Executive Assistant to the CEO

Rise People

Full-time Other-General
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Location
calgary, ab, Canada
Posted
June 14, 2026

Job Description

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

Weโ€™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. Youโ€™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. Youโ€™re comfortable managing confidential information, navigating ambiguity, ...