STR Like The Best

By Michael Chang

Proven strategies and insights from successful STR investors and wealth-building experts. We share methods that help high-income earners protect their income, build lasting wealth, and compound the

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FAQs about STR Like The Best:

How many episodes does STR Like The Best have?

The podcast currently has 75 episodes available.

STR Like The Best episodes:

October 13, 2024 45. Growth, Grit, and Partnerships: Chewy’s 2-Year STR Story
JOIN MY PRIVATE COMMUNITY FOR DAILY WEALTH-BUILDING INSIGHTS & STRATEGIES 🔥 -https://www.strlikethebest.com/insider

In this episode, host Michael Chang engages with guest Chewy, a seasoned short-term rental entrepreneur, discussing pathways to success in the Airbnb market.
They cover Chewy's journey from commercial real estate to short-term rentals, leveraging word of mouth for podcast growth, and the power of social media in forming valuable connections.
Chewy shares his experiences of starting out in Shanghai, applying lessons from arbitrage, and managing 25 rental units several years later.
They also tackle challenges such as copyright issues and the benefits of partnership in entrepreneurship.
The episode concludes with insights into the importance of taking calculated risks and maintaining an abundance mindset for continued success.
00:00 Introduction and Podcast Growth
00:21 Welcoming Chewy and Initial Conversation
01:49 Chewy's Background and Journey to Real Estate
02:55 First Experience with Arbitrage
06:51 Learning from Courses and Finding a Business Partner
14:34 Challenges and Growth in Arbitrage
18:31 Balancing Vacation and Business Rentals
20:48 Navigating Business Partnerships
22:11 The Importance of Trust in Business
25:36 Dealing with Legal Challenges
29:37 The Value of Solving Problems with Money
34:30 Building a Supportive Community
37:26 The Power of Generosity in Business

Follow Chewy On Socials..
Instagram: https://www.instagram.com/chewyyyl
Facebook. Group: https://www.facebook.com/groups/airbnbhostshelpinghosts
📖 Join 5,000+ Investors Who Subscribe to the STR Like The Best Newsletter https://www.strlikethebest.com/subscribe?utm_source=yt

LEARN MY STR INVESTING & STRATEGIES 🔥 https://strlikethebest.com/wealthpod

Apply to work with Michael: https://strlikethebest.com/applypod

Follow Michael on Instagram: https://www.instagram.com/michaelchangbnb
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40min
September 14, 2024 44. Evolution and The Future Outlook of Short Term Rental Industry
JOIN MY PRIVATE COMMUNITY FOR DAILY WEALTH-BUILDING INSIGHTS & STRATEGIES 🔥 -https://www.strlikethebest.com/insider
In this episode, Michael Chang and Simon Lehmann, the the leaders in the short-term rental industry, share insights on the evolution of the industry, the impact of COVID-19, the role of technology, and the challenges faced by major OTAs.
The conversation delves into the challenges and the future outlook of the industry. It also explores the importance of unit density, market localization, and the balance between centralized and decentralized operations.
00:00 Evolution of the Short-Term Rental Industry
08:04 Impact of COVID-19 on Market Penetration
12:06 Challenges and Opportunities for Major OTAs
24:13 Navigating the Short-Term Rental Industry: Challenges and Opportunities
31:42 The Role of Technology and Economies of Scale in Property Management
35:30 Unit Density and Market Localization: Driving Sales Tax Returns
40:53 Balancing Centralized and Decentralized Operations in Property Management
43:27 The Future Outlook for the Short-Term Rental Industry
Connect with Simon on LinkedIn: https://www.linkedin.com/in/simon-lehmann-8375753b/
📖 Join 5,000+ Investors Who Subscribe to the STR Like The Best Newsletter: https://www.strlikethebest.com/subscribe?utm_source=yt

#vacationrental #airbnb #rentalarbitrage #shorttermrentals #airbnbcoach #airbnbsuperhost #howtoairbnb #airbnbarbitrage #airbnbbusiness #airbnbinvesting

