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All Episodes

STR Like The Best — 95 episodes

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Title
1

$220K in Taxes Saved From One Purchase (The STR Formula Even Real Estate Attorneys Miss)

2

100% Bonus Depreciation Is Back Permanently (And Most High-Income Professionals Still Don't Know It)

3

REPS vs. the STR Tax Loophole: The $25,000 Mistake We Made (And How to Avoid It)

4

There Is No Perfect Time to Buy (And Why Waiting Is the Most Expensive Mistake STR Investors Make)

5

The Real Cost of Doing Your STR Journey Alone (And the 4 Phases Where Most Investors Get It Wrong)

6

From $180K Tax Bill to $110K Refund: What 9 Months in the Program Actually Looks Like

7

The Fear of Out-of-State Investing Is Costing You Six Figures in Tax Savings Every Year

8

From Screwdrivers to Systems: Launching Property #8 (Lessons From Property #1)

9

From Shoe Reseller to Real Estate Developer: How Rajan Chida Built Royal Oak Retreats at 23

10

The Real Foundation of Our STR Business (It Has Nothing to Do With Real Estate)

11

The Market Is Uncertain. Your Tax Bill Isn't. Why We're Buying Property Number Eight Now.

12

Why Married Couples Have an Unfair Tax Advantage (And Exactly How We Use It)

13

Why Being a Stay-at-Home Parent Is the Most Underrated Tax Strategy for High-Income Couples

14

The Real Reason We Know Which STR Markets Work (It's Not What You Think)

15

The STR Financing Blueprint: When to Use DSCR Loans, Second Home Loans, and Everything in Between

16

I Used to Think STR Design Was an Expense. Now Every Property We Own Is Professionally Designed

17

How a 22-Year-Old Built 70 Units From Scratch (And Why Arbitrage Is Just the Beginning)

18

What 19 STR Properties Taught Me About Finding Deals Nobody Else Can See

19

Your $600K Investment Deserves Better Than a Spreadsheet and a Gut Feeling

20

You're Smart Enough to Figure This Out Alone. That's Exactly Why You're Stuck.

21

When to Walk Away From Your Best Asset (A $600M Real Estate Lesson)

22

Why We Started STR Like The Best (And Why We're Teaching You Everything We Know)

23

How AI Automates 90% of My Guest Messages (And Why Hosts Who Don't Adapt Will Get Left Behind)

24

How We Manage 30+ Short-Term Rentals, 2 Kids Under 5, and Actually Like Each Other

25

Why Most Hosts Are Slaves to Their Airbnb (And How to Break Free) w/ Shaun Shirazian from Lodgify

26

What Your CPA Gets Wrong About The STR Tax Loophole w/ Amanda Han & Matt MacFarland from Keystone CPA

27

Can You Really Trust That Revenue Projection? Inside How STR Data Actually Gets Made

28

Why Meta & Goldman Employees Are Buying $1M+ Airbnbs (It's Not What You Think)

29

67. Raising Entrepreneurial Kids: Reputation, Likability & The “Right Room” Strategy

30

66. Leading Airbnb Operators: Cut Your Tax Bill LEGALLY, Use Savings To Buy More Airbnbs, Grow Cash Flow

31

65. Building Together: How We Run a Business as a Couple (Without Burning Out) - STR Like The Best

32

64. Husband & Wife Power Duo: How We Run 40+ Airbnbs Remotely With a Global Team - STR Like The Best

33

63. From Spreadsheets to Scale: How Topkey Streamlines STR Finances (Without Losing Your Rewards Points)

34

62. Filling the Gap: Last-Minute Bookings, OTA Strategy, and Focusing on What’s Working in Your STR Business

35

61. 0 to 300 Properties: How JJ King Built a STR Property Management Company from Scratch

36

60. The Brutal Truth Of Real Estate Market Today, Why It Matters to YOU?

37

59. The Billboard Effect: Drive 15%+ More Profits to Your Short Term Rental Portfolio with This Strategy

38

58. How Savvy STR Investors Get Designer Furniture for 40% Less

39

57. How Mint House Founder Raised $100M After Hotels Rejected Him

40

56. How the Karwells Raised $5.5M in 2 Years and Built a Top Airbnb Brand from Scratch

41

55. Pay $17 to the IRS leveraging this tax code (Learn The #1 RE Investor Tax Hack from an Actual CPA!)

42

54. The Fastest Way of Scaling Your Airbnb Management Company (Strategies that actually work) w/ Guest Federico Zimmerman

43

53. Airbnb Hosts: AI Will Replace 90% of Your Guest Communication in 2025 (Hospitable CEO reveals exactly how he is doing it)

