The Coffee with Crainer Show

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.

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.

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.

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.

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.

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.

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.

This week on Coffee with Crainer, we explore the heart of public service in Windsor, where Councilor Renaldo Agostino’s vision, drive, and dedication are shaping the city’s future. Hear how he channels his commitment, community focus, and personal values to create meaningful initiatives that positively impact residents and strengthen Windsor’s neighborhoods.

In this episode of Coffee with Crainer, we sit down with the CEO of CHC to explore what it really takes to lead one of the region’s largest community housing organizations. From navigating a housing crisis to strengthening tenant communities, discover how vision, compassion, and leadership come together to support over 12,000 residents across Windsor-Essex.

This week on Coffee with Crainer, we sit down with Tyler Soulliere, Realtor at Signature Group Realty and President of TySoull Investor, who has turned his love for real estate into a thriving Windsor–Essex portfolio while sharing the challenges, surprises, and lessons that come with managing properties and building long-term wealth.