LEARN MY STR INVESTING & STRATEGIES 🔥 https://strlikethebest.com/wealthpod

Apply to work with Michael: https://strlikethebest.com/applypod

Follow Michael on Instagram: https://www.instagram.com/michaelchangbnb
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44min
August 30, 2024 43. Building Success in Real Estate and Short-Term Rentals with Ann Marie Folan
JOIN MY PRIVATE COMMUNITY FOR DAILY WEALTH-BUILDING INSIGHTS & STRATEGIES 🔥 -https://www.strlikethebest.com/insider
In this episode, host Michael Chang welcomes Ann Marie Folan, a real estate broker at Douglas Elliman, to discuss her journey from being a real estate attorney to a successful real estate broker and investor in Manhattan and the Hamptons. They explore Ann Marie's strategies for real estate investments, including the short-term rental market, and delve into her personal story of how she leverages property investment to build substantial equity. Ann Marie also shares insights into her operational approach, managing multiple properties, and instilling entrepreneurial skills and resilience in her daughter. The episode highlights the significance of equity building, property management, and the multifaceted aspects of successful real estate investment.

00:00 Introduction and Podcast Growth
00:26 Guest Introduction: Ann Marie Folan
01:24 Anne Marie's Real Estate Journey
02:10 Manhattan Real Estate Insights
04:23 Success in the Hamptons
08:23 First Hamptons Property Purchase
16:00 Diverse Perspectives in Real Estate
16:33 Optimizing for Equity Over Cash Flow
16:47 House Number Two: A Case Study
19:02 Managing Multiple Properties
23:36 The Third House: A New Venture
26:59 Teaching the Next Generation
32:34 Concluding Thoughts and Contact Information

📖 Join 5,000+ Investors Who Subscribe to the STR Like The Best Newsletter https://www.strlikethebest.com/subscribe?utm_source=yt

🏡 Start and make money with STR Arbitrage
💰 Build long-term wealth with STR Investing
⚙️ Earn back your precious time with STR automations

LEARN MY STR INVESTING & STRATEGIES 🔥 https://strlikethebest.com/wealthpod

Apply to work with Michael: https://strlikethebest.com/applypod

Follow Michael on Instagram: https://www.instagram.com/michaelchangbnb
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34min
August 16, 2024 42. Maximizing STR Success with AI: Insights from Bestie AI's Sam Dundas
JOIN MY PRIVATE COMMUNITY FOR DAILY WEALTH-BUILDING INSIGHTS & STRATEGIES 🔥 -https://www.strlikethebest.com/insider
In this episode, host Michael Chang welcomes Sam Dundas, co-founder of Besty Ai, to discuss the transformative role of AI in the short-term rental industry. They explore how Besty Ai enhances guest communication, automates tasks, optimizes operations, and drives revenue growth for property managers. The conversation covers Sam's journey from property management to AI, the economic implications of AI adoption, potential risks, and how AI can democratize efficiency gains for both large and small operators. The episode also delves into the future of AI in rental management, emphasizing the importance of adopting AI tools to stay competitive.
00:00 Introduction and Podcast Growth
00:26 Welcoming the Guest: Sam Dundas
01:21 Sam Dundas' Journey into Property Management
02:22 Transition to Software and Founding Besty Ai
03:27 Strategies for Short-Term Rental Investing
08:30 The Role of Virtual Assistants in Property Management
12:53 Introduction to Besty Ai
19:19 AI in Property Management: Benefits and Challenges
20:53 Future of AI in Short-Term Rentals
29:17 Understanding AI Reasoning Engines
29:41 The Importance of Prompting in AI
29:47 How AI Handles Guest Questions
30:31 Processing Layers in AI Responses
31:29 Economics of AI in Business
32:04 Sustainability and Cost of AI
32:34 AI Models and Efficiency
34:51 Future of AI and Cost Reduction
37:30 Risks and Challenges in AI Implementation
39:30 Impact of AI on Management Fees
40:41 AI in Property Management
46:49 Investor Considerations in AI
49:52 Conclusion and Future Outlook
Check out Besty Ai today https://www.instagram.com/getbestyai/

📖 Join 5,000+ Investors Who Subscribe to the STR Like The Best Newsletter https://www.strlikethebest.com/subscribe?utm_source=yt

