Sip Sell Repeat Real Estate

How to Scale an Airbnb Business Without Burning Out

31 min ยท 28 de may de 2026
Portada del episodio How to Scale an Airbnb Business Without Burning Out

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๐Ÿš€ In this inspiring episode, Dr. Cynthia Tant sits down with short-term rental expert Stacey St. John to discuss real estate investing, women in business, mindset growth, and the booming world of vacation rentals. Stacey shares how an accidental condo purchase launched her into real estate entrepreneurship, why systems and mentorship matter, and how women can overcome limiting beliefs to build wealth confidently. From Airbnb challenges to STR management strategies, this episode is packed with practical insights and real-world stories from two experienced investors. ๐ŸŽง Hosted by: Dr. Cynthia Tant ๐Ÿ‘ค Guest:๐Ÿก Stacey St. John โ€“ Real Estate Entrepreneur & Short-Term Rental Investor Stacey St. John is a real estate entrepreneur and founder of The STR Sisterhood and the Female Short-Term Rental Investors group. She specializes in training and mentorship for women in the short-term rental industry through her STR Success Accelerator program. She also provides education and strategic guidance on short-term rental investment and financial independence. ๐Ÿ’ก Key Topics Covered: โœ”๏ธ Starting in real estate investing by accident โœ”๏ธ Short-term vs. long-term rental strategies โœ”๏ธ Systems and software for STR management โœ”๏ธ Women overcoming fear and perfectionism in investing โœ”๏ธ Airbnb, VRBO, and direct booking strategies ๐ŸŽต Whether you're an investor, agent, or homebuyer, this episode offers valuable insights! ๐Ÿ’ผ Connect with Stacey St. John: ๐ŸŒ Website โ†’ https://staceystjohn.com/ ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/groups/femalestrinvestors ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/stacey_st.john/ ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/staceystjohn/ ๐ŸŽ™ Follow Cynthia Tant โ€“ Sip, Sell, Repeat: ๐ŸŒ Website โ†’ https://www.sipsellrepeat.com/ [https://www.sipsellrepeat.com/] ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/sipsellrepeatinrealestate/ [https://www.facebook.com/sipsellrepeatinrealestate/] ๐Ÿ“ท Instagram โ†’ https://www.instagram.com/sipsellrepeat/ [https://www.instagram.com/sipsellrepeat/] ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/cynthiatant/ [https://www.linkedin.com/in/cynthiatant/] ๐Ÿ”– Donโ€™t Forget to LIKE ๐Ÿ‘, SUBSCRIBE ๐Ÿ”” & COMMENT ๐Ÿ’ฌ Below! ๐Ÿ’Ž Produced by Icons of Real Estate - https://iconsofrealestate.com/ [https://iconsofrealestate.com/]

