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The 3 Choices That Make Real Estate Investors Successful (According to a Mortgage Broker Who Sees It All) | Keaton Kirkwood | Real Estate Investing Canada

Real Estate Investing Morning Show

Release Date: 12/10/2025

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Real Estate Investing Morning Show

🎧 Buying Off-Market Properties Without Getting Burned Real Estate Investing Morning Show – Hosted by Wayne & Gabby Hillier Buying off-market properties can feel intimidating, especially if you’re used to the comfort and structure of MLS transactions. In today’s episode, Wayne and Gabby walk through exactly how off-market purchases work, what actually changes when there’s no realtor involved, and how investors can protect themselves legally and financially. The conversation also expands into broader investing lessons, including why simple, boring deals often outperform flashy...

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How Much Income Do You REALLY Need to Qualify for a Mortgage? | Keaton Kirkwood | Real Estate Investing Canada show art How Much Income Do You REALLY Need to Qualify for a Mortgage? | Keaton Kirkwood | Real Estate Investing Canada

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🎧 How Much Income Do You REALLY Need to Qualify for a Mortgage? Real Estate Investing Morning Show – Hosted by Wayne & Gabby Hillier This morning’s episode gets real about mortgage qualification — and why so many investors hit a wall even when they “make good money.” Investor-focused mortgage broker Keaton Kirkwood joins us to break down the actual math behind qualifying for rental properties in Canada, using real Edmonton examples. We talk surplus income, car payments, lender differences, and why small decisions can make or break your ability to build a portfolio. If you’ve...

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The Power of Community & Networking in Real Estate Investing With Patrick Mooney | Real Estate Investing Canada | Edmonton show art The Power of Community & Networking in Real Estate Investing With Patrick Mooney | Real Estate Investing Canada | Edmonton

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🎧 The Power of Community & Networking in Real Estate Investing Real Estate Investing Morning Show – Hosted by Wayne & Gabby Hillier Building wealth in real estate is not a solo sport. In today’s episode, Wayne and Gabby break down why community and networking are “rocket fuel” for your growth as an investor, and how surrounding yourself with the right people helps you move faster, make better decisions, and stop second-guessing everything. You’ll also hear a live networking exercise you can copy today to start building your investor circle. Special guest Patrick Mooney...

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Calgary Real Estate Market Shifts & How to Scale Using Equity (Without Running Out of Money) | Real Estate Investing Canada | Alberta show art Calgary Real Estate Market Shifts & How to Scale Using Equity (Without Running Out of Money) | Real Estate Investing Canada | Alberta

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Calgary Market Shifts & How to Scale Using Equity (Without Running Out of Money) Real Estate Investing Morning Show – Hosted by Wayne & Gabby Hillier Today’s episode dives into two big topics investors are asking about right now: how to properly scale a portfolio using equity without over-leveraging, and what’s actually happening in the Calgary real estate and rental markets heading into spring 2026. Wayne breaks down complex concepts in plain language, walks through real examples, and shares why “mastering your market” matters more than ever. 🧠 What You’ll Learn in...

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Calories In, Cash Flow Out: The Math Behind Health, Wealth, and Smarter Investing | Real Estate Investing Canada show art Calories In, Cash Flow Out: The Math Behind Health, Wealth, and Smarter Investing | Real Estate Investing Canada

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🎧 Calories In, Cash Flow Out: The Math Behind Health, Wealth, and Smarter Investing Real Estate Investing Morning Show – Hosted by Wayne & Gabby Hillier Today’s episode started unscripted and turned into a deep dive on something that affects every investor: understanding the math behind decisions. Wayne continued yesterday’s conversation on health, calories, and discipline, then tied it directly into cash flow, risk, and profitability in real estate investing. This episode is about stopping the guesswork, understanding the rules of the game, and making intentional decisions in...

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Understanding The Math Behind Health And Real Estate Wealth | Real Estate Investing Canada show art Understanding The Math Behind Health And Real Estate Wealth | Real Estate Investing Canada

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Understanding the Math Behind Health and Real Estate Wealth Real Estate Investing Morning Show – Hosted by Wayne & Gabby Hillier Most people believe progress comes from motivation, discipline, or finding the “right” program. In reality, progress comes from understanding the math. In today’s episode, Wayne breaks down how the same simple math principles apply to health, weight loss, and real estate investing, and why ignoring the numbers keeps people stuck for years. This is a practical, no-fluff conversation about systems, discipline, delayed gratification, and why simplicity often...

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Taxes, Deductions & Getting Ready for 2025 Filing Season | Steve Tsonev | Finngo | Real Estate Investing Canada show art Taxes, Deductions & Getting Ready for 2025 Filing Season | Steve Tsonev | Finngo | Real Estate Investing Canada

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🎧 Taxes, Deductions & Getting Ready for 2025 Filing Season Real Estate Investing Morning Show – Hosted by Wayne & Gabby Hillier With tax season right around the corner, today’s episode dives deep into what real estate investors need to know before they hand anything off to their accountant. Wayne & Gabby are joined by Steve Tsonev, Managing Partner at Finngo Bookkeeping & Tax, to break down preparation, deductions, common mistakes, and how to make tax season way less stressful. If you own rental properties, are filing your first return with rental income, or just want...