LEARN MY STR INVESTING & STRATEGIES 🔥 https://strlikethebest.com/wealthpod

Apply to work with Michael: https://strlikethebest.com/applypod

Follow Michael on Instagram: https://www.instagram.com/michaelchangbnb
...more
55min
August 02, 2024 41. Revealing the Blueprint for Airbnb Success with Sean Rakidzich
JOIN MY PRIVATE COMMUNITY FOR DAILY WEALTH-BUILDING INSIGHTS & STRATEGIES 🔥 -https://www.strlikethebest.com/insider
In this episode, Michael Chang and Sean Rakidzich share their insights on scaling an Airbnb arbitrage business. They discuss the benefits of arbitrage over buying properties, emphasizing immediate cash flow and rapid expansion.
Sean also talks about the challenges of scaling, the significance of core values, and future growth opportunities in distressed multifamily properties.
00:00 Introduction and Background
06:15 Current Portfolio and Business Strategy
09:12 Choosing Arbitrage over Buying Properties
12:30 Benefits of Arbitrage and Cash Flow
19:17 Scaling the Business and Lessons Learned
41:12 Hiring the Right People
46:20 Future Growth Opportunities Follow Sean Rakidzich on Youtube https://www.youtube.com/@AirbnbAutomated
📖 Join 5,000+ Investors Who Subscribe to the STR Like The Best Newsletter https://www.strlikethebest.com/subscribe?utm_source=yt

LEARN MY STR INVESTING & STRATEGIES 🔥 https://strlikethebest.com/wealthpod

Apply to work with Michael: https://strlikethebest.com/applypod

Follow Michael on Instagram: https://www.instagram.com/michaelchangbnb
...more
50min
July 12, 2024 40. Insider Tips on Scaling Your STR Portfolio with DSCR Loans with Zach Edelman
JOIN MY PRIVATE COMMUNITY FOR DAILY WEALTH-BUILDING INSIGHTS & STRATEGIES 🔥 -https://www.strlikethebest.com/insider
In this episode of STR Like The Best, host Michael Chang interviews Zach Edelman, a Senior Account Executive at Easy Street Capital.
Zach shares his expertise in STR lending, specifically on DSCR loans, which are ideal for short-term rental investors. He discusses the nuances of DSCR loans, their advantages over conventional loans, and his journey from underwriting to a front-facing sales role.
This episode is essential for anyone interested in the financial aspects of short-term rental investments and looking to understand the intricacies of DSCR loans.
00:03 Introduction to Zach Edelman and Easy Street Capital
04:12 What are DSCR Loans?
06:06 DSCR Loans vs. Conventional Loans
07:50 Loan Pricing and Costs Explained
09:45 Current Market Rates and Trends
12:27 Zach's Professional Journey and Underwriting Experience
15:02 Underwriting and Loan Structuring
18:45 Key Advice for Borrowers
32:15 Market Insights: Hot and Cooling Markets
35:26 Loan-to-Value Ratios and Unlocking Equity
Connect with Zach Edelman:
Instagram: @ZachEdelmanESC
Email: [email protected]
📖 Join 5,000+ Investors Who Subscribe to the STR Like The Best Newsletter https://www.strlikethebest.com/subscribe?utm_source=yt
💰What Type Of Short-Term Rental Host Are You? QUIZ: https://www.strlikethebest.com/ytquiz
💰 Spotify Podcast: https://open.spotify.com/show/141mIvb8qq26JgRYpyoAOa?si=ea3dec9707d74da4
💰Apple Podcast: https://podcasts.apple.com/us/podcast/str-like-the-best/id1675408369

LEARN MY STR INVESTING & STRATEGIES 🔥 https://strlikethebest.com/wealthpod

Apply to work with Michael: https://strlikethebest.com/applypod

Follow Michael on Instagram: https://www.instagram.com/michaelchangbnb
...more
41min
June 27, 2024 39. From High Income Tech Director to CEO of Crafted Stays - Gil Chan
JOIN MY PRIVATE COMMUNITY FOR DAILY WEALTH-BUILDING INSIGHTS & STRATEGIES 🔥 -https://www.strlikethebest.com/insider
In this episode of STR Like The Best, host Michael Chang interviews Gil Chan, the CEO and founder of Crafted Stays, who shares his journey from a tech background to becoming a successful short-term rental investor & entrepreneur.
Gil's company helps hosts build polished websites and strategic marketing plans to drive more direct bookings. They also delve into practical tools and tactics for collecting emails, effective marketing campaigns, and leveraging social media for better ROI.
This episode is a comprehensive guide for STR hosts looking to optimize their business and reduce OTA dependency.

