Real Estate Investing Episodes

June 9, 2026

124: Turning Diamond in the Rough Structures Into Iconic Kelowna Properties with Worman Commercial's Shane Worman

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 124: Matt and Taylor are joined by Shane Worman. Shane is the Founder of Worman Commercial/Worman Homes from Kelowna, BC, who has been shaping the city for over 33 years with major residential and commercial projects. He is also a passionate community builder, with involvement in initiatives like Journey Home, the Downtown Kelowna Association, and the BC Cancer Foundation. Shane is here to discuss: ...
March 31, 2026

119: Kelowna's Short-Term Rental Reckoning with Keys to Kelowna's Deana Steele

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 119: Matt and Taylor are re-joined by Deana Steele. Deana is the Founder of Keys to Kelowna from Kelowna, BC, the top short-term vacation rental property marketing platform in the Central Okanagan. In 2025, Deana also became an Advisory Parter of Deville Coffee Lakeshore, a local coffee shop on Kelowna's Lakeshore Road. A trusted leader in luxury furnished vacation rentals and executive housing, Deana delivers exceptional...
Feb. 17, 2026

116: Real Estate Investing in 2026: Ways to Win in This Market with Realtor Chad Mckillop

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 116: Matt and Taylor are joined by Chad Mckillop. Chad is a Realtor with Oakwyn Realty from Kelowna, BC, who has over 20 years of experience in the real estate space. After owning a construction company specializing in award-winning custom renovations and completing 11 successful property flips, Chad obtained his real estate license, and was named Rookie of the Year for his first year as a Realtor. Chad is here to discuss...
Feb. 3, 2026

115: Dragons' Den's W. Brett Wilson on BC's Development Challenges & Opportunities for Collaboration Within Western Canada

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 115: Matt and Taylor are joined by W. Brett Wilson, who is well known for being on CBC’s hit reality TV show Dragons’ Den, but is better known as a Canadian entrepreneur and philanthropist. Brett co-founded FirstEnergy Capital Corp. in 1993, which went on to become Canada’s leading energy investment bank. He has since gone on to develop extensive holdings in the energy, real estate, agriculture, sports, and entertainment ...
Jan. 20, 2026

114: 2026 Predictions - What's Ahead for Kelowna's Real Estate Market with Tradecraft's Jeff Hancock & Shane Styles

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 114: Matt and Taylor are joined by Jeff Hancock & Shane Styles of Tradecraft. Jeff is the Founder Partner of Tradecraft Consulting from Kelowna, BC, who has over 20 years of success in professional real estate, with a strong focus on development consulting and feasibility. He is the former Real Estate Services Manager at the City of Kelowna, where he was responsible for the acquisition and disposition of all City owned pr...
May 13, 2025

98: Adapting to Market Challenges & Diversifying for Success with H&H Custom Homes' Jeff Houghton

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 98: Matt and Taylor are joined by Jeff Houghton. Jeff is the Co-Founder of H&H Custom Homes & Okanagan Infill, from Kelowna, BC. Jeff has his Bachelor of Commerce (Hons) and his Real Estate Trading Services License, so he is well-versed in all things business and real estate related. Since 2008, the award-winning H&H Custom Homes has designed and built over 100 luxury homes throughout the Okanagan Valley. In 2019, t...
April 29, 2025

97: Breaking Down the 2024 Goodman Report and What It Means for 2025 with Goodman Commercial's Mark Goodman

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 97: Matt and Taylor are joined by Mark Goodman. Mark is the Principal Broker at Goodman Commercial Inc. from Vancouver, BC, who also hosts the "Goodman Report Podcast", and is one of the most influential real estate leaders in the province. With over $4 billion in sales of apartment buildings, investment properties, and development sites across more than 600 transactions, Mark has built a distinguished career and is...
April 1, 2025

95: Commercial Real Estate Opportunities in the Okanagan with Venture Commercial's Chris & Jason Wills

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 95: Matt and Taylor are joined by twin brothers Chris & Jason Wills, both from Kelowna, BC. Following in their dad's footsteps of commercial real estate, Chris, the Managing Partner of Sales & Leasing, and Jason, a Partner of Sales & Leasing, founded Venture Commercial in 2020, which is now one of the largest commercial real estate brokerages in the Okanagan. Having extensive knowledge of the local retail, off...
Jan. 28, 2025

91: How the Purpose-Built Rental Market is Impacting Kelowna with Tradecraft Consulting's Jeff Hancock

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 91: Matt and Taylor are joined by Jeff Hancock. Jeff is the Owner of Tradecraft Consulting, and also an Investment & Development Property Specialist (Broker) at William Wright Commercial from Kelowna, BC. Jeff has over 20 years of success in professional real estate, with a strong focus on development consulting and feasibility. He is the former Real Estate Services Manager at the City of Kelowna, where he was responsible ...
Jan. 21, 2025

90: Kelowna's "Fast-Track" Infill Program with City of Kelowna's Graham Allison & SNDBOX's Aaron Whalen

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 90: Matt and Taylor are joined by Graham Allison & Aaron Whalen for a 2-part episode on Kelowna's "Fast-Track" program for infill housing. Graham is a Planner II with the City of Kelowna, with a focus on infill and housing policy, who is passionate about creating vibrant, sustainable communities. Aaron, the Co-Founder of SNDBOX that specializes in missing middle housing, is one of the winners of the City of Kelowna ...
Jan. 7, 2025

