All Episodes
STR Like The Best — 87 episodes
From Shoe Reseller to Real Estate Developer: How Rajan Chida Built Royal Oak Retreats at 23
The Real Foundation of Our STR Business (It Has Nothing to Do With Real Estate)
The Market Is Uncertain. Your Tax Bill Isn't. Why We're Buying Property Number Eight Now.
Why Married Couples Have an Unfair Tax Advantage (And Exactly How We Use It)
Why Being a Stay-at-Home Parent Is the Most Underrated Tax Strategy for High-Income Couples
The Real Reason We Know Which STR Markets Work (It's Not What You Think)
The STR Financing Blueprint: When to Use DSCR Loans, Second Home Loans, and Everything in Between
I Used to Think STR Design Was an Expense. Now Every Property We Own Is Professionally Designed
How a 22-Year-Old Built 70 Units From Scratch (And Why Arbitrage Is Just the Beginning)
What 19 STR Properties Taught Me About Finding Deals Nobody Else Can See
Your $600K Investment Deserves Better Than a Spreadsheet and a Gut Feeling
You're Smart Enough to Figure This Out Alone. That's Exactly Why You're Stuck.
When to Walk Away From Your Best Asset (A $600M Real Estate Lesson)
Why We Started STR Like The Best (And Why We're Teaching You Everything We Know)
How AI Automates 90% of My Guest Messages (And Why Hosts Who Don't Adapt Will Get Left Behind)
How We Manage 30+ Short-Term Rentals, 2 Kids Under 5, and Actually Like Each Other
Why Most Hosts Are Slaves to Their Airbnb (And How to Break Free) w/ Shaun Shirazian from Lodgify
What Your CPA Gets Wrong About The STR Tax Loophole w/ Amanda Han & Matt MacFarland from Keystone CPA
Can You Really Trust That Revenue Projection? Inside How STR Data Actually Gets Made
Why Meta & Goldman Employees Are Buying $1M+ Airbnbs (It's Not What You Think)
67. Raising Entrepreneurial Kids: Reputation, Likability & The “Right Room” Strategy
66. Leading Airbnb Operators: Cut Your Tax Bill LEGALLY, Use Savings To Buy More Airbnbs, Grow Cash Flow
65. Building Together: How We Run a Business as a Couple (Without Burning Out) - STR Like The Best
64. Husband & Wife Power Duo: How We Run 40+ Airbnbs Remotely With a Global Team - STR Like The Best
63. From Spreadsheets to Scale: How Topkey Streamlines STR Finances (Without Losing Your Rewards Points)
62. Filling the Gap: Last-Minute Bookings, OTA Strategy, and Focusing on What’s Working in Your STR Business
61. 0 to 300 Properties: How JJ King Built a STR Property Management Company from Scratch