00:54 Gil's Background and Journey into Short-Term Rentals
01:43 First Property and Learning Curve
03:35 Tax Benefits of Short-Term Rentals
08:27 Leveraging Technology and Tools
19:32 Optimizing and Expanding the Portfolio
24:31 Designing and Marketing for Your Target Audience
28:19 Building a Direct Booking Strategy
29:31 Balancing Direct Bookings and OTA Platforms
35:35 Crafting a Professional Direct Booking Website 39:12 Effective Marketing Tactics for Direct Bookings
48:13 Conclusion and Final Thoughts
📖 Join 5,000+ Investors Who Subscribe to the STR Like The Best Newsletter https://www.strlikethebest.com/subscr...
🏡 Start and make money with STR Arbitrage
💰 Build long-term wealth with STR Investing
⚙️ Earn back your precious time with STR automations ---------------------------------------------------------------------------------------------------------
- What Type Of Short-Term Rental Host Are You? QUIZ: https://www.strlikethebest.com/ytquiz
- Spotify Podcast: https://open.spotify.com/show/141mIvb...
- Apple Podcast: https://podcasts.apple.com/us/podcast...
#airbnbinvesting #realestateinvestor #airbnb #rentalarbitrage #shorttermrentals #airbnbcoach #airbnbsuperhost #howtoairbnb #airbnbarbitrage

LEARN MY STR INVESTING & STRATEGIES 🔥 https://strlikethebest.com/wealthpod

Apply to work with Michael: https://strlikethebest.com/applypod

Follow Michael on Instagram: https://www.instagram.com/michaelchangbnb
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53min
June 07, 2024 38. How to Buy Profitable Airbnb Property Leveraging Data
JOIN MY PRIVATE COMMUNITY FOR DAILY WEALTH-BUILDING INSIGHTS & STRATEGIES 🔥 -https://www.strlikethebest.com/insider
In this episode of 'STR Like the Best,' host Michael Chang welcomes Kenny Bedwell, CEO and founder of STR Insights. They discuss the importance of data analysis for growing a short-term rental business.
Kenny shares his personal journey from a corporate professional to owning multiple short-term rental properties. He offers insights on the best high-ROI amenities, the significance of understanding guest avatar, and practical tips for using data to make informed investment decisions.
00:26 Guest Introduction: Kenny Bedwell
03:18 First Short-Term Rental Experience & Challenges
08:19 How to Underwrite Short Term Rental Investment Property
10:38 Portfolio Management and Strategy
27:40 STR Insights: Market Planning Tool
31:28 Understanding Gross ROI and Market Selection
35:33 Cash on Cash Return vs. Cash Flow
39:34 Operational Efficiency and Automation
46:26 Evaluating Property Upgrades and Amenities
52:12 Data Integrity and Decision Making
Follow Kenny Bedwell on Instagram: https://www.instagram.com/kenny_bedwell/
📖 Join 5,000+ Investors Who Subscribe to the STR Like The Best Newsletter https://www.strlikethebest.com/subscribe?utm_source=yt
🏡 Start and make money with STR Arbitrage 💰 Build long-term wealth with STR Investing
⚙️ Earn back your precious time with STR automations
--------------------------------------------------------------------------------------------------------- - -- What Type Of Short-Term Rental Host Are You? QUIZ: https://www.strlikethebest.com/ytquiz
- Spotify Podcast: https://open.spotify.com/show/141mIvb8qq26JgRYpyoAOa?si=ea3dec9707d74da4
- Apple Podcast: https://podcasts.apple.com/us/podcast/str-like-the-best/id1675408369

