maintain safe, fully operational properties year-round.
In this episode, Jonathan shares the journey behind No Worry Home, highlighting how his career in law and entrepreneurship inspired him to address a critical gap in home maintenance. We discuss the importance of proactive upkeep for short-term rentals, emphasizing the cost savings and peace of mind it offers. Jonathan outlines how his service addresses common issues such as HVAC maintenance, appliance care, and seasonal preparedness. He also dives into the value of building trust with homeowners through comprehensive reports, reliable handyman services, and a focus on safety. This conversation is packed with insights for STR owners looking to protect their investments and deliver exceptional guest experiences.
Tune in now to explore how preventive maintenance can elevate your STR game and keep your properties in top shape!
TIMESTAMPS
03:40 – Guest intro: Jonathan Levitt
06:50 – The inspiration behind No Worry Home
13:20 – How preventive maintenance prevents costly issues
19:10 – Addressing challenges with property safety
25:45 – Building trust with homeowners and referrals
30:50 – Expanding No Worry Home’s services
36:15 – Key takeaways for STR operators
39:10 – Final thoughts and future plans
Connect with the Guest:
Website: https://noworryhome.com/
Linkedin: https://www.linkedin.com/in/jonlevitt/
#HomeMaintenance #STRSuccess #PreventiveCare #VacationRentals #ProactiveManagement
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Welcome to our latest episode! Today, we’re joined by Lucas Piper, the owner and founder of Five Star Vacation Home Rentals, for an in-depth conversation about his journey in the short-term rental (STR) industry. Lucas’s path began with transforming his own home into a vacation rental, which evolved into a thriving career combining his passions for travel, hospitality, and helping others. With a background in social work and a wealth of life experience, including time spent volunteering in Guatemala, Lucas has built a business that focuses on delivering 5-star experiences for guests while mentoring investors and homeowners to achieve financial freedom.
In this episode, Lucas shares how he transitioned from a career in social work to real estate, leveraging his experiences to build a unique STR brand in the competitive Austin market. He discusses his journey of starting with house hacking and Arbitrage properties, overcoming challenges in partnerships, and scaling his business with integrity and a guest-centric approach. Lucas emphasizes the importance of community, values-driven decision-making, and maintaining a strong brand in achieving success.
Tune in now to discover Lucas’s story and gain valuable insights into building a thriving STR business while fostering meaningful connections within the industry!
TIMESTAMPS
03:10 - Guest Intro: Lucas Piper
06:45 - From house hacking to STRs
13:20 - Masterminds and finding mentorship
19:00 - Overcoming challenges with Arbitrage properties
27:15 - Transitioning full-time into STR management
36:40 - The importance of values-driven decision-making
43:20 - Building the Five Star Vacation Home Rentals brand
48:10 - Community-building efforts and mentoring
50:10 - Final thoughts and Lucas’s vision for the future
Connect with the Guest:
Website: https://www.fivestarvhr.com/
Linkedin: https://www.linkedin.com/in/lucas-piper-10777056/
#ShortTermRentals #PassiveIncome #STRInvesting #VacationRentals #FinancialFreedom
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Welcome to our latest episode! Today, we’re thrilled to have Bernie Cesareo, a seasoned short-term rental (STR) entrepreneur and founder of Eagle Stays, join us for an insightful discussion. Bernie is not only a dedicated Airbnb Superhost but also a co-host and specialized bookkeeper for other Superhosts. With a unique real estate journey spanning decades, Bernie transitioned from long-term rentals to STRs, building a portfolio of properties that prioritize guest experiences and passive income. His hands-on approach and innovative strategies have enabled him to scale his business while maintaining a focus on time freedom and quality of life.
In this episode, Bernie shares his journey from managing long-term rentals to transforming properties into STR successes. He discusses his approach to leveraging IRA investments, scaling efficiently with virtual assistants, and prioritizing large homes for maximum ROI. Bernie also dives into his unique co-investment model, explaining how he collaborates with investors to achieve shared success. If you’re curious about building passive income, maximizing tax benefits, or scaling an STR business, this episode is packed with actionable insights and strategies.