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When a Seller Accepts… Then Backs Out | Early Lease Renewals | Rental Property Taxes | Real Estate Investing Canada show art When a Seller Accepts… Then Backs Out | Early Lease Renewals | Rental Property Taxes | Real Estate Investing Canada

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🎧 When a Seller Accepts… Then Backs Out | Early Lease Renewals | Rental Property Taxes Real Estate Investing Morning Show – Hosted by Wayne & Gabby Hillier Today’s episode kicks off with a real-world deal story that most investors will never experience: an offer accepted below list price, no counter… and then suddenly pulled back. Wayne breaks down exactly what happened, how it was handled, and the lessons investors need to take away when navigating fast-moving deals, multiple parties, and verbal acceptances. From there, the show moves into several high-impact listener questions...

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A Rental Property That Never Appreciated (And Still Made $200,000) | Real Estate Investing Canada | Edmonton show art A Rental Property That Never Appreciated (And Still Made $200,000) | Real Estate Investing Canada | Edmonton

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🎧 A Rental Property That Never Appreciated (And Still Made $200,000) Real Estate Investing Morning Show – Hosted by Wayne & Gabby Hillier Today’s episode is a masterclass in understanding how real money is actually made in real estate, even when appreciation never shows up. Wayne walks through a real Edmonton property that hasn’t increased in value in eight years, yet still produced over $200,000 in total profit through forced equity, mortgage paydown, and cash flow. The conversation challenges common investor myths, breaks down the math most people never run, and explains why...

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🎧 When Should You Sell a Bad Rental Property? Real Estate Investing Morning Show – Hosted by Wayne & Gabby Hillier This morning’s episode tackles one of the most uncomfortable questions investors face but rarely talk about honestly: when does it actually make sense to sell a rental property that isn’t performing? Wayne breaks down why most investors panic-sell too early, how to evaluate a “bad” rental using math instead of emotion, and why buying right from day one usually eliminates this problem entirely. The episode also covers joint ventures, long-term thinking, and a...

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🎧 The 3 Choices That Make Real Estate Investors Successful (According to a Mortgage Broker Who Sees It All)

Real Estate Investing Morning Show – Hosted by Wayne & Gabby Hillier

Today’s episode features a special guest: Keaton Kirkwood, investor-focused mortgage broker and long-time friend of the show. Instead of the typical mortgage talk about rates, renewals, and predictions, Keaton breaks down something far more valuable:

The three choices he consistently sees successful real estate investors make — based on thousands of real investor files he’s reviewed over the years.

This episode gives you a rare, behind-the-scenes look at what separates investors who grow stable, sustainable portfolios from those who stall out or crash and burn.

We also break down today’s Bank of Canada announcement expectations, why adjustable-rate mortgages aren’t as scary as people think, and some real talk about career changes, families, and avoiding burnout.


🧠 What You’ll Learn in This Episode

  • The real three traits that successful real estate investors share

  • Why the cautious-and-motivated partnership dynamic is a superpower

  • How to involve your spouse (properly) so your portfolio doesn’t blow up

  • Why buying “cheap” properties is almost always a trap

  • The difference between market appreciation vs. property-specific appreciation

  • Why unique property characteristics (value drivers) matter more than purchase price

  • The biggest mistake new investors make when they chase quick money

  • How to filter every deal through your long-term goals

  • Bank of Canada interest-rate expectations for 2026 and beyond

  • Why adjustable-rate mortgages can be a strategic choice

  • Real-life insight into the burnout cycle of work camps, rigs, and shift work — and how it affects investing success


👥 About Your Hosts

Wayne & Gabby Hillier are full-time real estate investors and coaches based in Edmonton, Alberta, Canada. Through their REI Masters Mentorship Program, they help Canadians build long-term wealth using rental properties, BRRRRs, flips, joint ventures, and creative real estate strategies.

New episodes every weekday morning featuring real stories, coaching moments, and tactical investing advice.


💡 Resources & Contact

Learn about our Mentorship Program: www.reimasters.ca
Bookkeeping & tax help for investors: www.finngo.com/rei
Submit a question for the live show: info@reimorningshow.com

📘 Get Wayne’s Book — The 5% Rule™: A Real Estate Cash Flow Test for Canadian Investors
Buy it here: https://a.co/d/7pDlPZh


🤝 Thanks to Our Sponsors

🏠 Krystal Kromm – Red Deer Investor-Focused Realtor
(587) 377-8584
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🏢 Calvin Realty – Edmonton Investor-Focused Realtor Team
calvinrealty.ca
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📊 Finngo Bookkeeping & Tax – Investor-Focused Accounting Firm
www.finngo.com/rei
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💼 Kirkwood & Brennan Mortgage Group – Investor-Focused Brokers
www.kbmortgages.ca
keaton@kbmortgages.ca
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🏗️ Calvert Home Mortgage Investment Corporation
403-278-0249
info@chmic.ca
FSRAO License Numbers: 13267 and 13268