Where Should I Invest? Real Estate Investing in Canada

149 episodes listed below

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Canadian real estate, from numbers to nerves.

The gist

Where Should I Invest? follows Sarah Larby through practical conversations with Canadian real estate investors, operators, accountants, and entrepreneurs. The show favors field-tested detail: renovation timelines, networking for clients, CRA considerations, Detroit cash flow, and the personal cost of building beyond a nine-to-five.

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About Where Should I Invest? Real Estate Investing in Canada

Where Should I Invest? is a Canadian real estate investing show with a practical, operator-first feel. Sarah Larby leads conversations with investors, contractors, accountants, therapists, and real estate service providers who are building businesses around property. The episodes tend to start with a story. Someone leaves a nine-to-five, buys a first U.S. property, scales while working full time, converts a duplex, or learns that follow-up can create an opportunity. Then the discussion moves into the mechanics. Renovation work becomes a business line. Networking events turn into client acquisition. Flip analysis gets broken down into offers, cash required, holding costs, project timelines, and target profits. The show is especially useful when it stays close to the unglamorous parts of investing: repairs, maintenance, staging, taxes, private money, bookkeeping, credit, and the difference between an interesting deal and a deal that actually closes. It also reflects the current shape of the business. Recent episodes bring in AI voice agents for real estate operations, CRA concerns around HST and GST, and turnkey U.S. property investing around Metro Detroit. The range is wider than a standard property podcast. One week might center on Ryan DeLaurentis explaining base-hit flips and project management. Another might feature Michael Walsh on accounting issues for investors and entrepreneurs. Casey Wong brings experience across student rentals, multifamily properties, developments, and the Kitchener, Cambridge, Waterloo, and Guelph area. Samir Boulezreg shifts the frame toward anxiety and stress management for entrepreneurs. Amy Brooks speaks to the ordinary path into real estate, including mistakes and the long process of building while employed. James Lloyd and Wojtek Mardula add a cross-border lens through U.S. properties, Section 8, Airbnbs, cash flow, and scaling. The result is grounded and conversational. It does not sell real estate as effortless. It treats investing as a mix of analysis, relationships, execution, compliance, stamina, and timing. For Canadian investors who want specifics from people inside the work, the show offers a steady stream of applied lessons.

Made for: The show suits Canadian real estate investors, aspiring investors, flippers, landlords, and entrepreneurs who want practical stories with operational detail. It is especially relevant for people balancing property ambitions with full-time work, family, taxes, financing, and stress.

What sets it apart: Where Should I Invest? blends deal mechanics with the human side of building a real estate business. Its conversations move comfortably between renovation budgets, CRA issues, AI tools, U.S. property cash flow, and the pressure of entrepreneurship.

In their own words

Real Estate Investor, Developer, Mentor

Canadian real estate investingproperty flips and renovation timelinesentrepreneurship after a nine-to-fivetaxes, HST, GST, and CRA riskAI tools for business operationsnetworking and client acquisitionU.S. property investing and Detroit cash flowstress management for entrepreneurs

Talks about

Podcasts like Where Should I Invest? Real Estate Investing in Canada

Episodes

  1. 1

    Exploring Investment Strategies: From Real Estate to Stock Options and Bitcoin

    ·43m
  2. 2

    Leveraging AI Voice Agents to Scale Your Real Estate Business

    ·52m
  3. 3

    Scaling to 200 Units in 2 Years Through Mindset and Collaboration

  4. 4

    Unique Opportunities: Navigating the Current Financing and Real Estate Market

    ·41m
  5. 5

    Landlord Woes: Navigating Ontario’s Turbulent Rental Market

  6. 6

    Motor City Money Makers: Canadians Reveal Their Detroit Rental Strategies

    ·39m
  7. 7

    Exploring New Horizons: Insights into the Promising New Brunswick Real Estate Market