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50 episodios

episode How to Scale an Airbnb Business Without Burning Out artwork

How to Scale an Airbnb Business Without Burning Out

๐Ÿš€ In this inspiring episode, Dr. Cynthia Tant sits down with short-term rental expert Stacey St. John to discuss real estate investing, women in business, mindset growth, and the booming world of vacation rentals. Stacey shares how an accidental condo purchase launched her into real estate entrepreneurship, why systems and mentorship matter, and how women can overcome limiting beliefs to build wealth confidently. From Airbnb challenges to STR management strategies, this episode is packed with practical insights and real-world stories from two experienced investors. ๐ŸŽง Hosted by: Dr. Cynthia Tant ๐Ÿ‘ค Guest:๐Ÿก Stacey St. John โ€“ Real Estate Entrepreneur & Short-Term Rental Investor Stacey St. John is a real estate entrepreneur and founder of The STR Sisterhood and the Female Short-Term Rental Investors group. She specializes in training and mentorship for women in the short-term rental industry through her STR Success Accelerator program. She also provides education and strategic guidance on short-term rental investment and financial independence. ๐Ÿ’ก Key Topics Covered: โœ”๏ธ Starting in real estate investing by accident โœ”๏ธ Short-term vs. long-term rental strategies โœ”๏ธ Systems and software for STR management โœ”๏ธ Women overcoming fear and perfectionism in investing โœ”๏ธ Airbnb, VRBO, and direct booking strategies ๐ŸŽต Whether you're an investor, agent, or homebuyer, this episode offers valuable insights! ๐Ÿ’ผ Connect with Stacey St. John: ๐ŸŒ Website โ†’ https://staceystjohn.com/ ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/groups/femalestrinvestors ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/stacey_st.john/ ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/staceystjohn/ ๐ŸŽ™ Follow Cynthia Tant โ€“ Sip, Sell, Repeat: ๐ŸŒ Website โ†’ https://www.sipsellrepeat.com/ [https://www.sipsellrepeat.com/] ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/sipsellrepeatinrealestate/ [https://www.facebook.com/sipsellrepeatinrealestate/] ๐Ÿ“ท Instagram โ†’ https://www.instagram.com/sipsellrepeat/ [https://www.instagram.com/sipsellrepeat/] ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/cynthiatant/ [https://www.linkedin.com/in/cynthiatant/] ๐Ÿ”– Donโ€™t Forget to LIKE ๐Ÿ‘, SUBSCRIBE ๐Ÿ”” & COMMENT ๐Ÿ’ฌ Below! ๐Ÿ’Ž Produced by Icons of Real Estate - https://iconsofrealestate.com/ [https://iconsofrealestate.com/]

28 de may de 202631 min
episode The Biggest Mistake New Realtors Make in 2026 artwork

The Biggest Mistake New Realtors Make in 2026

๐Ÿš€ In this episode of Sip Sell Repeat in Real Estate, host Cynthia Tant sits down with bi-coastal real estate expert Cara Ameer to discuss her incredible journey from Florida to Southern California real estate. Cara shares how she built a thriving business across two vastly different markets, adapted to changing industry trends, leveraged AI tools, and navigated everything from luxury homes and reverse mortgages to difficult transactions and client relationships. This conversation is packed with practical advice, real-life stories, and insights for both new and seasoned agents. ๐ŸŽง Hosted by: Cynthia Tant ๐Ÿ‘ค Guest:๐Ÿก Cara Ameer โ€“ Real Estate Broker & Housing Market Expert Cara Ameer is a real estate advisor with Coldwell Banker, with a career spanning Northeast Florida and Southern California. An award-winning REALTORยฎ, she is also the author of Real Estate Confidential and a nationally recognized media commentator and columnist covering housing trends and market strategy.ย ย  ๐Ÿ’ก Key Topics Covered: โœ”๏ธ Building a referral-based real estate business โœ”๏ธ Florida vs. California real estate markets โœ”๏ธ Tips for new agents entering the industry โœ”๏ธ Real-life transaction and client stories โœ”๏ธ The future of AI in real estate ๐ŸŽต Whether you're an investor, agent, or homebuyer, this episode offers valuable insights! ๐Ÿ’ผ Connect with Cara Ameer: ๐ŸŒ Website โ†’ http://caraameer.com/ ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/LiveOrangeCountyRealEstatewithCaraAmeer/ ๐Ÿ“ธ Instagram โ†’ http://instagram.com/cara_ameer ๐Ÿ”— LinkedIn โ†’ http://linkedin.com/in/caraameer Follow Cynthia Tant โ€“ Sip, Sell, Repeat: ๐ŸŒ Website โ†’ https://www.sipsellrepeat.com/ [https://www.sipsellrepeat.com/] ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/sipsellrepeatinrealestate/ [https://www.facebook.com/sipsellrepeatinrealestate/] ๐Ÿ“ท Instagram โ†’ https://www.instagram.com/sipsellrepeat/ [https://www.instagram.com/sipsellrepeat/] ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/cynthiatant/ [https://www.linkedin.com/in/cynthiatant/] ๐Ÿ”– Donโ€™t Forget to LIKE ๐Ÿ‘, SUBSCRIBE ๐Ÿ”” & COMMENT ๐Ÿ’ฌ Below! ๐Ÿ’Ž Produced by Icons of Real Estate - https://iconsofrealestate.com/ [https://iconsofrealestate.com/]

