Kelowna Real Estate Podcast

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

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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:→ How he got into real estate, his first house flip and why he stopped flipping houses, and the strategies to be successful in the current real estate environment.→ Kelowna's best investment opportunities, his biggest investing mistakes, and his biggest investing successes.→ What he learnt in his first year of being a Realtor, advice for new Realtors, and the realities of door-knocking.
 
Chad Mckellop's Website: www.callchad.ca
Chad Mckellop's Instagram: @thechadmckillop
***
 
OUR SPONSOR
The Kelowna Real Estate Podcast is brought to you by Century 21 Assurance Realty, the gold standard in real estate. To learn more, visit: www.c21kelowna.ca
***
 
CONNECT WITH THE SHOW
Kelowna Real Estate Podcast: @kelownarealestate
Kelowna Real Estate Podcast YouTube: @KelownaRealEstatePodcast
Kelowna Real Estate Podcast Instagram: @kelownarealestatepodcast
***
CONNECT WITH MATT
Matt Glen's Website: www.mattglen.ca
Matt Glen's Email: matt.glen@century21.ca
Matt Glen's Instagram: @mattglenrealestate
***
 
CONNECT WITH TAYLOR
Taylor Atkinson's Website: www.venturemortgages.com
Taylor Atkinson's Email: taylor@venturemortgages.com
Taylor Atkinson's Instagram: @VentureMortgages
***

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

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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 industries. Brett continues to simplify and organize his life to focus on what is most important - his health, his family, and his friends.
 
Brett is a significant investor in Kelowna & the Okanagan, including the Brandt’s Creek Crossing shopping centre, Global Fitness, and the adjacent Kelowna Business Centre, KBC. He also owns the PrairieWest Centre in West Kelowna, multiple ALR lands including 70 acres of Mission Creek (next to the actual creek) and 20 acres next to Field Road (by Gallaghers Canyon), as well as a few smaller projects.
 
Brett is here to discuss:→ What brought him to start investing in Kelowna, which asset classes he targets, and if there are still opportunities to invest in BC.→ The politics that are affecting real estate in BC, the continued uncertainty around UNDRIP and Aboriginal land rights blocking investment, and the under-utilization of ALR, agricultural land reserves.→ Where Canada is at on a global scale, and the opportunities for the western provinces & territories to collaborate.
 
W. Brett Wilson's Twitter: @WBrettWilson
***
 
OUR SPONSOR
The Kelowna Real Estate Podcast is brought to you by Century 21 Assurance Realty, the gold standard in real estate. To learn more, visit: www.c21kelowna.ca
***
 
CONNECT WITH THE SHOW
Kelowna Real Estate Podcast: @kelownarealestate
Kelowna Real Estate Podcast YouTube: @KelownaRealEstatePodcast
Kelowna Real Estate Podcast Instagram: @kelownarealestatepodcast
***
CONNECT WITH MATT
Matt Glen's Website: www.mattglen.ca
Matt Glen's Email: matt.glen@century21.ca
Matt Glen's Instagram: @realmattglen
***
 
CONNECT WITH TAYLOR
Taylor Atkinson's Website: www.venturemortgages.com
Taylor Atkinson's Email: taylor@venturemortgages.com
Taylor Atkinson's Instagram: @VentureMortgages
***

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

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***
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 property and actively managed a team of real estate professionals overseeing a land portfolio worth $1.2 billion dollars.
 
Shane, a Partner of Tradecraft Consulting and also from Kelowna, BC, is a seasoned real estate professional with over two decades of experience in new development marketing, sales and operations. His career has involved pioneering new fractional real estate brands in Whistler and repositioning feasibility analysis for luxury resort homes in Bali, to complete strategic development and execution of the marketing and sales for some of the Okanagan’s most iconic developments.
 
Tradecraft Consulting delivers tailored real estate solutions for private and public sector clients. With expertise in land negotiations, pricing audits, feasibility studies, project sales and marketing, and community engagement, they help clients navigate complex development challenges in the Okanagan and beyond.
 
