47 min

Methodically Running a STR Business While Helping to Raise the Bar in Quebec with John Papaconstantinou the no BS podcast

    • Society & Culture

Mateo and John continue to delve into the world of short-term rentals in Canada. Joined by guest John Papaconstantinou of Papa's Getaways, they discuss the unique opportunities and challenges of the Canadian vacation rental market and John's journey into the industry.
This episode features engaging discussions on industry dynamics, personal experiences, and strategic approaches to business. John Papa's journey serves as inspiration for aspiring entrepreneurs looking to navigate the evolving landscape of short-term rentals.
Episode Highlights:
Everyone expresses excitement for their upcoming participation in the CanStay Short-term Rental conference in Banff.John Papa shares his journey into the short-term rental space, inspired by real estate investing podcasts and his desire to transition from his nine-to-five job.The appeal of short-term rentals in Magog, Quebec, emphasizes the region's four-season attractions and strategic occupancy goals.Acknowledgment of the immersive nature of their work and the occasional need to balance business discussions with personal time.John Papa highlights the importance of mutual trust and understanding in his partnership with his wife emphasizing how their complementary strengths allow them to efficiently tackle various aspects of property management without getting in each other's way.The conversation explores the nuances of the Canadian short-term rental market, including regulatory considerations and seasonal booking strategies.Discuss insights into the collaborative nature of the industry and the potential for growth and innovation.Mateo and John Papa explore the transition from traditional financial services to the dynamic world of short-term rentals, emphasizing the need for adaptability and continuous learning.Expanding the Business Horizon: With aspirations to scale Papa's Getaways, John Papa envisions offering comprehensive services to property owners, from pre-approval assistance to property management, aiming to facilitate second home ownership while maximizing rental income.Addressing Financing Challenges: John Papa acknowledges the challenges in financing second home purchases and emphasizes the importance of accessibility and affordability in making property ownership more attainable for prospective buyers.Mateo and John discuss the challenge of changing perceptions around short-term rental investments, particularly for homeowners looking to leverage their second homes for rental income.Navigating Regulations and Challenges: The conversation shifts to the regulatory landscape and the challenges hosts and property managers face, particularly in areas with strict regulations.Addressing Cultural and Language Barriers: John highlights the language divide in Quebec and the need for greater bilingual communication and understanding in the industry and proposes ideas for bridging this gap, including bilingual podcasts and initiatives to promote language learning and cultural exchange.
Upcoming Events and Advocacy Opportunities:
The upcoming CanStays Rental Alliance conference will provide a platform for industry professionals to engage with policymakers and advocate for fair regulations.
Interested in checking out the Canstays Conference?
Use Coupon Code Direct100 for $100 off when buying your tickets for the CanStays Rental Alliance Conference https://www.canstaysrentalalliance.com/tickets/
Episode Sponsor
- Turno
Property Management and Hosting is Hard. Cleaning Doesn’t Have to Be. Get Competitive Cleaning Bids on Turno’s Cleaner Marketplace
Compare prices and services from vetted STR cleaners in your area and easily...

Mateo and John continue to delve into the world of short-term rentals in Canada. Joined by guest John Papaconstantinou of Papa's Getaways, they discuss the unique opportunities and challenges of the Canadian vacation rental market and John's journey into the industry.
This episode features engaging discussions on industry dynamics, personal experiences, and strategic approaches to business. John Papa's journey serves as inspiration for aspiring entrepreneurs looking to navigate the evolving landscape of short-term rentals.
Episode Highlights:
Everyone expresses excitement for their upcoming participation in the CanStay Short-term Rental conference in Banff.John Papa shares his journey into the short-term rental space, inspired by real estate investing podcasts and his desire to transition from his nine-to-five job.The appeal of short-term rentals in Magog, Quebec, emphasizes the region's four-season attractions and strategic occupancy goals.Acknowledgment of the immersive nature of their work and the occasional need to balance business discussions with personal time.John Papa highlights the importance of mutual trust and understanding in his partnership with his wife emphasizing how their complementary strengths allow them to efficiently tackle various aspects of property management without getting in each other's way.The conversation explores the nuances of the Canadian short-term rental market, including regulatory considerations and seasonal booking strategies.Discuss insights into the collaborative nature of the industry and the potential for growth and innovation.Mateo and John Papa explore the transition from traditional financial services to the dynamic world of short-term rentals, emphasizing the need for adaptability and continuous learning.Expanding the Business Horizon: With aspirations to scale Papa's Getaways, John Papa envisions offering comprehensive services to property owners, from pre-approval assistance to property management, aiming to facilitate second home ownership while maximizing rental income.Addressing Financing Challenges: John Papa acknowledges the challenges in financing second home purchases and emphasizes the importance of accessibility and affordability in making property ownership more attainable for prospective buyers.Mateo and John discuss the challenge of changing perceptions around short-term rental investments, particularly for homeowners looking to leverage their second homes for rental income.Navigating Regulations and Challenges: The conversation shifts to the regulatory landscape and the challenges hosts and property managers face, particularly in areas with strict regulations.Addressing Cultural and Language Barriers: John highlights the language divide in Quebec and the need for greater bilingual communication and understanding in the industry and proposes ideas for bridging this gap, including bilingual podcasts and initiatives to promote language learning and cultural exchange.
Upcoming Events and Advocacy Opportunities:
The upcoming CanStays Rental Alliance conference will provide a platform for industry professionals to engage with policymakers and advocate for fair regulations.
Interested in checking out the Canstays Conference?
Use Coupon Code Direct100 for $100 off when buying your tickets for the CanStays Rental Alliance Conference https://www.canstaysrentalalliance.com/tickets/
Episode Sponsor
- Turno
Property Management and Hosting is Hard. Cleaning Doesn’t Have to Be. Get Competitive Cleaning Bids on Turno’s Cleaner Marketplace
Compare prices and services from vetted STR cleaners in your area and easily...

47 min

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