21 de may de 202628 min
episode Most Realtors Are Using AI Completely Wrong artwork

Most Realtors Are Using AI Completely Wrong

๐Ÿš€ In this episode, Cynthia Tant sits down with Caroline Hobbs, real estate broker, tech founder, and leader of the Silicon Valley expansion team at Rise Real Estate. Caroline shares her journey from becoming one of the youngest brokers in California to launching OnRecord.ai, an automation platform designed specifically for real estate professionals. From AI-powered CRMs and lead nurturing to communication systems and scaling a modern brokerage, Caroline breaks down how agents can leverage technology without losing the human connection that drives the business. ๐ŸŽง Hosted by: Cynthia Tant ๐Ÿ‘ค Guest:๐Ÿก Caroline Hobbs โ€“ Real Estate Broker, Team Leader & Founder of OnRecord.ai Caroline Hobbs a Silicon Valley real estate broker, team lead of The Rise Group, and founder of OnRecord.ai. She is ranked in the top 3% of agents in Santa Clara County and has closed over 100 transactions across the Bay Area. In addition to building and leading her own brokerage, she has developed technology platforms to streamline real estate marketing and transactions.ย  ๐Ÿ’ก Key Topics Covered: โœ”๏ธ Carolineโ€™s path from finance student to successful broker โœ”๏ธ How AI and automation are reshaping real estate businesses โœ”๏ธ The importance of CRM systems and database management โœ”๏ธ Strategies for helping new agents build confidence and consistency โœ”๏ธ How to use automation without losing personal relationships with clients ๐ŸŽต Whether you're an investor, agent, or homebuyer, this episode offers valuable insights! ๐Ÿ’ผ Connect with Caroline Hobbs: ๐ŸŒ Website โ†’ https://carolinehobbs.com/home ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/carolinehobbsre/ ๐ŸŽ™ Follow Cynthia Tant โ€“ Sip, Sell, Repeat: ๐ŸŒ Website โ†’ https://www.sipsellrepeat.com/ [https://www.sipsellrepeat.com/] ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/sipsellrepeatinrealestate/ [https://www.facebook.com/sipsellrepeatinrealestate/] ๐Ÿ“ท Instagram โ†’ https://www.instagram.com/sipsellrepeat/ [https://www.instagram.com/sipsellrepeat/] ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/cynthiatant/ [https://www.linkedin.com/in/cynthiatant/] ๐Ÿ”– Donโ€™t Forget to LIKE ๐Ÿ‘, SUBSCRIBE ๐Ÿ”” & COMMENT ๐Ÿ’ฌ Below! ๐Ÿ’Ž Produced by Icons of Real Estate - https://iconsofrealestate.com/ [https://iconsofrealestate.com/]

14 de may de 202627 min
episode How to Cut Property Management Costs by 70% artwork