Jeff & Shane are here to discuss:→ Residential & commercial product types & their projected 2026 values, where potential opportunities lie, and the truth behind the time you spend in the market vs. timing the market.→ The differences between 2026 & the 2008 crash, the impact of the Cowichan Tribe court ruling, and the future of short-term rentals.→ The overall growing frustration with contradictory policies, excessive building codes that inflate costs without proportional benefits, and reactive government measures instead of targeted solutions.
 
Shane's 1st Appearance in Episode 23:
https://www.kelownarealestatepodcast.com/23-shane-styles/
Jeff's 1st Appearance in Episode 91:
https://www.kelownarealestatepodcast.com/91-jeff-hancock/
 
Tradecraft Website: www.tradecraftconsulting.ca
Tradecraft LinkedIn: @TradecraftConsulting
Jeff Hancock's LinkedIn: @JeffHancock
Shane Style's LinkedIn: @ShaneStyles
***
 
OUR SPONSOR
The Kelowna Real Estate Podcast is brought to you by Century 21 Assurance Realty, the gold standard in real estate. To learn more, visit: www.c21kelowna.ca
***
 
CONNECT WITH THE SHOW
Kelowna Real Estate Podcast: @kelownarealestate
Kelowna Real Estate Podcast YouTube: @KelownaRealEstatePodcast
Kelowna Real Estate Podcast Instagram: @kelownarealestatepodcast
***
CONNECT WITH MATT
Matt Glen's Website: www.mattglen.ca
Matt Glen's Email: matt.glen@century21.ca
Matt Glen's Instagram: @mattglenrealestate
***
 
CONNECT WITH TAYLOR
Taylor Atkinson's Website: www.venturemortgages.com
Taylor Atkinson's Email: taylor@venturemortgages.com
Taylor Atkinson's Instagram: @VentureMortgages
***

113: How to Build a Business That Serves Your Life with Real Estate Reboot's Ben Oosterveld

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***
EPISODE DESCRIPTION
Episode 113: Matt and Taylor are joined by Ben Oosterveld. Ben is the CEO of Real Estate Reboot Coaching, while also being a business & mindset coach, keynote speaker, and best-selling author. He has lived on both sides of success, from surviving a year in rehab and life on the streets to building and selling a multimillion-dollar real estate business. Today, Ben helps high-performing real estate agents build systems, teams, and mindsets that create true freedom in both business and in life.
 
Ben is here to discuss:→ What changed his outlook on life & business, why he wrote his book, "The Richest Man in Real Estate", and who the richest man in real estate really is.→ The importance of "setting your compass" to build a life by design, erasing the word "should" from your vocabulary, and being comfortable standing alone.→ The unique value adds of Ben's coaching, the difference between business vs. sales coaching, and the common objections and mistakes people making when hiring.
 
For a free copy of Ben's book, follow @benoosterveld on Instagram, and send him a DM saying "free book".
 
Ben Oosterveld's Website: www.benoosterveld.com
Ben Oosterveld's Instagram: @benoosterveld
Ben Oosterveld's LinkedIn: @BenOosterveld
Real Estate Reboot Coaching Website: www.realestaterebootcoaching.com
"The Richest Man in Real Estate" Book: https://a.co/d/gQA1HoT
***
 
OUR SPONSOR
The Kelowna Real Estate Podcast is brought to you by Century 21 Assurance Realty, the gold standard in real estate. To learn more, visit: www.c21kelowna.ca
***
 
CONNECT WITH THE SHOW
Kelowna Real Estate Podcast: @kelownarealestate
Kelowna Real Estate Podcast YouTube: @KelownaRealEstatePodcast
Kelowna Real Estate Podcast Instagram: @kelownarealestatepodcast
***
CONNECT WITH MATT
Matt Glen's Website: www.mattglen.ca
Matt Glen's Email: matt.glen@century21.ca
Matt Glen's Instagram: @mattglenrealestate
***
 
