
Where Should I Invest? Real Estate Investing in Canada
149 episodes listed below
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
Talks about
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Episodes
- 1
Exploring Investment Strategies: From Real Estate to Stock Options and Bitcoin
·43m - 2
Leveraging AI Voice Agents to Scale Your Real Estate Business
·52m - 3
Scaling to 200 Units in 2 Years Through Mindset and Collaboration
- 4
Unique Opportunities: Navigating the Current Financing and Real Estate Market
·41m - 5
Landlord Woes: Navigating Ontario’s Turbulent Rental Market
- 6
Motor City Money Makers: Canadians Reveal Their Detroit Rental Strategies
·39m - 7
Exploring New Horizons: Insights into the Promising New Brunswick Real Estate Market
·39m - 8
Achieve Wellness and Financial Abundance: The Power of Small Additions
·37m - 9
Cracking the Code: Capitalizing on Down Real Estate Markets
·39m - 10
Real Estate Taxes, AI Audits, and Staying Ahead of the CRA
·35m - 11
A Honest Conversation About Building Financial Freedom the Right Way
·56m - 12
Embracing Wellness: Anxiety & Stress Management for Entrepreneurs
·35m - 13
Bill 60 and Beyond: A Guide for Ontario Landlords
·39m - 14
Building Multi-Family From The Ground Up to Rental Success
·33m - 15
The Billionaire Blueprint for Building Long-Term Wealth
·37m - 16
Building Cash Flow in the U.S.: Cross Border Turnkey Strategy
·31m - 17
Breaking Down Infinite Banking: How Real Estate Investors Can Benefit
·42m - 18
Being Flip Savvy: Lessons and Strategies from 70+ Flips
·48m - 19
Navigating the Current Canadian Real Estate Market: What You Need to Know
·35m - 20
Harnessing AI: Future-Proofing Real Estate Investing
·55m - 21
From Dream to Reality: Capital Strategies for Real Estate in 2025
·34m - 22
Building a Resilient Business in a Volatile Economy
·41m - 23
Helping Canadian Real Estate Investors Understand US Entry and Section 8
·47m - 24
Real Estate Adventures From the Philippines to Nunavut
·31m - 25
Strategies to Adapt and Succeed From Major Setbacks
·52m - 26
Building the Development Dream: Creating Successful Housing Solutions
·46m - 27
Opportunities and Strategies for Real Estate Financing in 2025
·45m - 28
Crafting Freedom: Building a Life on Your Own Terms Through Real Estate
·57m - 29
Freedom and Lifestyle by Design: Investing & Living in Portugal and Beyond
·53m - 30
The Strategic Shift: Why Choose Hotel Investing Over Multifamily
·49m - 31
Attention Getting Social Media Strategies for Real Estate Entrepreneurs
·45m - 32
Finding Real Estate Investing Success As a Full-Time Working Mom
·37m - 33
What Real Estate Investors Need to Know About The Federal Election
·49m - 34
Understanding and Winning With the Rental Arbitrage Model
·54m - 35
Understanding and Winning With the Rental Arbitrage Model
·54m - 36
Navigating Life’s Challenges: Lessons in Faith, Service, and Personal Growth
·42m - 37
Quitting at 50 to Become a Full-Time Entrepreneur
·35m - 38
Navigating the New Financing Landscape: Key Changes for 2024 and Beyond
·57m - 39
Navigating Challenges: Insights on Resilience and Mindset in Business
·51m - 40
Developing and Building Multi-Family in Toronto
·37m - 41
Maximizing Revenue in Short-Term Rentals
·37m - 42
Turnkey, Affordable US Real Estate Investing for Canadians
·46m - 43
Struggling with Your Fitness Goals? Your Body Type May Be the Key
·38m - 44
Navigating Market Cycles & Investing in Hotels: The Power of Adaptability in Real Estate
·26m - 45
Supercharging Your Real Estate Business with AI: Actionable Tips from an Expert
·37m - 46
Rags to Riches: Rebuilding After Nearly Losing it All
·25m - 47
Navigating Real Estate Disputes: An Expert Litigator’s Guide
·37m - 48
