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All Episodes

STR Like The Best — 101 episodes

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Title
1

We Wasted Time on a Real Estate License (The 100-Hour Strategy for W-2 Couples)

2

The Empty Nester Problem Nobody Talks About (Identity, Marriage, and $1.5M in Tax Savings)

3

How One STR Property Can Save $370K in Taxes (And Why We're Never Selling It)

4

How Our 8 STRs Let Us Live in Taiwan for 7 Weeks (And Why the Money Was Never the Point)

5

The Skill Corporate America Punishes That Real Estate Rewards

6

Productivity Isn't About Doing More (It's About What You Stop Doing)

7

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

8

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

9

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

10

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

11

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

12

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

13

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

14

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

15

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

16

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

17

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

18

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

19

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

20

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

21

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

22

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

23

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

24

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

25

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

26

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

27

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

28

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

29

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

30

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

31

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

32

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

33

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

34

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

35

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

36

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

37

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

38

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

39

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

40

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

41

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

42

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

43

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

44

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

45

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

46

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

47

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

48

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

49

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

50

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

51

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

52

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

53

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

54

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

55

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

56

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

57

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

58

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

59

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

60

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

61

41. Revealing the Blueprint for Airbnb Success with Sean Rakidzich

62

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

63

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

64

38. How to Buy Profitable Airbnb Property Leveraging Data

65

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

66

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

67

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

68

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

69

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

70

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

71

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

72

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

73

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

74

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

75

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

76

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

77

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

78

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

79

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

80

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

81

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

82

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

83

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

84

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

85

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

86

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

87

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

88

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

89

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

90

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

91

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

92

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

93

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

94

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

95

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

96

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

97

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

98

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

99

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

100

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

101

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