    ·39m
  8. 8

    Achieve Wellness and Financial Abundance: The Power of Small Additions

    ·37m
  9. 9

    Cracking the Code: Capitalizing on Down Real Estate Markets

    ·39m
  10. 10

    Real Estate Taxes, AI Audits, and Staying Ahead of the CRA

    ·35m
  11. 11

    A Honest Conversation About Building Financial Freedom the Right Way

    ·56m
  12. 12

    Embracing Wellness: Anxiety & Stress Management for Entrepreneurs

    ·35m
  13. 13

    Bill 60 and Beyond: A Guide for Ontario Landlords

    ·39m
  14. 14

    Building Multi-Family From The Ground Up to Rental Success

    ·33m
  15. 15

    The Billionaire Blueprint for Building Long-Term Wealth

    ·37m
  16. 16

    Building Cash Flow in the U.S.: Cross Border Turnkey Strategy

    ·31m
  17. 17

    Breaking Down Infinite Banking: How Real Estate Investors Can Benefit

    ·42m
  18. 18

    Being Flip Savvy: Lessons and Strategies from 70+ Flips

    ·48m
  19. 19

    Navigating the Current Canadian Real Estate Market: What You Need to Know

    ·35m
  20. 20

    Harnessing AI: Future-Proofing Real Estate Investing

    ·55m
  21. 21

    From Dream to Reality: Capital Strategies for Real Estate in 2025

    ·34m
  22. 22

    Building a Resilient Business in a Volatile Economy

    ·41m
  23. 23

    Helping Canadian Real Estate Investors Understand US Entry and Section 8

    ·47m
  24. 24

    Real Estate Adventures From the Philippines to Nunavut

    ·31m
  25. 25

    Strategies to Adapt and Succeed From Major Setbacks

    ·52m
  26. 26

    Building the Development Dream: Creating Successful Housing Solutions

    ·46m
  27. 27

    Opportunities and Strategies for Real Estate Financing in 2025

    ·45m
  28. 28

    Crafting Freedom: Building a Life on Your Own Terms Through Real Estate

    ·57m
  29. 29

    Freedom and Lifestyle by Design: Investing & Living in Portugal and Beyond

    ·53m
  30. 30

    The Strategic Shift: Why Choose Hotel Investing Over Multifamily

    ·49m
  31. 31

    Attention Getting Social Media Strategies for Real Estate Entrepreneurs

    ·45m
  32. 32

    Finding Real Estate Investing Success As a Full-Time Working Mom

    ·37m
  33. 33

    What Real Estate Investors Need to Know About The Federal Election

    ·49m
  34. 34

    Understanding and Winning With the Rental Arbitrage Model

    ·54m
  35. 35

    Understanding and Winning With the Rental Arbitrage Model

    ·54m
  36. 36

    Navigating Life’s Challenges: Lessons in Faith, Service, and Personal Growth

    ·42m
  37. 37

    Quitting at 50 to Become a Full-Time Entrepreneur

    ·35m
  38. 38

    Navigating the New Financing Landscape: Key Changes for 2024 and Beyond

    ·57m
  39. 39

    Navigating Challenges: Insights on Resilience and Mindset in Business

    ·51m
  40. 40

    Developing and Building Multi-Family in Toronto

    ·37m
  41. 41

    Maximizing Revenue in Short-Term Rentals

    ·37m
  42. 42

    Turnkey, Affordable US Real Estate Investing for Canadians

    ·46m
  43. 43

    Struggling with Your Fitness Goals? Your Body Type May Be the Key

    ·38m
  44. 44

    Navigating Market Cycles & Investing in Hotels: The Power of Adaptability in Real Estate

    ·26m
  45. 45

    Supercharging Your Real Estate Business with AI: Actionable Tips from an Expert

    ·37m
  46. 46

    Rags to Riches: Rebuilding After Nearly Losing it All

    ·25m
  47. 47

    Navigating Real Estate Disputes: An Expert Litigator’s Guide

    ·37m
  48. 48

    From Truck Stops to High-End Hotels: The Evolution of a Family Empire

    ·32m
  49. 49

    CPAs Make the Best Partners: Why Every Real Estate Investor Needs a Financial Whiz on Their Team

    ·38m
  50. 50

    From Immigrant to Building a Business Empire – How This 31 Year Old Did It

    ·32m
  51. 51

    Harness the Power of Storytelling to Supercharge Your Sales and Captivate Your Audience