From Truck Stops to High-End Hotels: The Evolution of a Family Empire
·32m - 49
CPAs Make the Best Partners: Why Every Real Estate Investor Needs a Financial Whiz on Their Team
·38m - 50
From Immigrant to Building a Business Empire – How This 31 Year Old Did It
·32m - 51
Harness the Power of Storytelling to Supercharge Your Sales and Captivate Your Audience
- 52
Financing Your ADU Renovations: Expert Insights and Solutions
·46m - 53
Wealth Management Secrets for Diversifying Investments
·43m - 54
Insider Tax and BookkeepingTips for Real Estate Investors
·53m - 55
Streamlining Finding Tenants to Managing Properties: Innovative Software That Saves Investors Time and Money
·47m - 56
Diversify and Prosper: Secrets to Real Estate Investing Success
·48m - 57
Boost Bookings: Key Factors for Short-Term Rental Success
- 58
Unlocking the Potential: Secrets to Profitable Student Rentals
·47m - 59
How to Maximize Real Estate Cash Flow in Uncertain Times
·47m - 60
Finding Alternative Capital Sources for Real Estate Investors
·47m - 61
Marketing Secrets to Master Motel Ownership and Management
·55m - 62
Transforming a Real Estate Vision: A Unique Hotel and New Developments
·41m - 63
Avoiding Mainstream Markets: Uncovering Untapped Real Estate Gems
·1h 2m - 64
From Flipping to Flourishing: Expert Insights on Transitioning Strategies
·40m - 65
Screening Secrets: How to Find Reliable Tenants in Ontario
·1h 7m - 66
How to Regain Control of Your Cash Flow
·21m - 67
Solving the Real Estate Wealth Puzzle
·48m - 68
Focusing on Health, Vitality and Inner Circle Relationships.
·43m - 69
Turnkey Success: Strong Cash Flow and Appreciation With Detroit Real Estate
·39m - 70
From Airstreams to Commercial STR’s: Mastering the Art of Adapting
·38m - 71
Unlocking New Financing Opportunities for Canadian Investors
·1h 2m - 72
Building a Market Resilient Real Estate Portfolio
·46m - 73
Your Strategy for Preventing Inflation from Eroding Your Savings
·44m - 74
The Importance of Flexibility and Adaptability in Real Estate Investing
·38m - 75
Building a Sustainable Airbnb Business
·44m - 76
Stabilizing Your Real Estate Investments in an Unpredictable Market
·43m - 77
Growing Your Real Estate Portfolio: Lessons Learned and Expert Advice
·47m - 78
From Public Health Nurse to Full-Time Real Estate Investor: Journey to Success
·43m - 79
Discover the Lucrative World of Industrial Real Estate Investing
·53m - 80
Real Estate Investing Secrets You Must Know: Unlocking Financial Freedom
·47m - 81
Secrets to Adapting and Thriving in Today’s Market
·53m - 82
Chelsea Middleton’s Secrets to Short-Term Rental Success
·48m - 83
Unlocking the Power of Multifamily Investing
·42m - 84
Strategies and Insights for Multifamily Real Estate Success
·47m - 85
Unlocking Your Real Estate Success
·59m - 86
Mastering Mindset for Real Estate Success
·42m - 87
The Path to Your Brand Identity
·52m - 88
Turning Regulation Into Revenue
·52m - 89
Real Estate Investment Strategies: A Look at Alberta’s Diversified Market
·40m - 90
Navigating Landlord & Tenant Regulations in 2023
·56m - 91
Unlocking Capital with Private & CMHC Lending Strategies
·40m - 92
Resort Renovations: From Nothing to a 200-Guest Venue
·40m - 93
Tenant Screening 101: Sarah’s 5 Step Guide to Finding the Right Tenant
·36m - 94
Taking Real Estate Investing to the US
·46m - 95
Climbing the Investor Ladder
·51m - 96
7 Reasons Why Midterm Rental is my Favorite Strategy
·28m - 97
7 Key Insights to Being a Successful REI Investor
·41m - 98
Evaluating Multifamily Buildings
·43m - 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
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
Quitting at 50 to Become a Full-Time Entrepreneur
Hidden gemSarah Larby hosts Where Should I Invest?
