Imagine the challenge of discovering your authentic self while launching a business at just 19. Chantelle Little, Founder and CEO of Tiller, takes us through her journey of discovering her passion for marketing at a young age and the early days of building her company from her parents' loft. Chantelle discusses the struggles she faced as a young entrepreneur, including the pressure to overcompensate for her age and the challenges of scaling her business.

A pivotal moment in her career came when she realized the need to embrace her authentic self and shed the limiting beliefs that were holding her and Tiller back. Chantelle also shares how investing in company culture and personal health became essential parts of her growth as a leader. Her story is a powerful reminder that the path to success is not just about technical skills or business strategies but also about personal growth, resilience, and authenticity.

About Chantelle Little

Chantelle Little is the Founder and CEO of Tiller, a web and brand agency serving B2B software brands. She founded Tiller in 2008 at just 19 years old and has scaled it to a multi-million dollar agency with clients across Canada and the U.S.

Chantelle is an active supporter of the tech ecosystem and deeply passionate about elevating B2B brands to reach their true potential. She is widely known for her motto: No Ceilings.

Some of Chantelle’s other achievements include:

• 2023 Top 40 Under 40 List, Avenue Magazine
• 2023 Notable Entrepreneur of the Year, Notable Awards
• EY Entrepreneur of the Year Prairies Finalist
• Calgary City Champion for Lemonade Day, a kids’ entrepreneurship program she brought to Calgary

Resources discussed in this episode:

• Niche Down
• Lemonade Day

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Contact Thin Air Labs: 

• Website: ThinAirLabs.ca
• LinkedIn: Thin Air Labs
• X: Thin Air Labs
• YouTube: Thin Air Labs

Contact Chantelle Little: 

• Website: tillerdigital.com
• Instagram: @tillerdigital
• LinkedIn: Tiller Digital
• LinkedIn: Chantelle Little