The Coffee with Crainer Show

Beyond the Build: The Unseen Grit That Powers the Vision of Rock Developments — Live with Rocco Tullio

In this episode of Coffee with Crainer, we sit down with Rocco Tullio, the self-made entrepreneur and CEO of Rock Developments. With decades of experience in land development and a keen eye for opportunity, Rocco has spent his career striving to enhance local communities through strategic growth. Join us as we explore the industry knowledge and 'tenacious work ethic' that has promised meaningful returns across all of his business endeavors.

The Wastewater Visionary: Revolutionizing the Underground with Modern Engineering — Live with Daryl Rocheleau

In this episode of Coffee with Crainer, we go behind the scenes with Daryl Rocheleau to see how he manages a trifecta of successful companies like Poo Pit and SheaRock. Join us as we dive into his commitment to the Entrepreneurial Operating System and his philosophy of leading through clarity and long-term alignment. Let's all discover together how Daryl balances high-level strategy with a real-world work ethic to build businesses that are as resilient and reliable as the products they create.

The Fibre Visionary: Weaving Heritage, Whimsy, and Viral Success — Live with Alexandria Masse

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.

The Soul of the SSAA: A Director’s Mission to Build a Lasting Campus Culture — Live with Robbie Durling

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.

The Custom Homes Visionary: Defining Excellence in Modern Custom Homes — Live with Vince Lapico

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.

The Digital Guradian: Protecting Communities We Call Home — Live with Frank Fazio

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.

The Mortgage Scotsman: Building Windsor’s Private Lending Powerhouse - Live with Duncan Wilson

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.

Solid Foundations: Building Dreams and Community in Concrete - Live with Denis Skenderovic

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.

AI in Motion: Inside the Life of a Chief Growth Officer - Live with Jake Schincariol

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.

From Headlines to Human Stories: Life as a Morning Radio Host - Live with Meg Roberts

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.