  52. 52

    Financing Your ADU Renovations: Expert Insights and Solutions

    ·46m
  53. 53

    Wealth Management Secrets for Diversifying Investments

    ·43m
  54. 54

    Insider Tax and BookkeepingTips for Real Estate Investors

    ·53m
  55. 55

    Streamlining Finding Tenants to Managing Properties: Innovative Software That Saves Investors Time and Money

    ·47m
  56. 56

    Diversify and Prosper: Secrets to Real Estate Investing Success

    ·48m
  57. 57

    Boost Bookings: Key Factors for Short-Term Rental Success

  58. 58

    Unlocking the Potential: Secrets to Profitable Student Rentals

    ·47m
  59. 59

    How to Maximize Real Estate Cash Flow in Uncertain Times

    ·47m
  60. 60

    Finding Alternative Capital Sources for Real Estate Investors

    ·47m
  61. 61

    Marketing Secrets to Master Motel Ownership and Management

    ·55m
  62. 62

    Transforming a Real Estate Vision: A Unique Hotel and New Developments

    ·41m
  63. 63

    Avoiding Mainstream Markets: Uncovering Untapped Real Estate Gems

    ·1h 2m
  64. 64

    From Flipping to Flourishing: Expert Insights on Transitioning Strategies

    ·40m
  65. 65

    Screening Secrets: How to Find Reliable Tenants in Ontario

    ·1h 7m
  66. 66

    How to Regain Control of Your Cash Flow

    ·21m
  67. 67

    Solving the Real Estate Wealth Puzzle

    ·48m
  68. 68

    Focusing on Health, Vitality and Inner Circle Relationships.

    ·43m
  69. 69

    Turnkey Success: Strong Cash Flow and Appreciation With Detroit Real Estate

    ·39m
  70. 70

    From Airstreams to Commercial STR’s: Mastering the Art of Adapting

    ·38m
  71. 71

    Unlocking New Financing Opportunities for Canadian Investors

    ·1h 2m
  72. 72

    Building a Market Resilient Real Estate Portfolio

    ·46m
  73. 73

    Your Strategy for Preventing Inflation from Eroding Your Savings

    ·44m
  74. 74

    The Importance of Flexibility and Adaptability in Real Estate Investing

    ·38m
  75. 75

    Building a Sustainable Airbnb Business

    ·44m
  76. 76

    Stabilizing Your Real Estate Investments in an Unpredictable Market

    ·43m
  77. 77

    Growing Your Real Estate Portfolio: Lessons Learned and Expert Advice

    ·47m
  78. 78

    From Public Health Nurse to Full-Time Real Estate Investor: Journey to Success

    ·43m
  79. 79

    Discover the Lucrative World of Industrial Real Estate Investing

    ·53m
  80. 80

    Real Estate Investing Secrets You Must Know: Unlocking Financial Freedom

    ·47m
  81. 81

    Secrets to Adapting and Thriving in Today’s Market

    ·53m
  82. 82

    Chelsea Middleton’s Secrets to Short-Term Rental Success

    ·48m
  83. 83

    Unlocking the Power of Multifamily Investing

    ·42m
  84. 84

    Strategies and Insights for Multifamily Real Estate Success

    ·47m
  85. 85

    Unlocking Your Real Estate Success

    ·59m
  86. 86

    Mastering Mindset for Real Estate Success

    ·42m
  87. 87

    The Path to Your Brand Identity

    ·52m
  88. 88

    Turning Regulation Into Revenue

    ·52m
  89. 89

    Real Estate Investment Strategies: A Look at Alberta’s Diversified Market

    ·40m
  90. 90

    Navigating Landlord & Tenant Regulations in 2023

    ·56m
  91. 91

    Unlocking Capital with Private & CMHC Lending Strategies

    ·40m
  92. 92

    Resort Renovations: From Nothing to a 200-Guest Venue

    ·40m
  93. 93

    Tenant Screening 101: Sarah’s 5 Step Guide to Finding the Right Tenant

    ·36m
  94. 94

    Taking Real Estate Investing to the US

    ·46m
  95. 95

    Climbing the Investor Ladder

    ·51m
  96. 96

    7 Reasons Why Midterm Rental is my Favorite Strategy

    ·28m
  97. 97

    7 Key Insights to Being a Successful REI Investor

    ·41m
  98. 98

    Evaluating Multifamily Buildings

    ·43m
  99. 99

    Beyond the Desk: Living with Intention

    A real estate investor shares her journey from starting at 19 in the UK to building a portfolio in Canada while working full-time.