CONNECT WITH TAYLOR
Taylor Atkinson's Website: www.venturemortgages.com
Taylor Atkinson's Email: taylor@venturemortgages.com
Taylor Atkinson's Instagram: @VentureMortgages
***

112: The Cowichan Tribe Case: Unprecedented Uncertainty of BC Property Rights with Cassels Brock & Blackwell's Thomas Isaac

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***
EPISODE DESCRIPTION
Episode 112: Matt and Taylor are joined by Thomas Isaac. Tom is an Aboriginal Law Lawyer & Partner at Cassels Brock & Blackwell LLP from Vancouver, BC. Tom is a nationally recognized authority in the area of Aboriginal law, advising clients across Canada on Aboriginal legal matters and related environmental assessments, negotiations, and regulatory and constitutional issues affecting major projects. His litigation practice is national in scope and focuses on representing clients in Aboriginal related matters.
 
Tom has represented industry and government clients before the Supreme Court of Canada, Federal Court of Canada, Ontario Court of Appeal, Ontario Divisional Court, British Columbia Court of Appeal, British Columbia Supreme Court, Northwest Territories Supreme Court, Yukon Supreme Court, National Energy Board, Ontario Energy Board, and the British Columbia Environmental Appeal Board.
 
Tom is here to discuss:→ The Cowichan Tribes v. Canada ruling setting a major province-wide precedent, where else in BC is there assertion of Aboriginal title, and if the case will escalate to Canada's supreme court.→ The inherent conflict between Aboriginal and indefeasible title, the difference between reserve land and Aboriginal title, and how this is impacting BC's real estate market.→ Why the BC government needs to act, what's at stake for BC's future, and how we can move forward in reconciliation.
 
Government of BC Indigenous Relations Website: www2.gov.bc.ca/gov/indigenous-relations-reconciliation
Treaty Commissioner Website: www.otc.ca
Crown-Indigenous Relations Website: www.canada.ca/crown-indigenous-relations
 
Cassels Brock & Blackwell LLP Website: www.cassels.com
Cassels Brock & Blackwell LLP Instagram: @cassels_law
Cassels Brock & Blackwell LLP LinkedIn: @CasselsBrock&BlackwellLLP
Thomas Isaac LinkedIn: @ThomasIsaac
***
 
OUR SPONSOR
The Kelowna Real Estate Podcast is brought to you by Century 21 Assurance Realty, the gold standard in real estate. To learn more, visit: www.c21kelowna.ca
***
 
CONNECT WITH THE SHOW
Kelowna Real Estate Podcast: @kelownarealestate
Kelowna Real Estate Podcast YouTube: @KelownaRealEstatePodcast
Kelowna Real Estate Podcast Instagram: @kelownarealestatepodcast
***
CONNECT WITH MATT
Matt Glen's Website: www.mattglen.ca
Matt Glen's Email: matt.glen@century21.ca
Matt Glen's Instagram: @mattglenrealestate
***
 
CONNECT WITH TAYLOR
Taylor Atkinson's Website: www.venturemortgages.com
Taylor Atkinson's Email: taylor@venturemortgages.com
Taylor Atkinson's Instagram: @VentureMortgages
***

111: Kelowna's Unique Approach to Funding It's 2026 Billion-Dollar Budget with City of Kelowna's Doug Gilchrist

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***
EPISODE DESCRIPTION
Episode 111: Matt and Taylor are joined by Doug Gilchrist. Doug is the City Manager, also known as Chief Administration Officer (CAO), for the City of Kelowna from Kelowna, BC. Doug has worked for the city since 2004, and became the City Manager in 2018. The City of Kelowna is unique in it's low reliance on property taxation, which makes up only 20% of the city's billion dollar operational budget for 2026.
 
