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Executive Assistant

  • Remote
    • Toronto, Ontario, Canada

Job description

WHO WE ARE:

Jumpfactor is an award-winning, 7-time Growth500 Fastest Growing Agency in Canada. We are a dynamic, fast-paced, and highly specialized digital marketing agency focused on helping Managed Service Providers (MSPs) and B2B tech companies achieve massive growth. With over $1.6 Billion in client revenue generated, we are recognized globally as a top-tier MSP growth expert. We are the largest pure digital agency in our niche with plans to grow 5X in the next four years.


ROLE OVERVIEW:

We are currently looking for an experienced and highly organized Executive Assistant. The Executive Assistant will be a key partner in ensuring smooth execution of executive tasks and projects. The ideal candidate will have 3–7 years of experience demonstrating exceptionally strong organizational, communication, and problem-solving skills while supporting 1-2 executives.

You are proactive and driven, in line with our core value of tenacity. You will act as a primary liaison for internal and external matters, and also support strategic initiatives. The objective is to keep the executive highly productive in his zone of highest value, while guarding his time and eliminating anything that can be taken off his plate.

The company is looking to grow 5X in size in the coming 4 years. This is an extremely fast-paced environment, which provides for rapid growth opportunities. As the role evolves, you'll have the opportunity to advance into a Senior/Director-level position within 2-3 years of a strong track record in the role, where you'll delegate executive assistant duties to junior assistant(s), allowing you to take on more strategic responsibilities and mentor team member(s).

Jumpfactor's CORE VALUES:

  • Be STRATEGIC

  • Be PASSIONATE

  • Be TENACIOUS

  • Prioritize LEARNING

  • Embrace TEAM

  • Maintain INTEGRITY

QUALIFICATIONS:

  • 3-5+ years of executive assistant experience, supporting 1-2 C-level executives.

  • Experience in project management.

  • Extremely resourceful with ability to find or learn rapidly

  • Keen interest or understanding of management, finance, and investments

  • Exceptional verbal communication and negotiation skills

  • Experience coordinating with lawyers and managing legal matters.

  • Hyper-diligent with organization and task management

  • Knowledge of developing and implementing company policies and procedures.

  • Event planning and execution skills.

  • Proficient in calendar management and email management.

  • Experience in handling personal matters for executives.

  • Proficiency in cloud applications and Google Workspace 

  • Very comfortable and fast with technology applications

  • Resident in Canada with a valid driver's license.

  • MBA or equivalent education is preferred.

SOFT SKILLS:

  • Constant follow-up and proactive approach to executive support.

  • Strong problem-solving and critical-thinking abilities.

  • High level of discretion and confidentiality.

  • Excellent time management and organizational skills.

  • Articulate, business-focused, and well-spoken.

  • Strong organizational and multitasking skills.

  • Excellent verbal and written communication skills.

  • Very driven and tenacious

  • Flexibility to work with the executive outside of normal business hours

KEY RESPONSIBILITIES:

Executive Support:

  • Initiate personal and business tasks and projects proactively in line with goals

  • Attend all meetings required with the executive to ensure decisions are actioned before and after

  • Consistent follow through to close out tasks and projects, ensuring momentum

  • Coordinate internal and external communications, ensuring timely responses and follow-ups.

  • Identifying and prioritizing critical tasks and events and driving things forward independently with a cadence of input from the executive largely driven by yourself

  • Assist in creation and rollout of playbooks and procedures with input from Executives

  • Provide daily support to the executive, including calendar & email management

  • Managed cadences to extract decisions from the executive, owned and driven by you

  • Oversee various business and personal investments and affairs as required

Stakeholder Management / Representation : 

  • Step in on behalf of the executive for internal and external meetings as needed.

  • Assist in management and coordination with direct reports of the executive

  • Ensure a consistent flow of KPIs and data/ metrics visibility for the executive 

  • Adhere and execute closely in line with the principles of EOS Traction

  • Embody and champion the core values alongside the executive to the company/team

  • Identify and solve operational issues alongside the executive.

  • Audit for adherence to process and KPIs as required for executive visibility

Research and Resourcefulness:

  • Conduct research using calls, online searches, and networks to solve business challenges.

  • Leverage relationships and resourcefulness to identify solutions.

  • Analyze options and recommend or make decisions with and without executives’ input

Next Steps: If you are excited about this opportunity and meet the qualifications, we invite you to apply. Successful candidates will undergo a series of assessments to further evaluate their potential.


Job Type: Full-time, Remote 

Job requirements

What does our ideal candidate look like?

  • Highly resourceful and action-oriented: Takes initiative, finds solutions quickly, and drives tasks to completion independently. 

  • Experience in high-growth environments: Proven track record in small-to-mid-sized companies (20-500 employees) with a focus on scalability and efficiency. Experience in SaaS or digital industries is a significant asset.

  • Business-savvy and adaptable: Understands business operations and can contribute strategically. Nonprofit, government, or overly corporate backgrounds are not ideal—this role requires flexibility, innovation, and speed.

  • Intermediate-level with hunger to grow: Ideal candidates have a growth mindset, are open to new processes, and thrive in a fast-paced environment.

  • Executive-level ownership: Has worked directly with 1-2 executives, managing their entire task lists and ensuring decisions are executed seamlessly. This includes stepping into meetings on behalf of the executive when necessary.

  • Tech-savvy and fast learner: Comfortable and quick with technology, cloud platforms, and business tools. Needs to learn and adapt to new systems rapidly.

  • Hyper-organized and relentless: Handles competing priorities without dropping the ball. Organization is not optional—this role demands someone who thrives on meticulous detail and follow-through.

  • Proactive communicator: Strong verbal and written communication skills, with the ability to manage relationships at all levels. Must be comfortable negotiating, representing the executive, and addressing challenges head-on.

  • Drives results and accountability: Takes ownership of projects, follows up aggressively with stakeholders (including the executive), and ensures momentum is maintained.

  • Remote-focused: No need for experience in event planning, itinerary management, or travel coordination. This role is entirely remote and requires someone who can excel without a physical office environment.

If this aligns with your expertise and what you’re looking for in your next opportunity, we encourage you to apply!

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