60. The Brutal Truth Of Real Estate Market Today, Why It Matters to YOU?
59. The Billboard Effect: Drive 15%+ More Profits to Your Short Term Rental Portfolio with This Strategy
58. How Savvy STR Investors Get Designer Furniture for 40% Less
57. How Mint House Founder Raised $100M After Hotels Rejected Him
56. How the Karwells Raised $5.5M in 2 Years and Built a Top Airbnb Brand from Scratch
55. Pay $17 to the IRS leveraging this tax code (Learn The #1 RE Investor Tax Hack from an Actual CPA!)
54. The Fastest Way of Scaling Your Airbnb Management Company (Strategies that actually work) w/ Guest Federico Zimmerman
53. Airbnb Hosts: AI Will Replace 90% of Your Guest Communication in 2025 (Hospitable CEO reveals exactly how he is doing it)
52. Short Term Rental Tax Loophole Explained (The #1 Tax Hack for Real Estate Investors)
51. Achieving the 4-Hour Workweek Through Real Estate Investing with Jonathan Farber
50. How AI is Transforming Short-Term Rental Management Forever Ft. Shahar Goldboim
49. From Rental Arbitrage to Experiential Stays: Redefining the STR Playbook Ft. Isaac French
48. The Secret to Scaling Your Short-Term Rental Empire in 2025 & Beyond w/ Guest Caleb Shore
47. How Jaime Cabal Built a Global Airbnb Business in a Year
46. Stop Leaving Money on the Table: Learn How to Solve Seller Problems with Guest Michael McKay
45. Growth, Grit, and Partnerships: Chewy’s 2-Year STR Story
44. Evolution and The Future Outlook of Short Term Rental Industry
43. Building Success in Real Estate and Short-Term Rentals with Ann Marie Folan
42. Maximizing STR Success with AI: Insights from Bestie AI's Sam Dundas
41. Revealing the Blueprint for Airbnb Success with Sean Rakidzich
40. Insider Tips on Scaling Your STR Portfolio with DSCR Loans with Zach Edelman
39. From High Income Tech Director to CEO of Crafted Stays - Gil Chan
38. How to Buy Profitable Airbnb Property Leveraging Data
37. Mastering Direct Bookings in Short-Term Rentals with Mark Simpson
36. Understanding Mortgage to Buy Short Term Rentals in Today's Market
35. Scaling Airbnb Portfolio with Business Credit: 0 to 81 Units in One Year
34. From Snowplowing to Largest Short Term Rental Management Company in Joshua Tree
33. The Truth Behind Mid-Term Rental Investing w/ Ruben Kanya
32. From Tech to Real Estate: Hai Guan's Unconventional Journey to Success!
31. From Crossroads to Cashflow: Monica Moscoso's One Decision to $15,000 a Month from one Airbnb
30. The #1 STR Secret From Jamie Lane! : Insights from AirDNA Chief Economist
29. Building Freedom Together: Our Airbnb Business Journey as Husband and Wife. Elizabeth and Michael Chang
28. Matt Gardner's Remarkable Journey: A Real Estate Mastery!
27. Chase Charifa's Formula: From Teslas to Treasure Hunts, Learn the Unique Way to Boost Guest Experiences!
26. Making the #1 Cleaning Service! Assaf Karman's Incredible Story and the Rise of #Turno!
25. Overcoming Adversity with Resilience: John An's Success in the Short-Term Rental Business
24. Real Estate Maverick: Avery Carl's Journey from Necessity to Short-Term Rental Success
23. Julie Lange's Inspirational Journey: From the Difficulties of Rental Arbitrage to Managing Work and Family in Airbnb Enterprises
22. From Rental Arbitrage to Expanding Horizons: Humza Zafar's Journey in Short-Term Rentals
21. Building a Family Business: The Journey of Sunny and Jordan Alexander in the STR Industry
20. Shaping the STR Landscape as CFO of Avantstay: Ankur Jain's Journey from Banker
19. Unveiling Success: The Journey of Kyle James in Short-Term Rental Management and Property Investment
18. Elite Escapes Founder Brian Hatcher Explores Timeshare Arbitrage, Memorable Guest Experiences, and Glass Cabin Development
17. From Challenges to Triumphs: Syed Lateef and Michael Chang's Journey in the Short-Term Rental Industry
16. Ven Pikarsky: A Journey of Building Trust and Success in Short-Term Rental Investing
15. Marcus Räder - Scaling a Short-Term Rental Business: Insights from Hostaway's CEO
14. Taylor Wing - Love Behind Bars: A Whirlwind Wedding and a Real Estate Journey
13. Max Vollmer's Real Estate Journey: Strategies for Success in Short-Term Rentals
12. Ditron Corker - Navigating Challenges and Embracing Efficiency: Insights from a Short-Term Rental Investor
11. Jesse DePinto - From Crisis to Friendship: A Memorable Guest Experience in Short-Term Rental Management
10. Cody Wood - Optimizing Short-Term Rental Operations: Strategies, Insights, and Efficient Processes for Success
09. Will Moncrief - Scaling Your Short-Term Rental Business: Building a Team, Delegation, and Strategic Investing Strategies
08. Ryan Bakke: Real Estate Insights: Maximizing Returns with Tax Strategies, RV Parks, and Short-Term Rentals
07. John Bianchi - Data-Driven Success: Unveiling the Art of Short-Term Rental Investment
06. Travis Hall - From Risk to Reward: A Short-Term Rental Expert's Journey in Long Beach and Memphis
05. William Xu - Accelerating Your Real Estate Investment Through Military Networking
04. Jeremy Werden - The Polymath of Short Term Rentals w Renting Boats, RVs, Cabins, and Houses
03. Aidan Groll - Former CPA Scales to 42 STR Units in 2 Years
02. Jane Ng - Stay At Home Mom Turned Short Term Rental Owner and Operator
01. Maggie Mou - Former Hedge Fund Investor Turned Short Term Rental Investor