44

52. Short Term Rental Tax Loophole Explained (The #1 Tax Hack for Real Estate Investors)

45

51. Achieving the 4-Hour Workweek Through Real Estate Investing with Jonathan Farber

46

50. How AI is Transforming Short-Term Rental Management Forever Ft. Shahar Goldboim

47

49. From Rental Arbitrage to Experiential Stays: Redefining the STR Playbook Ft. Isaac French

48

48. The Secret to Scaling Your Short-Term Rental Empire in 2025 & Beyond w/ Guest Caleb Shore

49

47. How Jaime Cabal Built a Global Airbnb Business in a Year

50

46. Stop Leaving Money on the Table: Learn How to Solve Seller Problems with Guest Michael McKay

51

45. Growth, Grit, and Partnerships: Chewy’s 2-Year STR Story

52

44. Evolution and The Future Outlook of Short Term Rental Industry

53

43. Building Success in Real Estate and Short-Term Rentals with Ann Marie Folan

54

42. Maximizing STR Success with AI: Insights from Bestie AI's Sam Dundas

55

41. Revealing the Blueprint for Airbnb Success with Sean Rakidzich

56

40. Insider Tips on Scaling Your STR Portfolio with DSCR Loans with Zach Edelman

57

39. From High Income Tech Director to CEO of Crafted Stays - Gil Chan

58

38. How to Buy Profitable Airbnb Property Leveraging Data

59

37. Mastering Direct Bookings in Short-Term Rentals with Mark Simpson

60

36. Understanding Mortgage to Buy Short Term Rentals in Today's Market

61

35. Scaling Airbnb Portfolio with Business Credit: 0 to 81 Units in One Year

62

34. From Snowplowing to Largest Short Term Rental Management Company in Joshua Tree

63

33. The Truth Behind Mid-Term Rental Investing w/ Ruben Kanya

64

32. From Tech to Real Estate: Hai Guan's Unconventional Journey to Success!

65

31. From Crossroads to Cashflow: Monica Moscoso's One Decision to $15,000 a Month from one Airbnb

66

30. The #1 STR Secret From Jamie Lane! : Insights from AirDNA Chief Economist

67

29. Building Freedom Together: Our Airbnb Business Journey as Husband and Wife. Elizabeth and Michael Chang

68

28. Matt Gardner's Remarkable Journey: A Real Estate Mastery!

69

27. Chase Charifa's Formula: From Teslas to Treasure Hunts, Learn the Unique Way to Boost Guest Experiences!

70

26. Making the #1 Cleaning Service! Assaf Karman's Incredible Story and the Rise of #Turno!

71

25. Overcoming Adversity with Resilience: John An's Success in the Short-Term Rental Business

72

24. Real Estate Maverick: Avery Carl's Journey from Necessity to Short-Term Rental Success

73

23. Julie Lange's Inspirational Journey: From the Difficulties of Rental Arbitrage to Managing Work and Family in Airbnb Enterprises

74

22. From Rental Arbitrage to Expanding Horizons: Humza Zafar's Journey in Short-Term Rentals

75

21. Building a Family Business: The Journey of Sunny and Jordan Alexander in the STR Industry

76

20. Shaping the STR Landscape as CFO of Avantstay: Ankur Jain's Journey from Banker

77

19. Unveiling Success: The Journey of Kyle James in Short-Term Rental Management and Property Investment

78

18. Elite Escapes Founder Brian Hatcher Explores Timeshare Arbitrage, Memorable Guest Experiences, and Glass Cabin Development

79

17. From Challenges to Triumphs: Syed Lateef and Michael Chang's Journey in the Short-Term Rental Industry

80

16. Ven Pikarsky: A Journey of Building Trust and Success in Short-Term Rental Investing

81

15. Marcus Räder - Scaling a Short-Term Rental Business: Insights from Hostaway's CEO

82

14. Taylor Wing - Love Behind Bars: A Whirlwind Wedding and a Real Estate Journey

83

13. Max Vollmer's Real Estate Journey: Strategies for Success in Short-Term Rentals

84

12. Ditron Corker - Navigating Challenges and Embracing Efficiency: Insights from a Short-Term Rental Investor

85

11. Jesse DePinto - From Crisis to Friendship: A Memorable Guest Experience in Short-Term Rental Management

86

10. Cody Wood - Optimizing Short-Term Rental Operations: Strategies, Insights, and Efficient Processes for Success

87

09. Will Moncrief - Scaling Your Short-Term Rental Business: Building a Team, Delegation, and Strategic Investing Strategies

88

08. Ryan Bakke: Real Estate Insights: Maximizing Returns with Tax Strategies, RV Parks, and Short-Term Rentals

89

07. John Bianchi - Data-Driven Success: Unveiling the Art of Short-Term Rental Investment

90

06. Travis Hall - From Risk to Reward: A Short-Term Rental Expert's Journey in Long Beach and Memphis

91

05. William Xu - Accelerating Your Real Estate Investment Through Military Networking

92

04. Jeremy Werden - The Polymath of Short Term Rentals w Renting Boats, RVs, Cabins, and Houses

93

03. Aidan Groll - Former CPA Scales to 42 STR Units in 2 Years

94

02. Jane Ng - Stay At Home Mom Turned Short Term Rental Owner and Operator

95

01. Maggie Mou - Former Hedge Fund Investor Turned Short Term Rental Investor