How it works
Helping values-based leaders navigate growth, build culture, and create sustainable impact.
With deep experience across entertainment, consumer, tech and climate sectors, I bring a pragmatic and creative approach to navigating growth: sharpening positioning, clarifying strategy, aligning teams, and unlocking new opportunities for revenue and relevance. The result? Brands that lead with heart and win with impact.
Executive Coaching & Leadership Development
Executive coaching enables values-driven leaders to scale with purpose. Using focused 1:1 sessions and actionable tools, I help you:
- Lead growth with clarity and confidence
- Build authentic brands and thriving, values-aligned cultures
- Make decisions that drive impact and performance
- Stay grounded and purpose-driven as you scale
For leaders who want to grow wisely, lead boldly, and create lasting impact.
Digital Transformation & Innovation
Advise startups and scale-ups on how to turn vision into scalable, purpose-driven growth. Through hands-on strategy and agency partnerships I can help you:
- Build digital-first, customer-centered experiences
- Evolve brand and marketing to match business momentum
- Foster agile, innovation-ready teams
- Scale with clarity, speed, and impact
For founders ready to lead the next wave of growth.
Brand Strategy & Demand Generation
Partner with brands to stand out, scale up, and stay true to their purpose. Through strategy and hands-on leadership, I can help you:
- Clarify brand positioning and narrative
- Build marketing engines that drive demand and revenue
- Connect brand, culture, and growth strategy
- Equip teams to market with creativity and impact
For leaders ready to turn brand into a true growth driver.
Culture Building Through Technology
Collaborate with partners like Forward Studio and Fandrop to help brands build culture through technology and storytelling. Together, we help you:
- Create immersive, tech-enabled brand experiences
- Design platforms that foster community and engagement
- Blend digital innovation with cultural relevance
- Drive brand love, loyalty, and lasting impact
For leaders who see technology as a canvas for culture.
Blog updates
Testimonials.
Voices from the Leaders I have worked with
Matt worked with YLabs as an expert advisor with Rippleworks. He spent several months, coaching and advising our leadership team as we navigated an organizational re-design hot of the heels of the COVID-19 pandemic. Matt has an incredible combination of real world experience, creativity, pragmatism and a focus on staff morale and well-being that made him the perfect fit as an expert advisor on this project. His one line advice nuggets could fill a management book alone. By the time we implemented the org redesign, we felt confident that we had worked though all the scenarios and were really well-prepared for any response, as a result of having collaborated with Matt. He really went above and beyond to understand our organizational values, culture, and mission and also gave extra time to think through some of the tougher challenges. This really helped transform our org, and our problem-solving skills as a team.
Dr. Rebecca Hope, MD, MPH, Former CEO YLabs
Matt Di Paola is a rarity in his field – a strategist, visionary, creative and above all very likeable. Matt’s thinking is on the leading edge of technology and he is deeply fluent in digital thinking and culture. Being a true digital native, Matt is able to unearth big insights and make them relevant to a client’s business challenge or new business pitch. His knowledge of digital marketing trends is impressive, and often is leading the charge in the industry. Beyond being a subject matter expert, Matt has an incredible ability to connect with clients and see business opportunities where others only see barriers. Matt is a fiercely intellectual, but also completely charming. I had the pleasure to work with Matt at MediaCom Canada and it was one of the most enjoyable and rewarding times at the agency, largely due to his demeanor and leadership.
Shannon Lewis, President CMDC
Matt is that rare breed of professional that combines an irresistible one-two punch of visionary thinking and supreme relationship-building skills. His ability to communicate in an accessible fashion what the distant future looks like is a talent valued by both colleagues and clients, who turn to him as a qualified sherpa to navigate a turbulent media, technology and communications landscape. As a manager, I always felt Matt sought to elevate and empower his employees, earning their trust and ensuring their continued professional growth
Kevin Keane, Founder & CEO, Brainsights
Matt Di Paola - The Fractional CMO 