Doug is here to discuss:→ The billion-dollar 2026 Kelowna city budget, how it's funded, and it's top priorities including public safety & infrastructure.→ Plans for changes to short-term rentals, the growing imbalance between the development of rental & fee simple product, and the plans for the property around the marina and the Clement extension.→ Major city events driving Kelowna's economic development, the health of Kelowna's economy, and the 9% traffic increase of Kelowna's airport, which is the largest municipal-owned in the country.→ Investing in solutions for the unhoused, the legalities of tent cities, and why we need to look at bringing back the approach of mandatory care.
 
City of Kelowna Website: www.kelowna.ca
City of Kelowna Instagram: @cityofkelowna
City of Kelowna LinkedIn: @CityofKelowna
City of Kelowna YouTube: @cityofkelowna
Doug Gilchrist's LinkedIn: @DougGilchrist
***
 
OUR SPONSOR
The Kelowna Real Estate Podcast is brought to you by Century 21 Assurance Realty, the gold standard in real estate. To learn more, visit: www.c21kelowna.ca
***
 
CONNECT WITH THE SHOW
Kelowna Real Estate Podcast: @kelownarealestate
Kelowna Real Estate Podcast YouTube: @KelownaRealEstatePodcast
Kelowna Real Estate Podcast Instagram: @kelownarealestatepodcast
***
CONNECT WITH MATT
Matt Glen's Website: www.mattglen.ca
Matt Glen's Email: matt.glen@century21.ca
Matt Glen's Instagram: @mattglenrealestate
***
 
CONNECT WITH TAYLOR
Taylor Atkinson's Website: www.venturemortgages.com
Taylor Atkinson's Email: taylor@venturemortgages.com
Taylor Atkinson's Instagram: @VentureMortgages
***

110: The Current State of Downtown Kelowna with Downtown Kelowna Association's Paula Quinn

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***
EPISODE DESCRIPTION
Episode 110: Matt and Taylor are joined by Paula Quinn. Paula is the Executive Director of the Downtown Kelowna Association from Kelowna, BC, who's lived here for almost 20 years after moving to Canada 25 years ago from London, England. Also A board member of WeBC, COEDC, and the Kelowna Chamber of Commerce, Paula was awarded the 2025 Kelowna Women in Business "Women of the Year", and is a tireless advocate for local businesses, women entrepreneurs, and inclusive economic development.
 
The Downtown Kelowna Association (DKA) is responsible for marketing, promotion, furthering trade and commerce, and providing programs and services to local businesses that will assist them to thrive and grow in the Downtown core. Employing a unique approach, the DKA runs the third largest holistic safety and cleanliness initiative in British Columbia, including early morning cleanup teams and safe evening walks to cars for workers.
 
Paula is here to discuss:→ Her career so far, why she loves living downtown, and getting involved in the Downtown Kelowna Association.→ What the DKA does, their unique, holistic approach to safety & community, and how they're involved in community events & initiatives like Meet Me on Bernard.→ The current state of downtown Kelowna, if adding fast-food restaurants is a good idea, and the barriers we need to overcome to attract more people to the city's core.→ How important downtown is to Kelowna's overall economy, the mindset shifts that need to happen among downtown businesses, and the projected doubling of those living downtown by 2040.
 
Downtown Kelowna Association Website: www.downtownkelowna.com
Downtown Kelowna Association Instagram: @downtownkelowna
Downtown Kelowna Association LinkedIn: @DowntownKelownaAssociation
Downtown Kelowna Association YouTube: @downtownkelowna7882
Paula Quinn's Email: executivedirector@downtownkelowna.com
Paula Quinn's LinkedIn: @PaulaQuinn
***
 
OUR SPONSOR
The Kelowna Real Estate Podcast is brought to you by Century 21 Assurance Realty, the gold standard in real estate. To learn more, visit: www.c21kelowna.ca
***
 
CONNECT WITH THE SHOW
Kelowna Real Estate Podcast: @kelownarealestate
Kelowna Real Estate Podcast YouTube: @KelownaRealEstatePodcast
Kelowna Real Estate Podcast Instagram: @kelownarealestatepodcast
***
CONNECT WITH MATT
Matt Glen's Website: www.mattglen.ca
Matt Glen's Email: matt.glen@century21.ca
Matt Glen's Instagram: @mattglenrealestate
***
 
