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Episodes
Live interviews with industry professionals discussing their stories and recommendations for today’s emerging leaders.
Episodes

Apr 22, 2026
Apr 22, 2026
20 min
In this episode of Coffee with Crainer, we sit down with Alexandria Masse to track her journey from a Windsor-born artist to a creative force on the global stage. Join us as we step into her imaginative world, where backyard insects and childhood memories are transformed into avant-garde wearable art and massive soft sculptures. Let’s all discover together how Alexandria channels the subconscious to challenge the boundaries of craft while staying rooted in the community that shaped her vision.

Apr 15, 2026
Apr 15, 2026
15 min
On this week’s Coffee with Crainer, Robbie Durling reveals the principles that transform student leadership into meaningful community impact. From building trust and cultivating campus spirit to highlighting the success of his peers, Robbie demonstrates how young professionals can create thriving cultures and accelerate connection. Join us to discover how his mission to inspire those around him is setting a new standard of excellence for the next generation.

Apr 8, 2026
Apr 8, 2026
27 min
In this episode of Coffee with Crainer, we connect with Vince Lapico, President of VLC Custom Homes, to explore the evolution of custom building in Windsor-Essex. Discover how Vin ce blends modern agility with classic craftsmanship to navigate complex builds and high-end renovations. From the first blueprint to the final walkthrough, learn how his commitment to transparency and credibility ensures every project exceeds expectations and stands the test of time.

Mar 11, 2026
Mar 11, 2026
23 min
In this episode of Coffee with Crainer, we step into the high-stakes world of Frank Fazio, a man who has spent 30 years decoding the invisible threats of the digital age. From the adrenaline of global hacker competitions to the heart of Canadian municipalities, Frank is rewriting the script on how we protect what matters most. Join us as we explore his unique gift for turning complex fears into clear, empowering strategies, proving that in a world of AI and algorithms, our greatest strength is still the human connection.

Mar 4, 2026
Mar 4, 2026
25 min
In this episode of Coffee with Crainer, we sit down with Duncan Wilson, The Mortgage Scotsman, to explore the mindset behind his success. From solving complex financing challenges to creating new investment opportunities, discover how vision, discipline, and a passion for community are driving his mission to build more than wealth but legacy.

Feb 11, 2026
Feb 11, 2026
18 min
In this episode of Coffee with Crainer, we explore the grit and growth of WINCRETE through the eyes of Co-Owner Denis Skenderovic. From pulling concrete alongside his crew to managing complex general contracting projects, Denis proves that true leadership starts with getting your hands dirty. Learn how his dedication to quality workmanship and community trust has turned a two-man startup into a powerhouse shaping the Windsor-Essex landscape.

Jan 21, 2026
Jan 21, 2026
27 min
On this episode of Coffee with Crainer, we step inside the world of a Chief Growth Officer shaping AI for the future. From designing systems that scale businesses to tackling ultra-endurance challenges, Jake shares how discipline, strategy, and a growth mindset fuel both personal and professional achievement. Listen in for insights that blend technology, leadership, and human potential.

Jan 14, 2026
Jan 14, 2026
19 min
This week on Coffee with Crainer, we explore the journey of Meg Roberts, Windsor’s trusted morning radio host. From local newsrooms to the live airwaves, Meg has turned her passion for storytelling into a career that informs, engages, and inspires. Tune in to hear how she brings headlines to life while creating connections that make a difference across her community.

Dec 31, 2025
Dec 31, 2025
19 min
In this episode of Coffee with Crainer, we step inside the WSO’s upcoming season with Executive Director Patti Lauzon. From guest conductors and student collaborations to Messiah concerts across four churches and the much-loved Holiday Pops, hear how music, community, and tradition are coming together.

Dec 24, 2025
Dec 24, 2025
18 min
On this week’s Coffee with Crainer, Noah Fleming reveals the principles that turn ordinary customer interactions into extraordinary business outcomes, sharing lessons on building loyalty, cultivating trust, and uncovering untapped revenue, while showing how leaders can create thriving cultures, accelerate growth, and deliver meaningful impact beyond the numbers.