    ·51m
  100. 100

    Cash Flow and Scalability with US Property Investments

    Sarah Larby interviews James Lloyd and Wojtek Mardula from US Properties about cash flow and scalability in US real estate investing, focusing on Detroit properties.

    ·39m
  101. 101

    Quitting at 50 to Become a Full-Time Entrepreneur

    Hidden gem

    Sarah Larby hosts Where Should I Invest?

    Apr 10, 2026·35m·2 clips
  102. 102

    Leveraging AI Voice Agents to Scale Your Real Estate Business

    Sarah Larby introduces an AI voice agent tool that can help real estate investors scale their businesses by automating client interactions.

    Mar 27, 2026·52m
  103. 103

    Real Estate Taxes, AI Audits, and Staying Ahead of the CRA

    Hidden gem

    Sarah Larby interviews Michael Walsh, a Canadian real estate investor and CPA, about incorporation, bookkeeping, CRA audits, and HST obligations.

    Mar 13, 2026·35m·2 clips
  104. 104

    A Honest Conversation About Building Financial Freedom the Right Way

    Sarah Larby introduces a returning guest, Casey Wong, to discuss real estate investing strategies for building financial freedom in Canada.

    Feb 27, 2026·56m
  105. 105

    Embracing Wellness: Anxiety & Stress Management for Entrepreneurs

    Sarah Larby interviews registered psychotherapist Samir Gulazreg about anxiety, depression, stress management, and wellness for entrepreneurs and real estate investors.

    Feb 13, 2026·35m·2 clips
  106. 106

    Bill 60 and Beyond: A Guide for Ontario Landlords

    Hidden gem

    Sarah Larby interviews Kayla Andrade of Ontario Landlord Watch about Bill 60, including the reduction of the nonpayment filing wait from 14 days to 7.

    Jan 30, 2026·39m·2 clips
  107. 107

    Building Multi-Family From The Ground Up to Rental Success

    Jan 16, 2026·33m
  108. 108

    The Billionaire Blueprint for Building Long-Term Wealth

    Dec 19, 2025·37m
  109. 109

    Building Cash Flow in the U.S.: Cross Border Turnkey Strategy

    Dec 5, 2025·31m
  110. 110

    Being Flip Savvy: Lessons and Strategies from 70+ Flips

    Hidden gem

    Ryan DeLaurentis tells Sarah Larby how approximately 70 flips, 600 wholesale deals, and a roughly $360,000 loss across six 2022 flips changed his real-estate strategy.

    Nov 21, 2025·48m·3 clips
  111. 111

    Navigating the Current Canadian Real Estate Market: What You Need to Know

    Daniel Foch says investors should stress-test vacancy rising from 3% to 6% before buying Canadian rentals.

    Nov 7, 2025·35m·2 clips
  112. 112

    Harnessing AI: Future-Proofing Real Estate Investing

    Carrie Sauvé built a million-dollar company in four months with one employee by using AI across marketing and operations.

    Oct 24, 2025·55m·2 clips
  113. 113

    From Dream to Reality: Capital Strategies for Real Estate in 2025

    Marcin Drozd says capital raising is real estate's overlooked third business, not money that simply finds good deals.

    Oct 10, 2025·34m·2 clips
  114. 114

    Building a Resilient Business in a Volatile Economy

    Sep 19, 2025·41m
  115. 115

    Helping Canadian Real Estate Investors Understand US Entry and Section 8

    Sep 5, 2025·47m
  116. 116

    Real Estate Adventures From the Philippines to Nunavut

    Aug 22, 2025·31m
  117. 117

    Strategies to Adapt and Succeed From Major Setbacks

    Aug 8, 2025·52m
  118. 118

    Building the Development Dream: Creating Successful Housing Solutions

    Jul 18, 2025·46m
  119. 119

    Opportunities and Strategies for Real Estate Financing in 2025

    Jul 4, 2025·45m
  120. 120

    Beyond the Desk: Living with Intention

    A real estate investor shares her journey from starting at 19 in the UK to building a portfolio in Canada while working full time.