Tune in now to hear Bernie’s story and discover how you can take your STR business to the next level by focusing on efficiency, guest experience, and creative investment strategies!
TIMESTAMPS
01:00 – Guest intro: Bernie Cesareo
02:15 – From Malta to Long Island
05:40 – House hacking in 1990
09:20 – Transitioning to remote property management in the 1990s
16:00 – Leveraging the BRRRR strategy before it was popular
20:30 – Exploring rent-to-own strategies and their long-term benefits
24:00 – Introduction to short-term rentals in suburban Cleveland
28:35 – Managing STRs while working full-time
32:00 – Scaling and focusing on efficiency
36:10 – Utilizing IRA investments for multifamily deals
40:20 – Partnering with investors for STR acquisitions
45:00 – Strategies for balancing time freedom and profitability
48:00 – Final thoughts and Bernie’s goals for the future
Connect with the Guest:
Website: https://eaglestays.com/
Linkedin: https://www.linkedin.com/in/bernie-cesareo-6979647/
#ShortTermRentals #PassiveIncome #STRInvesting
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Welcome to our latest episode, where Dave and Will take a deep dive into the challenges and triumphs of the 2024 real estate market while sharing insights into what lies ahead for 2025. Drawing from their experiences in real estate, STR property management, and consulting, they break down shifting buyer profiles, market timing strategies, and the importance of having the right team.
In this episode, Dave and Will explore the complexities of navigating a historically low-transaction market, highlighting the role of seller credits, buyer motivation, and evolving property preferences. They discuss how timing the market in regions like New England can impact success, and why having a cohesive lending and management team is critical. From mastering revenue management to adopting new amenities like hot tubs and saunas, the duo offers actionable advice to help investors stay competitive.
If you're looking to enhance your strategies and thrive in the real estate and STR space, this episode is packed with expert insights and practical takeaways.
Tune in now to learn how to prepare for 2025, adapt to market changes, and optimize your investments for long-term success!
TIMESTAMPS
01:00 – Introduction and life updates
03:09 – 2024 market recap: challenges and shifting buyer profiles
05:24 – Seller credits and pricing strategies
07:56 – Market timing strategies in New England
11:09 – Seller motivation in sales success
15:16 – Dave's live-in BRRRR strategy
18:40 – Preparing during escrow is key to STR success
22:30 – The power of early adoption for STR amenities
26:28 – The "Smoky Mountain effect"
32:43 – 2025 predictions: safety, standardization, and evolving guest needs
36:02 – 2025 goals: portfolio growth, consulting expansion, and development plans
#RealEstateTrends2025 #STRInvesting #PropertyManagementTips
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Welcome to our latest episode, where Dave and Will are joined by Jess Lea, Director of Operations at The 5 Star Co-Host, to discuss the nuances of maintaining short-term rental properties effectively. With her extensive experience in managing operations and consulting, Jess offers invaluable insights into categorizing maintenance issues, optimizing team responses, and streamlining operations to enhance guest experiences while reducing costs.
In this episode, Jess delves into how to identify and prioritize maintenance needs based on urgency and guest impact, providing actionable advice for both self-managing hosts and professional co-hosts. She shares her strategies for creating efficient systems to track, respond to, and resolve issues without unnecessary expenses or disruptions. Dave and Will add their perspectives on leveraging these systems to manage properties at scale while maintaining high guest satisfaction. Whether you're managing one property or an entire portfolio, this episode offers a practical guide to staying proactive and delivering hassle-free rental experiences.
Tune in now to learn how to refine your property management processes, empower your team, and ensure your guests have memorable stays, every time!