CONNECT WITH TAYLOR
Taylor Atkinson's Website: www.venturemortgages.com
Taylor Atkinson's Email: taylor@venturemortgages.com
Taylor Atkinson's Instagram: @VentureMortgages
***

109: Looking Through the Crystal Ball of Canadian Real Estate with Avesdo Technologies' Ben Smith

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***
EPISODE DESCRIPTION
Episode 109: Matt and Taylor are joined by Ben Smith. Ben is the President & CEO of Avesdo Technologies from Vancouver, BC, and a pioneer in digital marketing within the real estate development industry and more recently is leading the way for digital sales.
 
Having marketed more than 15,000 homes and launched hundreds of new communities, Ben's leadership in digitizing the new home sales process was solidified in 2020 when he led a developer to the first online sales transaction in Canada. His experience and commitment has made him a trusted leader to set a path for the new home sales and marketing industry into a more digital future.
 
Avesdo provides a single, integrated Transaction Management Software (TMS) solution for new home sales, built to manage the unique processes and data associated with new home transactions and their evolution through the entire lifecycle of development. Avesdo has helped hundreds of developers to transact tens of thousands of homes worth billions of dollars.
 
Ben is here to discuss:→ His journey in real estate, what Avesdo does, and how Boomers play a huge role in Canadian real estate.→ When the data showed we were going to have a housing problem, Canada's difficulty with project financing, and what's selling right now for pre-sales.→ Possible solutions to help the housing crisis, current market opportunities, and predictions for 2026 & 2027.
 
Avesdo Website: www.avesdo.com
Avesdo Instagram: @avesdo.technologies
Avesdo LinkedIn: @Avesdo
Ben Smith's LinkedIn: @BenSmith
***
 
OUR SPONSOR
The Kelowna Real Estate Podcast is brought to you by Century 21 Assurance Realty, the gold standard in real estate. To learn more, visit: www.c21kelowna.ca
***
 
CONNECT WITH THE SHOW
Kelowna Real Estate Podcast: @kelownarealestate
Kelowna Real Estate Podcast YouTube: @KelownaRealEstatePodcast
Kelowna Real Estate Podcast Instagram: @kelownarealestatepodcast
***
CONNECT WITH MATT
Matt Glen's Website: www.mattglen.ca
Matt Glen's Email: matt.glen@century21.ca
Matt Glen's Instagram: @mattglenrealestate
***
 
CONNECT WITH TAYLOR
Taylor Atkinson's Website: www.venturemortgages.com
Taylor Atkinson's Email: taylor@venturemortgages.com
Taylor Atkinson's Instagram: @VentureMortgages
***

108: The Current Challenges Facing Restaurants in Kelowna with Salt & Brick's Casey Greabeiel

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***
EPISODE DESCRIPTION
Episode 108: Matt and Taylor are joined by Casey Greabeiel. Casey, an experienced restaurant entrepreneur from Calgary, Alberta, owns multiple restaurants in Kelowna including Salt & Brick (of which he also owns a location in Calgary), Diner Deluxe, and is a Co-Founder of Pretty Not Bad (PNB). In addition, Casey is the VP of Operations for GRETA, an arcade bar with locations in Edmonton, Calgary, Vancouver, Toronto, and soon to be Winnipeg.
 
Casey is here to discuss:→ His history in the restaurant industry, how he ended up owning multiple restaurants in Kelowna, and where Casey is opening his next restaurant.→ What key factors make it difficult to run a restaurant in Kelowna, and why the Meet Me on Bernard program keeps shrinking. → The unique impact of short-term rental legislation on Kelowna businesses, and if Kelowna has lost the trust of the business community.
 