    Jun 20, 2025·51m
  121. 121

    Crafting Freedom: Building a Life on Your Own Terms Through Real Estate

    Jun 6, 2025·57m
  122. 122

    Cash Flow and Scalability with US Property Investments

    Sarah Larby interviews James Lloyd and Wojtek Mardula from US Properties about cash flow and scalability in US real estate investing, focusing on Detroit market opportunities.

    Jun 1, 2025·39m
  123. 123

    Freedom and Lifestyle by Design: Investing & Living in Portugal and Beyond

    May 23, 2025·53m
  124. 124

    The Strategic Shift: Why Choose Hotel Investing Over Multifamily

    May 16, 2025·49m
  125. 125

    Attention Getting Social Media Strategies for Real Estate Entrepreneurs

    May 9, 2025·45m
  126. 126

    Breaking Down Infinite Banking: How Real Estate Investors Can Benefit

    May 2, 2025·42m
  127. 127

    Finding Real Estate Investing Success As a Full-Time Working Mom

    Apr 25, 2025·37m
  128. 128

    What Real Estate Investors Need to Know About The Federal Election

    Apr 18, 2025·49m
  129. 129

    Understanding and Winning With the Rental Arbitrage Model

    Apr 12, 2025·54m
  130. 130

    Understanding and Winning With the Rental Arbitrage Model

    Apr 11, 2025·54m
  131. 131

    Navigating Life’s Challenges: Lessons in Faith, Service, and Personal Growth

    Apr 4, 2025·42m
  132. 132

    Exploring Investment Strategies: From Real Estate to Stock Options and Bitcoin

    Mar 3, 2025·43m
  133. 133

    Navigating the New Financing Landscape: Key Changes for 2024 and Beyond

    Jan 31, 2025·57m
  134. 134

    Navigating Challenges: Insights on Resilience and Mindset in Business

    Jan 15, 2025·51m
  135. 135

    Developing and Building Multi-Family in Toronto

    Dec 15, 2024·37m
  136. 136

    Maximizing Revenue in Short-Term Rentals

    Nov 23, 2024·37m
  137. 137

    Turnkey, Affordable US Real Estate Investing for Canadians

    Oct 25, 2024·46m
  138. 138

    Struggling with Your Fitness Goals? Your Body Type May Be the Key

    Oct 11, 2024·38m
  139. 139

    Navigating Market Cycles & Investing in Hotels: The Power of Adaptability in Real Estate

    Sep 27, 2024·26m
  140. 140

    Supercharging Your Real Estate Business with AI: Actionable Tips from an Expert

    Sarah Larby interviews tech educator Avery Schwartz about using AI and technology to enhance a real estate investing business.

    Sep 20, 2024·37m
  141. 141

    Rags to Riches: Rebuilding After Nearly Losing it All

    Sep 4, 2024·25m
  142. 142

    Navigating Real Estate Disputes: An Expert Litigator’s Guide

    Aug 9, 2024·37m
  143. 143

    From Truck Stops to High-End Hotels: The Evolution of a Family Empire

    Jul 16, 2024·32m
  144. 144

    CPAs Make the Best Partners: Why Every Real Estate Investor Needs a Financial Whiz on Their Team

    Jun 28, 2024·38m
  145. 145

    From Immigrant to Building a Business Empire – How This 31 Year Old Did It

    Jun 14, 2024·32m
  146. 146

    Financing Your ADU Renovations: Expert Insights and Solutions

    May 18, 2024·46m
  147. 147

    Wealth Management Secrets for Diversifying Investments

    May 13, 2024·43m
  148. 148

    Insider Tax and BookkeepingTips for Real Estate Investors

    Apr 19, 2024·53m
  149. 149

    Streamlining Finding Tenants to Managing Properties: Innovative Software That Saves Investors Time and Money

    Apr 5, 2024·47m