All About The City Of Kelowna 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: ...
May 1, 2026

121: Inside Kelowna's Most Pressing Challenges & Ambitious Future Plans with Mayor Tom Dyas

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 121: Matt and Taylor are joined by Tom Dyas, the Mayor of Kelowna, who was elected for the first time in 2022. Tom moved from Toronto to BC in 1986 to be the executive sous chef at Expo. He then went on to be executive chef of Delta Hotels in Whistler. In May of 1987 Tom went into the insurance and financial industry creating his own company, TD Benefits, which he has proudly owned and operated ever since. O...
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...
March 17, 2026

118: The Secret Sauce to Developing Net-Zero Homes While Staying Profitable with Highstreet's Scott Butler

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 118: Matt and Taylor are joined by Scott Butler. Scott is the CEO of Highstreet Ventures Inc. from Kelowna, BC, who became CEO in 2022 after being their President since 2010. Highstreet is the only BC-based real estate development company that develops, builds, sells, and operates net-zero (step 4) energy ready condos and rentals, while also focusing on creating community for it's residents. Since 2006, they've built over...
March 3, 2026

117: The bibidi App: Buy Back Your Time with the Uber of Home Management with bibidi's Kylee Wilson

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 117: Matt and Taylor are joined by Kylee Wilson. Kylee is a Co-Founder & the Director of Community Partnerships of bibidi from the Greater Kelowna Metropolitan Area in BC, who is also a Fundraiser for UBCO. Kylee is a natural strategist who blends big-picture vision with down-to-earth care, who channels her love for people and spreadsheets into making bibidi’s vision happen. Founded in Kelowna, bibidi's mission is to conn...
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 ...
Dec. 9, 2025

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

WATCH ▶️ Watch this episode on YouTube *** 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 her...
Nov. 25, 2025

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

WATCH ▶️ Watch this episode on YouTube *** 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 busine...
Oct. 28, 2025

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

WATCH ▶️ Watch this episode on YouTube *** 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 soo...
Oct. 21, 2025

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

WATCH ▶️ Watch this episode on YouTube *** 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 ...
June 24, 2025

101: Bringing Eminence at Knox Mountain's Resort-Style Living to Kelowna with Meridian Development's Colleen Wilson

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 101: Matt and Taylor are joined by Colleen Wilson. Colleen is the Co-Founder, Owner, President, & CEO of Meridian Development from Saskatoon, Saskatchewan, a real estate development corporate brand and winner of several Heritage Awards. Meridian primarily develops and constructs residential projects from luxury condominiums and hotels to massive innovative university student housing projects, including the beautiful...
May 27, 2025

99: What the Next Year Holds for Kelowna Real Estate & Infrastructure with City of Kelowna's Ryan Smith

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 99: Matt and Taylor are joined by Ryan Smith. Ryan is the Divisional Director of Planning and Development Services for the City of Kelowna from Kelowna, BC, one of the busiest planning and development teams in Canada. Ryan has worked for the city of Kelowna for more than 20 years, and won numerous awards for leadership, volunteerism, and his commitment to helping others. Ryan's 1st Appearance in Episode 39: ht...
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 ...
Dec. 18, 2024

87: The Start of Single-Family Home Extinction with NobleTerra Developments' Curtis Mitchell

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 87: Matt and Taylor are joined by Curtis Mitchell. Curtis, originally from Calgary, Alberta, studied Architectural Technologies at SAIT from 2015 to 2017, and has since been involved in home designing, house flipping, and new construction development in Kelowna. Curtis has founded and is the Principal at both CM Designs (2020), and NobleTerra Developments (2022). Together, they create an all-in-one development compa...
Nov. 26, 2024

85: Why You Never Buy the Nicest House on the Street with Lawrenson Walker Appraisers' Derek Funk

WATCH ▶️ Watch this episode on YouTube *** EPISODE DESCRIPTION Episode 85: Matt and Taylor are joined by Derek Funk, B.A. CRA, P. App.. Derek is the Managing Partner at Lawrenson Walker Appraisers Okanagan from Kelowna, BC, with a background in real estate sales as well as construction. Founded in 1992, Lawrenson Walker Appraisers are leaders in the field of residential real estate appraisal and consulting, and currently serve locations in Alberta and BC. Derek is here to discuss...
Oct. 8, 2024

80: The Power of the Independent Candidate in the 2024 BC Election with Ashley Ramsay, MLA Candidate for Kelowna-Mission

WATCH ▶️ Watch this episode on Youtube *** EPISODE DESCRIPTION Episode 80: Matt and Taylor are joined by Ashley Ramsay. Ashley, from Kelowna, BC, is running as a MLA candidate in the Kelowna-Mission riding as an Unaffiliated Independent in the upcoming 2024 BC provincial election. As a Founder of Yeti Farm Creative, which has created hundreds of jobs right here in Kelowna, Ashley's strong background in entrepreneurship and tech has made her a leading voice in the region for years. As...
Oct. 1, 2024

79: Using Data to Micro-Analyze the Market and Create Opportunities with Century 21's Dean Desrosiers

WATCH ▶️ Watch this episode on Youtube *** EPISODE DESCRIPTION Episode 79: Matt and Taylor are re-joined by Dean Desrosiers. Dean is an Owner/Partner, Broker, and Coach at Century 21 Assurance Realty Ltd. from Kelowna, BC, which has been ranked one of the top 5 Century 21 franchises in all of Canada since 2019. Dean entered real estate in 2008 and since joining Century21, he has achieved Centurion® status each year. In 2018, Dean became a certified real estate coach and was elected to the Oka...
Sept. 3, 2024

76: Back to School - How to Thrive in the Current Real Estate Market with Royal Lepage Kelowna's Wade Webb

WATCH ▶️ Watch this episode on Youtube *** EPISODE DESCRIPTION Episode 76: Matt and Taylor are joined by Wade Webb. Wade is the Broker/Owner at Royal Lepage Kelowna from Kelowna, BC, who's been in the real estate industry for over 30 years. In 2004, Wade founded AgentsBoost.com, which offers a complementary blend of professional and personal coaching for real estate professionals to fuel their success. Wade is also the author of "The Lazy Realtor", which goes into great detail on all t...
July 30, 2024

72: How the Provincial Housing Bills are Impacting the City with Kelowna City Planner Adam Cseke

WATCH ▶️ Watch this episode on Youtube *** EPISODE DESCRIPTION Episode 72: Matt and Taylor are re-joined by Adam Cseke. Adam is a Senior City Planner for the City of Kelowna from Kelowna, BC, who was previously on the show in episode 15. He is here to update us on the changes going on in the city, how the new provincial housing bills are impacting Kelowna, and how the city feels about these bills. Adam is here to discuss: → The hardest part of the zoning changes, the parameters of suburban ...
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