Casey Greabeiel's LinkedIn: @CaseyGreabeiel
Casey Greabeiel's Instagram: @caseygreabeiel
Salt & Brick (Kelowna) Instagram: @saltandbrick_
Pretty Not Bad Instagram: @prettynotbadylw
Diner Deluxe Instagram: @dinerdeluxeylw
Salt & Brick (Calgary) Instagram: @saltandbrickyyc
GRETA Website: www.gretabar.com
***
 
OUR SPONSOR
The Kelowna Real Estate Podcast is brought to you by Century 21 Assurance Realty, the gold standard in real estate. To learn more, visit: www.c21kelowna.ca
***
 
CONNECT WITH THE SHOW
Kelowna Real Estate Podcast: @kelownarealestate
Kelowna Real Estate Podcast YouTube: @KelownaRealEstatePodcast
Kelowna Real Estate Podcast Instagram: @kelownarealestatepodcast
***
CONNECT WITH MATT
Matt Glen's Website: www.mattglen.ca
Matt Glen's Email: matt.glen@century21.ca
Matt Glen's Instagram: @mattglenrealestate
***
 
CONNECT WITH TAYLOR
Taylor Atkinson's Website: www.venturemortgages.com
Taylor Atkinson's Email: taylor@venturemortgages.com
Taylor Atkinson's Instagram: @VentureMortgages
***

107: Why a Good Lawyer is Crucial in a Real Estate Transaction with Pushor Mitchell LLP's Patrick Bobyn

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***
EPISODE DESCRIPTION
Episode 107: Matt and Taylor are joined by Patrick Bobyn. Patrick is a Partner at Pushor Mitchell LLP from Kelowna, BC, who's also the Vice-President of the Board of Directors for the Kelowna Chamber of Commerce. Patrick's practice areas are primarily business law, real estate, and financial institution security. He places an emphasis on building a trusting relationship with those he works with, while focusing on providing efficient, effective, and cost-friendly services to his clients.
 
Pushor Mitchell LLP is a full-service law firm, and the largest firms outside the lower mainland, with a team of over 50 lawyers and over 100 staff serving clients across Western Canada and the U.S. Established in 1906, the Kelowna Chamber of Commerce is a not-for-profit organization improving the effectiveness of doing business for it's members in the Okanagan valley. It is a major catalyst for business growth and partnerships within a diverse and fast-growing business community.
 
Patrick is here to discuss:→ His role in the Kelowna COC, the state of small businesses in Kelowna, and how you can get involved the Kelowna COC.→ The lawyer's role in a real estate transaction, purchase contracts & holdbacks, and the impact of price reductions or credits at closing.→ Compliance changes with title insurance, the first-time homebuyers GST rebate, and what happens if sellers can't afford Realtor commissions.
 
Kelowna Chamber of Commerce Website: www.kelownachamber.org
Kelowna Chamber of Commerce LinkedIn: @KelownaChamber
Pushor Mitchell Website: www.pushormitchell.com
Pushor Mitchell LinkedIn: @PushorMitchellLLP
Pushor Mitchell Instagram: @pushormitchell
Patrick Bobyn's LinkedIn: @PatrickBobyn
***
 
OUR SPONSOR
The Kelowna Real Estate Podcast is brought to you by Century 21 Assurance Realty, the gold standard in real estate. To learn more, visit: www.c21kelowna.ca
***
 
CONNECT WITH THE SHOW
Kelowna Real Estate Podcast: @kelownarealestate
Kelowna Real Estate Podcast YouTube: @KelownaRealEstatePodcast
Kelowna Real Estate Podcast Instagram: @kelownarealestatepodcast
***
CONNECT WITH MATT
Matt Glen's Website: www.mattglen.ca
Matt Glen's Email: matt.glen@century21.ca
Matt Glen's Instagram: @mattglenrealestate
***
 
CONNECT WITH TAYLOR
Taylor Atkinson's Website: www.venturemortgages.com
Taylor Atkinson's Email: taylor@venturemortgages.com
Taylor Atkinson's Instagram: @VentureMortgages
***