LEARN MY STR INVESTING & STRATEGIES 🔥 https://strlikethebest.com/wealthpod

Apply to work with Michael: https://strlikethebest.com/applypod

Follow Michael on Instagram: https://www.instagram.com/michaelchangbnb
...more
58min
May 24, 2024 37. Mastering Direct Bookings in Short-Term Rentals with Mark Simpson
JOIN MY PRIVATE COMMUNITY FOR DAILY WEALTH-BUILDING INSIGHTS & STRATEGIES 🔥 -https://www.strlikethebest.com/insider
In this podcast episode, I had a great chat with Mark Simpson, the founder of Boostly. We discussed strategies to enhance direct bookings for short-term rental properties.
The discussion covers the difficulties of over-relying on Online Travel Agents (OTAs) like Airbnb and the importance of building a direct booking channel. Mark shares practical marketing and branding tips to drive traffic.
We delve into the significance of email marketing, social proof, and leveraging influencer partnerships to create trust and retain guests. This episode is packed with actionable advice for rental hosts looking to optimize their business models and create lasting value.
00:29 Meet Mark Simpson: Who is Boostly
03:44 The Power and Pitfalls of Relying on OTAs
09:34 A Deep Dive into Direct Bookings vs. OTAs
19:48 Leveraging Technology for Direct Bookings
22:48 Airbnb’s Branding and Trust
24:14 Maximizing Direct Bookings and Trust Verification
25:38 Leveraging Airbnb for Direct Traffic
27:19 Creative Strategies for Direct Booking Success
33:53 Building a Strong Email Marketing Strategy
39:49 Engaging Potential Guests Through Email
42:36 Conclusion: The Importance of Building Your Own Booking Channel
Follow Mark Simpson on Instagram https://www.instagram.com/boostlyuk/?hl=en
📖 Join 5,000+ Investors Who Subscribe to the STR Like The Best Newsletter https://www.strlikethebest.com/subscribe?utm_source=yt
🏡 Start and make money with STR Arbitrage
💰 Build long-term wealth with STR Investing ⚙️ Earn back your precious time with STR automations ------------------------------------------------------------------------------
🌟 What Type Of Short-Term Rental Host Are You?
🌟QUIZ: https://www.strlikethebest.com/ytquiz
🌟Spotify Podcast: https://open.spotify.com/show/141mIvb8qq26JgRYpyoAOa?si=ea3dec9707d74da4
🌟Apple Podcast: https://podcasts.apple.com/us/podcast/str-like-the-best/id1675408369

LEARN MY STR INVESTING & STRATEGIES 🔥 https://strlikethebest.com/wealthpod

Apply to work with Michael: https://strlikethebest.com/applypod

Follow Michael on Instagram: https://www.instagram.com/michaelchangbnb
...more
45min
May 10, 2024 36. Understanding Mortgage to Buy Short Term Rentals in Today's Market
JOIN MY PRIVATE COMMUNITY FOR DAILY WEALTH-BUILDING INSIGHTS & STRATEGIES 🔥 -https://www.strlikethebest.com/insider
In this episode, I welcome Parker Borofsky, one of the top short-term rental lenders and an investor with an impressive portfolio, including a peacock farm.

Parker shares her journey into short-term rental investment and lending, discussing the nuances of mortgage lending, the impact of COVID-19 on the real estate market, and insights into current mortgage rates.

With Parker’s expertise in the STR lending industry, she provides a deep dive into the mortgage process, offering listeners a glimpse into the short term rental financing. Additionally, Parker and Michael explore the current market trends and how to structure investment strategies.

00:00 Introduction to Parker Borofsky
07:13 Short Term Rental Mortgage Lending Process
04:04 Impact of COVID-19 on Real Estate
14:32 Understanding Mortgage Rates
28:15 Short-term Rental Market Trends
31:50 Advice for STR Investors

Follow Parker Borofsky on Instagram https://www.instagram.com/parkerborofsky

📖 Join 5,000+ Investors Who Subscribe to the STR Like The Best Newsletter
https://www.strlikethebest.com/subscribe?utm_source=yt

🏡 Start and make money with STR Arbitrage
💰 Build long-term wealth with STR Investing
⚙️ Earn back your precious time with STR automations

---------------------------------------------------------------------------------------------------------

- What Type Of Short-Term Rental Host Are You? QUIZ: https://www.strlikethebest.com/ytquiz

- Spotify Podcast: https://open.spotify.com/show/141mIvb8qq26JgRYpyoAOa?si=ea3dec9707d74da4

- Apple Podcast: https://podcasts.apple.com/us/podcast/str-like-the-best/id1675408369

#airbnbautomated #airbnb #rentalarbitrage #shorttermrentals #airbnbcoach #airbnbsuperhost #howtoairbnb #airbnbarbitrage

LEARN MY STR INVESTING & STRATEGIES 🔥 https://strlikethebest.com/wealthpod

Apply to work with Michael: https://strlikethebest.com/applypod

Follow Michael on Instagram: https://www.instagram.com/michaelchangbnb
...more
37min

FAQs about STR Like The Best:

How many episodes does STR Like The Best have?

The podcast currently has 75 episodes available.