88: How to Reinvent Yourself in 2025 with Synergy Mastermind's Steve Arneson

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 88: Matt and Taylor are joined by Steve Arneson. Steve is the Co-Founder of both The RE Investors & Synergy Mastermind from Victoria, BC, and is a real estate investor, coach, and entrepreneur. Coming from a real estate family with a career background in international business development, Steve thrives in building genuine relationships, and is one of the best in the industry when it comes to working with high net w...
Dec. 10, 2024

86: Real Estate's Death by a Thousand Cuts with Hawkeye Wealth's Justin Smith

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 86: Matt and Taylor are joined by Justin Smith. Justin is the President of Hawkeye Wealth Ltd. from Surrey, BC, a firm focused exclusively on private equity real estate and debt investments. In 2017, Justin created Hawkeye Wealth with an aim to widen the scope of quality offerings for his investor network, primarily focusing on industrial and residential developments in Western Canada and the US, as well as mortgage...
Oct. 29, 2024

82: Will Canada Ever Catch Up on Housing with GWL Realty Advisors' Wendy Waters

WATCH ▶️ Watch this episode on Youtube *** EPISODE DESCRIPTION Episode 82: Matt and Taylor are joined by Wendy Waters. Wendy is the Vice President, Research Services & Strategy at GWL Realty Advisors from Vancouver, BC, who has over 20 years of experience in real estate research. At GWLRA, she leads Research Services & Strategy team, which provides strategic analysis on office, industrial, retail and multi-residential portfolio strategy across Canada, focusing on the economic, demograp...
Sept. 10, 2024

77: How You Can Invest in Real Estate with Only $1 with addy's Stephen Jagger

WATCH ▶️ Watch this episode on Youtube *** EPISODE DESCRIPTION Episode 77: Matt and Taylor are joined by Stephen Jagger. Stephen is a Co-Founder of addy from Vancouver, BC, who's also a serial entrepreneur, author, and speaker. Since 2000, Stephen has had multiple of his real estate industry companies acquired, including Combustion Hosting and Ubertor Realtor Software. addy is Canada's largest real estate investment platform, through crowdfunding properties and letting anyone invest. a...
March 26, 2024

58: Mastering Real Estate Investing with Patrick Francey, CEO of Real Estate Investment Network (REIN)

Episode 58: Matt and Taylor are joined by Patrick Francey. Patrick is the CEO of the Real Estate Investment Network (REIN) and a multi-business owner from Edmonton, Alberta. Patrick brings over 40 years of expertise to the show and is considered a luminary in real estate investment education, entrepreneurship, personal and professional development. A gifted speaker and coach, he is also the host of "The Everyday Millionaire" podcast, and one of Matt's influences in real estate. Patrick is ...
Feb. 27, 2024

54: The Road to Financial Independence Via Entrepreneurship with The Invested Entrepreneur's Brandon Love & Tom Moffat

Episode 54: Matt and Taylor are joined by Brandon Love and Tom Moffat, both Mortgage Brokers at Northshore Mortgage Group from Burlington, Ontario. Brandon and Tom also co-host 2 podcasts, The Invested Entrepreneur, which helps consumers achieve financial freedom, and Commission Breath, which provides tactical information for Mortgage Brokers to scale their business. Brandon & Tom are here to discuss: → What led them to entrepreneurship and the common threads they've seen with successful e...
Feb. 20, 2024

53: Battling Misconceptions of Home Appraisals with DS Appraisers' Taylor Dedora

Episode 53: Matt and Taylor are joined by Taylor Dedora, AACI. Taylor is the Owner of DS Appraisers from Coldstream, BC, who was born and raised in Vernon. Taylor has been an appraiser since 2008, and bought DS Appraisers in 2018. Taylor is here to discuss: → The difference between BC assessments and appraisals. → How appraisals play a vital role in the real estate process and ensure fair, unbiased outcomes. → And why not all properties need to cashflow when you're investing in real estate...
Nov. 19, 2023

42: Pre-Construction Investing and Development in the Okanagan with MLA Okanagan’s Taylor Musseau

Episode 42: Matt and Taylor are joined by Taylor Musseau. Taylor is a Partner and EVP of Sales and Marketing for MLA Okanagan from Kelowna, BC, who started in real estate 15 years ago during the 2008 crisis, and now helps developer clients bring their pre-construction projects to life in the Okanagan Valley. Taylor is here to discuss: → How she's been shaping projects in the Okanagan. → How the short-term rental (STR) legislation is affecting developers. → And the market in general and whe...
Nov. 6, 2023

40: The Future of Short-Term Rentals, STR, in Kelowna with Keys to Kelowna’s Deana Steele

Episode 40: Matt and Taylor are re-joined by Deana Steele. Deana is the President of Keys to Kelowna from Kelowna, BC, which manages the top vacation rental properties in the Central Okanagan & discreetly hosts VIPs and public figures. Deana is here to discuss: → The recent short-term rental, STR, legislation passed in BC. → The importance of the city council meeting on November 21st. → And starting her own podcast. Deana's 1st KRE Appearance in Episode 16: https://www.kelownarealestatepodc...
Sept. 18, 2023

34: The Match of the Century - Real Estate vs Traditional Investing, Part 2, with Noble Pannu Wealth Management's Stefano Pannu

Episode 34: Matt and Taylor are re-joined by Stefano Pannu. Stefano is the Principal Financial Advisor at Noble Pannu Wealth Management Ltd from Kelowna, BC, who is here to debate real estate vs traditional investing in a 2 part episode. In part 2, Stefano is here to debate: → Tax efficiency. → Passive vs active investing. → And risk to reward. Part 1: https://www.kelownarealestatepodcast.com/33-stefano-pannu/ Stefano's 1st KRE Appearance in Episode 5: https://www.kelownarealestatepodcast....
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