Executive Assistant to the CEO

EXECUTIVE ASSISTANT | Full-time, permanent

Works onsite in Calgary, AB

Work schedule: 8:00 AM - 4:30 PM

Mandatory in-office days are Monday, Tuesday, and Friday

Remote optional days are on Wednesday and Thursday

About the role

We’re looking for a highly experienced, proactive Executive Assistant to serve as a trusted partner to Chantelle Little, Founder & CEO of Tiller.

The right candidate will own key initiatives, bring structure to complex priorities, and operate with strong judgment, discretion, and autonomy. You’ll act as an extension of the CEO, anticipating needs, managing critical workflows across sales and operations, and ensuring nothing important falls through the cracks.

You thrive in a fast-paced environment, think several steps ahead, communicate clearly, and take pride in delivering high-quality work with minimal oversight. You’re comfortable managing confidential information, navigating ambiguity, ...