Remote Senior Executive Assistant

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 on the most chaotic days. We thrive in the tech start-up space and always look for new ways to drive a business forward.

The Role

Your Responsibilities Will Include

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

The Fine Print

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

Ideal Profile

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 Bring

• Exceptional at proactive thinking
• Minimum of 3 years experience working with startups
• Ability to work independently and meet deadlines
• Deliberate and forward-thinking in approaching challenges
• Thrives in a collaborative yet fast-paced environment
• Passionate about being an Executive Assistant and helping others succeed
• Located in North America
• Resilient and highly motivated
• Readily adapts personal, interpersonal, and leadership behaviour, understanding that different situations may call for alternative approaches
• Extremely comfortable with new technology
• Think outside the box, and aren't afraid to ask questions and look for new/different solutions
• Loves to create order
• Creative problem-solver adapts well to change, and can independently resolve any challenges by proposing and executing solutions
• Comfortable operating with ambiguity, navigating uncertain situations, and driving for clarity
• Experience in start-up fundraising is an asset
• Can exhibit extremely high attention to detail, especially in operational responsibilities
• 10+ years as an EA, COS, or similar supporting a variety of executives and teams, preferably C-level support experience
• Extensive knowledge of GSuite, Office, Zoom, Teams, Slack, Asana, Trello, Notion

What's on Offer?

• Opportunity to make a positive impact
• Senior Executive Assistant (REMOTE). This is a remote position
• Great work culture
• Role involving team management opportunities