TIMESTAMPS
01:00 – Life and business updates
05:00 – Guest intro: Jess Lea
06:30 – Scaling property management operations with effective systems
10:00 – Categorizing maintenance issues: Low, high, and urgent
13:45 – Tracking maintenance and optimizing team workflows
18:00 – Balancing guest satisfaction with operational efficiency
22:30 – Insights for scaling hassle-free operations
Connect with the Guest:
Website: https://5strcohost.com/
Linkedin: https://www.linkedin.com/in/jesslea/
Instagram: https://www.instagram.com/its_jesslea/
#STRMaintenance #PropertyManagementTips #HassleFreeRentals
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Welcome to our latest episode where Dave and Will discuss the unique dynamics of winter short-term rental markets and how to prepare for the upcoming season. Drawing on their expertise in STR property management, consulting, and real estate, they explore strategies for success in snowy destinations and share exciting updates, including Dave’s new venture into midterm rentals.
In this episode, Dave and Will dive into essential tips for winter STR management, from securing reliable snow removal services to equipping properties with the right amenities like hot tubs and fireplaces. They also explore the evolving buyer profiles in today’s market and discuss the advantages of slopeside condos for investors seeking a hassle-free experience. As winter bookings ramp up, the hosts provide actionable advice on pricing strategies, supply stocking, and marketing adjustments to capitalize on the season. Whether you’re new to the STR world or looking to optimize your existing property, this episode is packed with valuable insights to help you thrive in winter markets.
Tune in now to learn how to streamline your STR operations, make the most of seasonal opportunities, and set yourself up for success in 2024 and beyond!
TIMESTAMPS
01:00 – Life and business updates
03:20 – Expanding into midterm rentals in Metro West, Massachusetts
06:30 – Seasonal STR dynamics: holiday bookings and beyond
09:00 – Evolving buyer profiles and trends in STR investments
13:00 – Tips for managing snow removal and winter maintenance
15:45 – The benefits of slopeside condos for investors
18:20 – Essential winter amenities: hot tubs, generators, and supplies
22:00 – Pricing and marketing strategies for the winter season
25:00 – Preparing properties for peak winter demand
#WinterSTRTips #ShortTermRentals #STRInvesting
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Welcome to our latest episode where Dave and Will explore the thriving short-term rental market of Old Orchard Beach, Maine. Drawing from Dave’s extensive experience in property management and consulting, and Will’s expertise as New England’s top STR-focused real estate agent, they provide actionable strategies for navigating this timeless destination.
In this episode, Dave and Will dive into the unique dynamics of Old Orchard Beach, discussing its accessibility, enduring appeal, and diverse property options. From affordable condos to luxury oceanfront homes, they outline the market's key segments and highlight the critical factors that ensure thriving investments. Learn how to optimize your rental with thoughtful amenities, smart design, and by targeting the right guest avatar. Additionally, they share essential tips on navigating potential HOA restrictions, minimizing expenses, and maximizing cash-on-cash returns in one of New England’s most reliable short-term rental markets.
Tune in now to discover why Old Orchard Beach is a lucrative market for short-term rental investments and gain practical advice for creating properties that attract repeat guests year after year!
TIMESTAMPS
01:00 – Old Orchard Beach as a vacation market
02:00 – Location and accessibility drive consistent demand
04:00 – Different types of STR properties
05:30 – Key considerations for investing in condos
08:00 – Starter single-family homes and their amenities
12:00 – Appeal of large family homes and oceanfront properties
15:00 – Understanding the market’s high returns and low expenses
16:30 – Why Old Orchard Beach remains a timeless destination
#ShortTermRentalTips #OldOrchardBeachSTR #STRInvesting
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Welcome to our latest episode where Dave and Will delve into the strategies and insights that make Sunday River one of the most desirable short-term rental markets in New England. With Dave's expertise in property management and consulting and Will's extensive experience in real estate, this dynamic duo provides a comprehensive guide to thriving in this unique year-round destination.
