The Company
Our client is a well-established, high-growth organization with a strong global footprint and an exceptional leadership team. Headquartered in Vancouver, BC , they operate in a specialized, high-impact sector and are known for innovation, collaboration, and thoughtful leadership. This is the kind of environment where robust EAs are trusted, respected, and given room to grow.

What - the Role
This is a well-rounded Senior Executive Assistant role supporting key senior leadership within the organization (including senior revenue and commercial leadership and associated executive stakeholders). The position operates in a high-velocity, highly ambiguous environment and requires an EA who is able to operate independently, anticipate needs, and stay ahead of rapidly changing priorities.

Key responsibilities include

Complex, multi-time-zone calendar management in a high-volume, constantly shifting environment

End-to-end executive travel coordination (domestic and international)

Scheduling, preparing materials for, and supporting in-person and virtual meetings

Attending meetings to capture high-quality notes and drive follow-ups to completion

Managing executive inboxes and communications with strong judgment and prioritization

Supporting leadership offsites, executive summits, team dinners, and large-scale events

Coordinating high-value event budgets and cross-functional logistics

Supporting multiple senior leaders across Sales, Revenue Operations, Partnerships, and Strategy functions

High-level stakeholder management across internal and external partners

Creating executive-level presentations, documentation,



and communications

Driving operational efficiency, process improvement, and automation opportunities

Leveraging AI tools and technology to streamline and improve execution quality

This is not a reactive support role. It requires a proactive operator who identifies issues before they arise, brings forward solutions, and executes with minimal direction.

Who - the Candidate
Our client is seeking a highly proactive, fast-moving, and self-directed Senior Executive Assistant who thrives in high-performance, high-growth environments. The ideal candidate has a strong track record of supporting senior executives in complex organizations and is comfortable operating with ambiguity, urgency, and shifting priorities.

This role is best suited to someone who demonstrates:

A “proactive by default” mindset (anticipates needs before they are expressed)

Strong decision-making ability and brings recommendations, not questions

High processing speed and solid judgment under pressure

Comfort supporting multiple senior stakeholders simultaneously

Minimal need for direction or oversight

Confidence working with senior leadership and pushing back when needed

Strong organizational discipline and follow-through (“done,



confirmed, completed”)

A major requirement for success is strong AI fluency. The ideal candidate is:

AI-native or highly AI-curious

Comfortable using modern AI tools and automation platforms

Actively experimenting with technology to improve workflows

Continuously looking for ways to streamline and improve execution

Candidates with traditional EA experience are welcome, but success in this role is more strongly defined by mindset, speed, and initiative than tenure alone.

While 8+ years of experience is preferred, strong candidates with fewer years will be considered if they demonstrate exceptional capability in fast-paced, high-growth environments.

Industry background is flexible. Strong preference for experience in SaaS, technology, fintech, e-commerce, or similarly scaled organizations where the EA function operates at a high level of complexity.

How Much
Highly competitive compensation in the range of $90,000 – $105,000 CAD + equity, depending on experience and qualifications. The total compensation package includes health & dental benefits, RRSP match, unlimited PTO (minimum 20 business days), flexible work arrangements, and a strong track record of rapid compensation growth and internal promotion for high performers.

Where
Toronto-based headquarters with a hybrid work schedule requiring a minimum of 2 days in-office per week for candidates within commuting distance. Occasional flexibility required for early morning or evening meetings to accommodate global time zones.

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📌 Senior Executive Assistant (Ontario)
🏢 Swim Recruiting
📍 Ontario