Chantelle Little
Founder & CEO at Tiller Digital
Bio Info
Chantelle Little is the Founder and CEO of Tiller Digital, a Calgary-based agency helping B2B SaaS and tech companies scale through smart strategy, powerful storytelling, and purpose-driven design.
After launching Tiller at just 19, Chantelle built it from a one-woman startup into a leading digital partner for North American software brands. Her team helps ambitious founders and 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.
Outside of work, Chantelle is committed to sparking entrepreneurial spirit in the next generation through Lemonade Day Calgary, a youth entrepreneurship program she helped bring to the city.
Previous Interviews
Beyond High Performance
Greatest Hits: Breaking Limiting Beliefs to Achieve Scalable Growth, with Chantelle Little
INspired INsider Podcast
[Top Agency Series] Building Your B2B SaaS Success Story With Chantelle Little of Tiller Digital
The Founder Mindset
S02|09: Embracing Authenticity: The Journey of Chantelle Little, Founder and CEO of Tiller
Calgary Business Podcast
Episode 131 | Chantelle Little, Founder and CEO of Tiller Digital
Topic Suggestions
Beyond the Buzzwords: Building a B2B Brand That Actually Connects
How tech companies can cut through the noise with authenticity, clarity, and customer empathy.
The Founder-to-CEO Transition: Letting Go to Scale Up
Chantelle’s personal journey from hands-on founder to strategic CEO—and what every entrepreneur learns the hard way.
Scaling SaaS with Strategy, Not Chaos
The difference between reactive marketing and a clear, scalable growth system for B2B SaaS leaders.
Brand as a Business Asset, Not a Beauty Project
Why brand strategy is a growth tool (not a design exercise) and how to tie creative to ROI.
Why Storytelling Is the Most Underrated Growth Lever in B2B
How narrative clarity transforms everything—from product adoption to sales enablement.
How to Build a Marketing Team That Thinks Like Owners
Lessons on cultivating accountability, innovation, and culture inside fast-moving SaaS companies.
Marketing in the Age of AI: What Changes, What Stays Human
How to embrace AI without losing the creativity, emotion, and context that make marketing work.
From Local Startup to North American Partner: What It Takes to Build a Scalable Agency
The behind-the-scenes story of growing Tiller Digital and helping SaaS leaders do the same.
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