Apr 10, 2026·35m·2 clips - 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
Real Estate Taxes, AI Audits, and Staying Ahead of the CRA
Hidden gemSarah 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
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
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
Bill 60 and Beyond: A Guide for Ontario Landlords
Hidden gemSarah 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
Building Multi-Family From The Ground Up to Rental Success
Jan 16, 2026·33m - 108
The Billionaire Blueprint for Building Long-Term Wealth
Dec 19, 2025·37m - 109
Building Cash Flow in the U.S.: Cross Border Turnkey Strategy
Dec 5, 2025·31m - 110
Being Flip Savvy: Lessons and Strategies from 70+ Flips
Hidden gemRyan 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
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
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
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
Building a Resilient Business in a Volatile Economy
Sep 19, 2025·41m - 115
Helping Canadian Real Estate Investors Understand US Entry and Section 8
Sep 5, 2025·47m - 116
Real Estate Adventures From the Philippines to Nunavut
Aug 22, 2025·31m - 117
Strategies to Adapt and Succeed From Major Setbacks
Aug 8, 2025·52m - 118
Building the Development Dream: Creating Successful Housing Solutions
Jul 18, 2025·46m - 119
Opportunities and Strategies for Real Estate Financing in 2025
Jul 4, 2025·45m - 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
Crafting Freedom: Building a Life on Your Own Terms Through Real Estate
Jun 6, 2025·57m - 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
Freedom and Lifestyle by Design: Investing & Living in Portugal and Beyond
May 23, 2025·53m - 124
The Strategic Shift: Why Choose Hotel Investing Over Multifamily
May 16, 2025·49m - 125
Attention Getting Social Media Strategies for Real Estate Entrepreneurs
May 9, 2025·45m - 126
Breaking Down Infinite Banking: How Real Estate Investors Can Benefit
May 2, 2025·42m - 127
Finding Real Estate Investing Success As a Full-Time Working Mom
Apr 25, 2025·37m - 128
What Real Estate Investors Need to Know About The Federal Election
Apr 18, 2025·49m - 129
Understanding and Winning With the Rental Arbitrage Model
Apr 12, 2025·54m - 130
Understanding and Winning With the Rental Arbitrage Model
Apr 11, 2025·54m - 131
Navigating Life’s Challenges: Lessons in Faith, Service, and Personal Growth
Apr 4, 2025·42m - 132
Exploring Investment Strategies: From Real Estate to Stock Options and Bitcoin
Mar 3, 2025·43m - 133
Navigating the New Financing Landscape: Key Changes for 2024 and Beyond
Jan 31, 2025·57m - 134
Navigating Challenges: Insights on Resilience and Mindset in Business
Jan 15, 2025·51m - 135
Developing and Building Multi-Family in Toronto
Dec 15, 2024·37m - 136
Maximizing Revenue in Short-Term Rentals
Nov 23, 2024·37m - 137
Turnkey, Affordable US Real Estate Investing for Canadians
Oct 25, 2024·46m - 138
Struggling with Your Fitness Goals? Your Body Type May Be the Key
Oct 11, 2024·38m - 139
Navigating Market Cycles & Investing in Hotels: The Power of Adaptability in Real Estate
Sep 27, 2024·26m - 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
Rags to Riches: Rebuilding After Nearly Losing it All
Sep 4, 2024·25m - 142
Navigating Real Estate Disputes: An Expert Litigator’s Guide
Aug 9, 2024·37m - 143
From Truck Stops to High-End Hotels: The Evolution of a Family Empire
Jul 16, 2024·32m - 144
CPAs Make the Best Partners: Why Every Real Estate Investor Needs a Financial Whiz on Their Team
Jun 28, 2024·38m - 145
From Immigrant to Building a Business Empire – How This 31 Year Old Did It
Jun 14, 2024·32m - 146
Financing Your ADU Renovations: Expert Insights and Solutions
May 18, 2024·46m - 147
Wealth Management Secrets for Diversifying Investments
May 13, 2024·43m - 148
Insider Tax and BookkeepingTips for Real Estate Investors
Apr 19, 2024·53m - 149
Streamlining Finding Tenants to Managing Properties: Innovative Software That Saves Investors Time and Money
Apr 5, 2024·47m