Senior Executive Assistant (REMOTE) Job at Take It Easy Group, Canada

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  • Take It Easy Group
  • Canada

Job Description

Job Description

Job Description

Salary: $80K / Year and up

*This is a remote position*

Who Are We?

Take It Easy is a group of passionate fractional Executive Business Partners who are on a mission to redefine how CEOs and Founders scale their businesses.


We are a remote first company , and are disrupting the way people think of the executive support world. We are more than just fractional assistants for hire; we are strategic thinkers who know how to scale systems and processes to drive revenue, and we are calendar and email pros who can maximize efficiency in the most chaotic days. We thrive in the tech start-up space and always look for new ways to drive a business forward.


Who Are You?
You're a seasoned Executive Assistant know knows what it means to be a strategic business partner, or a Chief of Staff (CoS) who thrives in supporting start-up growth. You know you are more than cookie-cutter support staff and have the experience to prove it! You are looking to break free from the corporate world and become a part of a company where we support growth and build businesses.

What You'll Do:

  • Maximize the clients efficiency - you are on top of their inbox, responding on their behalf and keeping the operation running smoothly
  • Calendar Management - clients know where they are supposed to be and when, their materials are prepped and their calendars reflect their ideal days
  • Operations Management - from creating SOPs, external and internal presentations and taking meeting minutes, you are organized and driving clients goals
  • When necessary, represent the CEO/Founder by attending meetings in their absence and speaking on their behalf
  • Manage event planning and travel/accommodations/arrangements
  • Organize and coordinate executive outreach and external relations
  • Assist with managing Board of Directors
  • Record and submit expense reports
  • PA duties, including gifting, reservations, confirming appointments, personal travel, etc.
  • Other ad hoc duties to keep a start up running smoothly


What You Bring:

  • Thrives in a collaborative yet fast-paced environment - You must prove to us that you are comfortable working with up to 3 different clients at one time and managing priorities seamlessly throughout the day
  • Can exhibit extremely high attention to detail, especially in operational responsibilities
  • Readily adapts personal, interpersonal, and leadership behaviour, understanding that different situations may call for alternative approaches
  • Extensive knowledge with GSuite, Office, Zoom, Teams, Slack, Asana, Trello, Notion
  • Creative problem-solver, adapts well to change, and can independently resolve any challenges through proposing and executing solutions
  • Deliberate and forward thinking in approaching challenges
  • Comfortable operating with ambiguity, navigating uncertain situations, and driving for clarity
  • Think outside the box, and aren't afraid to ask questions and look for new/different solutions
  • Loves to create order
  • Resilient and highly motivated - Grit is our fav core value and we take it VERY SERIOUSLY!
  • Exceptional at proactive thinking
  • Ability to work independently and meet deadlines
  • Passionate about being an Executive Assistant and helping others succeed

Education, Experience, and Licensing Requirements:

  • 7+ years as an EA, COS, or similar supporting a variety of executives and teams, preferably C-level support experience
  • Minimum of 1 year experience working with startups
  • Extremely comfortable with new technology
  • Experience in start up fundraising an asset
  • Located in North America

The Fine Print:

  • Working hours: Monday Friday office hours, with additional time as needed (we are EAs after all!)
  • Looking at hiring all time zones
  • 4 weeks PTO
  • Company-wide shutdown the last week of the year
  • Medical and Dental Benefits
  • Being part of an amazing group of EAs who are supportive, fun, and passionate about helping others
remote work

Job Tags

Monday to Friday,

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