How to Cut Property Management Costs by 70%

๐Ÿš€ In this episode, host Dr. Cynthia Tant sits down with Liat Arama, CEO and Co-founder of Keasy, to explore how technology is revolutionizing property management. From AI-driven automation to flexible service models, Liat shares how landlords can gain more control, improve efficiency, and reduce costs while enhancing tenant satisfaction. ๐ŸŽง Hosted by: Dr. Cynthia Tant ๐Ÿ‘ค Guest:๐Ÿก Liat Arama โ€“ Property Management Tech Entrepreneur ๐Ÿ’ก Key Topics Covered: โœ”๏ธ Technologyโ€™s role in modern property management โœ”๏ธ AI-driven communication and automation โœ”๏ธ Reducing inefficiencies and saving time โœ”๏ธ Empowering landlords with better visibility โœ”๏ธ Advice for women entering real estate ๐ŸŽต Whether you're an investor, agent, or homebuyer, this episode offers valuable insights! ๐Ÿ’ผ Connect with Liat Arama: ๐ŸŒ Website โ†’ https://keasy.ai/ ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/keasy.ai ๐ŸŽ™ Follow Cynthia Tant โ€“ Sip, Sell, Repeat: ๐ŸŒ Website โ†’ https://www.sipsellrepeat.com/ [https://www.sipsellrepeat.com/] ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/sipsellrepeatinrealestate/ [https://www.facebook.com/sipsellrepeatinrealestate/] ๐Ÿ“ท Instagram โ†’ https://www.instagram.com/sipsellrepeat/ [https://www.instagram.com/sipsellrepeat/] ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/cynthiatant/ [https://www.linkedin.com/in/cynthiatant/] ๐Ÿ”– Donโ€™t Forget to LIKE ๐Ÿ‘, SUBSCRIBE ๐Ÿ”” & COMMENT ๐Ÿ’ฌ Below! ๐Ÿ’Ž Produced by Icons of Real Estate - https://iconsofrealestate.com/ [https://iconsofrealestate.com/]

7 de may de 202623 min
episode Why Most Introverted Real Estate Agents Fail artwork

Why Most Introverted Real Estate Agents Fail

๐Ÿš€ In this episode, Dr. Cynthia Tant sits down with Ashley Harwood, founder of Move Over Extroverts, to explore how introverted real estate agents can thrive in a people-focused industry. From her journey into real estate to building a coaching platform for introverts, Ashley shares practical strategies, mindset shifts, and lead generation techniques that feel authentic and sustainable. ๐ŸŽง Hosted by: Dr. Cynthia Tant ๐Ÿ‘ค Guest:๐Ÿก Ashley Harwood โ€“ Real Estate Coach, Author & Director of Agent Growth Ashley Harwood is the founder and CEO of Move Over Extroverts, a real estate coaching company helping introverted agents build sustainable careers. She is the author of Move Over Extroverts: How to Build a Successful Real Estate Career as an Introvert, a contributor to HousingWire, and has been recognized by Inman and The Close as a top real estate coach. She also serves as Director of Agent Growth at Keller Williams Boston MetroWest. ๐Ÿ’ก Key Topics Covered: โœ”๏ธ Introvert-friendly real estate strategies โœ”๏ธ Building authentic client relationships โœ”๏ธ Effective networking without overwhelm โœ”๏ธ Mailers and inbound lead generation โœ”๏ธ Lessons from coaching and returning to sales ๐ŸŽต Whether you're an investor, agent, or homebuyer, this episode offers valuable insights! ๐Ÿ’ผ Connect with Ashley Harwood: ๐ŸŒ Book โ†’ https://a.co/d/05SFwIfV ๐Ÿ“˜Facebook โ†’ Ihttps://www.facebook.com/groups/introvertsinrealestate ๐Ÿ“ธ Instagram โ†’ https://www.instagram.com/ashleyharwoodrealtor/?hl=en ๐ŸŽ™ Follow Cynthia Tant โ€“ Sip, Sell, Repeat: ๐ŸŒ Website โ†’ https://www.sipsellrepeat.com/ [https://www.sipsellrepeat.com/] ๐Ÿ“˜ Facebook โ†’ https://www.facebook.com/sipsellrepeatinrealestate/ [https://www.facebook.com/sipsellrepeatinrealestate/] ๐Ÿ“ท Instagram โ†’ https://www.instagram.com/sipsellrepeat/ [https://www.instagram.com/sipsellrepeat/] ๐Ÿ”— LinkedIn โ†’ https://www.linkedin.com/in/cynthiatant/ [https://www.linkedin.com/in/cynthiatant/] ๐Ÿ”– Donโ€™t Forget to LIKE ๐Ÿ‘, SUBSCRIBE ๐Ÿ”” & COMMENT ๐Ÿ’ฌ Below! ๐Ÿ’Ž Produced by Icons of Real Estate - https://iconsofrealestate.com/ [https://iconsofrealestate.com/]

30 de abr de 202627 min