In this episode, Dave and Will explore the core elements of success for short-term rental investors in the Sunday River area. From location and design to amenities and market saturation, they discuss everything you need to consider before purchasing or managing a property in this competitive market. They share actionable advice on optimizing your property's guest experience with must-have features like hot tubs, saunas, and spacious sleeping arrangements. You'll also learn about the seasonal dynamics of the market, budgeting for high expenses, and why this affordable yet lucrative area is a prime spot for real estate investment.
Tune in now to gain exclusive insights and practical tips for navigating the Sunday River rental market. Whether you're a seasoned investor or considering your first mountain property, this episode is packed with valuable information to help you succeed!
TIMESTAMPS
01:00 - Sunday River as a rental market
02:00 - Sunday River is an ideal year-round short-term rental destination
03:30 - Key location considerations
05:10 - Must-have amenities: hot tubs, saunas, and fire pits
07:30 - The rise of modern design and creating hotel-like experiences
09:45 - Understanding market saturation
12:00 - Expense considerations: snow removal, utilities, and maintenance
14:00 - Why summer can be just as profitable
15:00 - Key takeaways for investing in Sunday River properties
#AirbnbInvesting #SundayRiverProperties #ShortTermRentals
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Welcome to our latest episode featuring Jordan Harboldt, Assistant Sales Manager at Mainely Tubs and a 20-year veteran in the pool and spa industry. Jordan shares his extensive experience helping property owners enhance guest experiences with high-quality hot tubs, saunas, and swim spas. From selecting durable, energy-efficient hot tubs to the wellness benefits of saunas and versatility of swim spas, Jordan covers everything you need to know about adding these sought-after amenities to your short-term rental.
In this insightful discussion, Jordan dives into the crucial factors of purchasing and maintaining hot tubs designed for rental properties, offering tips on choosing the right model, avoiding common pitfalls, and maximizing the lifespan of your investment. He explains why hot tubs from big-box stores may not meet the durability needs of short-term rentals and highlights the benefits of Mainely Tubs’ service-first approach. Jordan also explores the rise of saunas as a popular wellness feature, touching on how to pick a sauna built for cold climates and high occupancy. For those looking to offer a unique luxury experience, Jordan introduces swim spas as a dual-purpose alternative to traditional pools and hot tubs, ideal for year-round rentals.
Tune in now to gain valuable insights from Jordan on how to select the best amenities for your rental property, create unforgettable guest experiences, and safeguard your investment with the right product choices and support. This episode is packed with expert tips for rental property owners looking to stand out in today’s competitive market!
TIMESTAMPS
01:00 - Guest intro: Jordan Harboldt, Mainely Tubs
02:15 - The value of high-quality hot tubs for short-term rentals
03:30 - How to choose the right hot tub for rental properties
05:00 - Common mistakes in choosing a hot tub and how to avoid them
07:30 - Financing options for property owners and their benefits
09:45 - The rise of saunas as a wellness feature in rentals
13:10 - Key quality considerations for selecting a sauna
15:50 - Why cheap saunas may not be ideal for cold climates
18:20 - Introducing swim spas as an alternative to pools
22:15 - Advantages of swim spas for year-round rental properties
25:00 - Maintenance and support: why it matters for rentals
28:40 - Summary of key considerations for hot tubs, saunas, and swim spas
Connect with the Guest:
Website: https://mainelytubs.com/
Linkedin: https://www.linkedin.com/in/jordan-harboldt-02476413a/
#ShortTermRentals #HotTubEssentials #SaunaBenefits #WellnessRentals #SwimSpa
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In this episode of Hassle-Free RE, hosts Dave Menapace and Will Van Wickler dive into the world of real estate investment, focusing on the nuances of flipping properties versus undertaking new construction projects. They bring real-life insights on how each path presents unique challenges, potential pitfalls, and opportunities for success. Dave and Will discuss their own experiences, including lessons learned about budgeting, unexpected costs, and maintaining control over project variables—especially in markets like New England.
