Chantelle Little
Founder & CEO at Tiller Digital

Bio Info
Chantelle Little is the Founder and CEO of Tiller Digital, a Calgary-based digital marketing agency helping B2B SaaS and tech companies scale through strategic, customer-centric marketing.
After launching Tiller at just 19, Chantelle built it from a one-woman startup into a multi-million dollar agency serving software brands across North America. Her team helps ambitious marketing leaders find clarity in their message, consistency in their brand, and confidence in their growth strategy.
Known for her thoughtful leadership and creative edge, Chantelle blends entrepreneurial grit with deep marketing expertise. She’s passionate about helping B2B companies communicate like humans again—translating complex technology into compelling narratives that build trust and drive adoption.
Chantelle is an active supporter of the tech ecosystem and committed to sparking entrepreneurial spirit in the next generation. She was recently named an EY Entrepreneur of the Year Finalist, and is widely known for her motto: No Ceilings.
Previous Interviews
Topic Suggestions
Breaking Through: Building a B2B Brand That Actually Connects
How SaaS companies can cut through the noise with authenticity, clarity, and customer empathy to build high-growth brands rooted in customer insights.
The High-Leverage Founder: Systems and Habits That Enable Scale
Chantelle’s personal journey from hands-on founder to strategic CEO, and the mindset shifts that allowed her to scale a multi-million dollar agency.
Marketing Discipline: The Path to Scalable Growth
The importance of building marketing discipline before chasing scale, and how brand clarity, consistent messaging, and structured experimentation create a scalable growth system for B2B marketing leaders.
The Future of SaaS Growth: A Single System Powered by Brand + Demand
How to unlock more predictable pipeline by treating brand and demand together as a growth system, not competing priorities.
Why Brand Differentiation Is the Most Underrated Growth Lever in B2B
How brand differentiation and narrative clarity transform everything, from strategic alignment across teams to campaign effectiveness and sales velocity.
How to Build a High-Performance Team
Lessons on cultivating accountability, innovation, and culture inside fast-moving companies.
Rethinking Marketing Goal Setting: The Path to Executive Buy-In and Predictable Growth
A practical look at how clearer, revenue-grounded goals turn marketing into a trusted executive partner.
From Lemonade Stands to Leadership: What Early Entrepreneurship Teaches for Life
Why exposing young people to entrepreneurship, ownership, and real-world problem solving earlier creates more capable, confident leaders long before they enter the workforce.
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