Matt Di Paola

Over the past 30 years, I have helped organizations navigate change, scale with purpose and drive innovation through storytelling, culture, and values-led strategies. With deep expertise in brand & digital transformations, business strategy, organizational design, change management and coaching, I have supported C-level executives and founders to achieve global growth.   When I’m at my best, I help leaders spark optimism, build communities, and inspire change.

I’ve had the chance to call Toronto, Montreal, and now Austin home, while my work has taken me across Canada, the U.S., Indonesia, Australia, Hong Kong, Kenya, the U.K., and Colombia. Each place has deepened my perspective on how culture, creativity, and human connection can shape a brand’s story and impact.

Along the way, I’ve partnered with global icons like Netflix, Four Seasons, Audi, Google, M&M’s, and Unilever alongside impact-based organizations like Forest Carbon, World Resource Institute and Operation Prefrontal Cortex, leading creative teams across design, copy, photography, social, and video. I’ve helped agencies win Agency of the Year honors, delivered award-winning campaigns (including multiple Cannes Lions), and spoken on stages at SXSW, Banff World Media Festival, Tech Toronto and the Vancouver International Film Festival about creativity, innovation, and culture.

Beyond work, I’ve created spaces for connection and storytelling. I founded a roaming Supper Club of change-makers in Toronto, New York, Austin, and Las Vegas during cultural moments like Ad Week, SXSW, and CES, bringing together founders, creators, and community builders around the dinner table. I’ve also been on the Board of the Toronto International Film Festival, supporting an organization that celebrates storytelling in all its forms.

Outside of marketing, I’m a live music photographer and a published music journalist with Brooklyn-based publication The Pop Break — passions that keep me close to culture, creativity, and the power of shared experiences.

What I’ve loved most throughout my career — whether leading global brands, mentoring founders, or capturing stories through music and photography — is helping people feel more connected, inspired, and optimistic about what’s possible.