Will shares his journey from observing and collaborating with industry experts to managing his own successful new construction ventures. He details the advantages of new construction, such as predictability, flexibility with customization, and the potential for a stronger market appeal. For listeners interested in real estate investing, Dave and Will offer advice on financing options, forming partnerships, and building a strong network, emphasizing the importance of understanding market needs and establishing a focused strategy.
Tune in now to gain valuable insights on navigating the complexities of real estate investments, whether through flipping or new construction!TIMESTAMPS00:00 - Welcome and Introduction05:03 - Differences Between Flipping and New Construction07:31 - Challenges and Unexpected Costs in Flipping08:14 - Benefits of New Construction and Control Over Variables15:46 - Finding Deals and Building Relationships with Lenders23:33 - Creative Financing for Property in Norway Lake30:24 - Will’s Goals for 2025 and New Projects32:07 - Upcoming Events and Educational Courses for Investors35:20 - Closing Remarks and Wrap-Up#RealEstateInvesting #NewConstruction #FlippingProperties #PropertyInvestment #InvestmentStrategies
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In this episode of Hassle-Free RE, Dave Menapace and Will Van Wickler tackle two important topics: managing guest reviews on platforms like Airbnb and VRBO, and finding the perfect time and strategies for buying a short-term rental (STR) property. Whether you're an experienced STR host or new to the business, understanding the nuances of guest reviews and the optimal buying times can significantly impact your success.
They begin by exploring the evolving landscape of reviews, with Dave sharing insights into how they used to be easily removable and what has changed in recent months. The discussion dives into best practices for addressing and mitigating negative reviews, including proactive communication strategies and ways to maintain a five-star guest experience, regardless of the challenges that arise.
In the second half, Dave and Will discuss why Q3 and Q4 are often ideal for buying STR properties, especially in markets like New England. They share insights on key investment markets, finding off-market deals, and why patience is crucial for locking in favorable deals. Dave and Will also stress the importance of investing in education and consulting to maximize property performance and ensure long-term profitability.
Tune in now to gain valuable insights on handling reviews and timing your STR investment for optimal success!
TIMESTAMPS
0:00 - Welcome and introduction from Cape Cod
1:00 - STR performance updates in Cape Cod and South Shore
7:17 - Changing landscape of STR reviews on Airbnb and VRBO
10:35 - Strategies for addressing review challenges and guest expectations
14:56 - Introducing the “Save the Review” process for better guest feedback
19:51 - Proactive communication to resolve guest issues effectively
23:43 - Best times for buying STR properties and market timing
27:54 - Finding off-market deals in New England's key STR markets
31:39 - High-potential investment areas and analyzing property values in MA
38:26 - Benefits of investing in STR education and consulting for success
#GuestReviewManagement #ShortTermRentalTips #PropertyInvestment
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In this episode of Hassle-Free RE, Dave Menapace and Will Van Wickler dive into the key elements of creating the perfect offer when buying a home. Whether you’re a seasoned real estate investor or a first-time buyer, understanding how to craft an offer that stands out can be the difference between securing your dream property or losing out to another buyer. Dave and Will share insights from their combined experiences of over $100 million in transactions, breaking down what makes an offer competitive while keeping it simple and effective.The discussion covers everything from understanding key terms in the offer, building rapport with the seller, to strategically using earnest money and inspection contingencies to strengthen your position. They also explore the importance of working with a responsive lender, the benefits of flexible closing dates, and how to approach offers on properties with short-term rental potential.Tune in now to discover the strategies you need to create a winning offer and get ahead in a competitive market!TIMESTAMPS01:00 - STR performance in peak season04:25 - Crafting the perfect offer when buying a home.05:59 - Mistakes new investors make when submitting offers07:34 - Understanding what the seller values most 12:11 - How earnest money deposits show you're serious and help strengthen your offer.16:19 - Why inspection contingencies matter20:01 - Walk-and-talk inspections: A strategy for making your offer cleaner23:03 - How down payment flexibility can improve your offer’s appeal.27:06 - Multiple pre-approvals and adjusting your offer during the process.30:22 - Closing dates and personal property negotiations.33:05 - Making offers that sellers can’t refuse, and ensuring the deal makes sense for both sides.#RealEstateOffers #HomeBuyingStrategies #PropertyInvesting
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Welcome to our latest episode featuring Kenneth 'Kenny' Bedwell, Founder and CEO of STR Insights, and host of the Cash Flow Positive Podcast. In this episode, Kenny dives into the world of short-term rental data and shares his journey from purchasing his first STR to founding STR Insights, a data-driven tool designed to help investors identify profitable markets. With 6 STRs across New York, Kenny has a wealth of knowledge on how to strategically grow a rental portfolio using smart market research and the power of data.
In this episode, Kenny shares how to break away from relying on OTAs like Airbnb and VRBO by using direct marketing strategies. He emphasizes the importance of building a long-term, self-sustaining rental business by finding hidden STR markets, creating standout properties, and enhancing them with unique, guest-focused amenities. The episode explores effective ways to identify profitable markets and introduces Kenny's concept of "Darkhorse amenities," which help properties stand out in competitive markets.
Tune in now to discover how you can leverage data and unique amenities to transform your short-term rental investment strategy. This episode is packed with actionable advice for anyone looking to scale their STR business while breaking away from the constraints of OTAs.
TIMESTAMPS
01:05 – Guest intro: Kenneth Bedwell, founder of STR Insights
03:00 – From CitiBank to STR investor and founding STR Insights
07:10 – The challenges of finding the best STR markets
09:25 – Why hyper-local STR markets often go unnoticed
12:15 – Exploring "guest booking fatigue" and making properties stand out
17:35 – Using data to find high-revenue properties in unknown markets
23:50 – Kenny’s “Darkhorse amenities” concept and how unique amenities boost revenue
33:40 – How properties can outperform competitors with the right amenities
38:10 – Lessons from STR Insights data and market analysis
43:30 – Final thoughts and how to get started with STR Insights
Connect with the Guest:
Website: https://www.strinsights.com/
Linkedin: https://www.linkedin.com/in/kenneth-bedwell-9680a8113/
Instagram: https://www.instagram.com/kenny_bedwell/
Linktree: https://linktr.ee/kennybedwell
#STRInvesting #DataDrivenInvesting #ShortTermRentals #CashFlowPositive #STRSuccess
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Welcome to Hassle-Free RE! In this episode, Dave Menapace and Will Van Wickler tackle a crucial topic for short-term rental hosts: breaking away from reliance on OTAs (Online Travel Agencies) like Airbnb and VRBO. They dive into effective strategies for transitioning guests to direct bookings, helping hosts build stronger, more profitable relationships with their guests.Dave and Will share both simple and tech-driven methods for capturing guest contact information, including tools like StayFi for gathering emails from all visitors. They also explore creative ways to use social media and Google Business pages to increase visibility and attract repeat bookings. By focusing on automation, thoughtful marketing, and delivering value, they outline a clear path to reducing OTA fees and boosting profits.If you're looking to grow your short-term rental business by creating a loyal customer base and taking control of your bookings, tune in now for actionable tips on how to successfully break away from OTAs.TIMESTAMPS01:00 – How to transition guests from OTAs to direct bookings02:01 – Simple ways to collect guest information04:50 – Using StayFi to gather emails from all guests07:00 – Leveraging Instagram and Facebook to build your brand10:45 – Setting up a Google Business page for your property12:02 – Direct booking websites: best practices16:01 – Offering discounts and incentives for direct bookings18:00 – Closing thoughts and sponsorship opportunities#DirectBookings #VacationRentals #ShortTermRentals
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