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Executive Assistant

Boosted.aiToronto, Ontario, CanadaOnsite

Boosted.ai is a fintech company headquartered in Toronto, Canada with offices in New York City and Nashville. We provide finance-specific AI tools that automate custom research workflows, analyzing data continuously from millions of sources, all tailored to the needs of our investment management clients. We are a well funded, post Series-B company - our lead investors are innovators and disruptors in financial and technology markets, including Spark Capital (Twitter, Slack, Affirm), Ten Coves Capital (Plaid, Sentieo, TouchBistro), Portage Ventures (Wealthsimple, Borrowell, Nesto), and RBC (Royal Bank of Canada).

Position Description


Boosted.ai is looking for a highly organized and proactive Executive Assistant to support our executive team in navigating the fast-paced world of FinTech. In this role, you’ll act as a trusted partner to the Chief Executive Officer and Chief Revenue Officer, managing their daily activities, coordinating key business initiatives, and ensuring smooth operations at the highest levels of the company.The ideal candidate is a detail-oriented, adaptable problem-solver who thrives in a dynamic environment.

You’ll need to balance multiple priorities, handle confidential information with discretion, and be a key contributor in ensuring our leadership team remains focused on strategic goals.This is an excellent opportunity to work directly with the leadership team, contributing to high-impact projects and the company’s strategic goals. We’re scaling fast, and there’s opportunity for personal and professional growth. If you are a natural multitasker, exceptional communicator, and thrive in a fast-paced environment – we’d love to chat!

What You'll Be Doing (Key Responsibilities):


  • Support Leadership: Be the right hand to the CEO and CRO, managing calendars, scheduling meetings, coordinating travel, compiling expense reports, and handling day-to-day communications
  • Project Coordination: Collaborate with cross-functional teams to track and drive key projects forward, ensuring timely completion of action items
  • Meeting Preparation: Prepare agendas, take detailed meeting notes, and follow up on action items to ensure seamless execution
  • Information Management: Organize and maintain confidential files, documents, and presentations; ensure executives have the right information at the right time
  • Event Planning: Assist in the planning and execution of internal and external events, including team off-sites, board meetings, and investor presentations
  • Office Management: Oversee office operations, including ordering supplies and handling other related tasks to keep the office running smoothly
  • Liaison Role: Act as the point of contact between the executive team and internal/external stakeholders, maintaining effective communication
  • Problem-Solving: Tackle issues as they arise, ensuring the executives’ workflow is uninterrupted and business operations run smoothly
  • Work Environment & Travel: This is an in-office position and there will be <5% travel required

Who You Are (Skills and Attributes):


  • Experience: 2-3 years of experience as an Executive Assistant or a similar role, prior experience supporting C-suite executives in a fast-paced environment is a plus. We are open to candidates who demonstrate strong potential and are eager to grow into the role
  • Communication: Excellent written and verbal communication skills, with the ability to interact confidently with senior leadership and external stakeholders
  • Tech-Savvy: Proficient with G-Suite, Slack, Zoom, and other remote collaboration tools; experience with project management software is a plus
  • Problem-Solver: Resourceful, with an ability to anticipate needs and resolve issues before they escalate
  • Discretion and Confidentiality: Experience handling sensitive information with the highest level of discretion and professionalism
  • Adaptability: Thrives in a dynamic, fast-moving environment with shifting priorities and the capability to respond to changes and challenges quickly
  • Cultural Fit: You’re entrepreneurial, growth-oriented, and excited to be a key player in a rapidly scaling company
  • Attention to detail: Meticulous attention to detail, ensuring accuracy in all tasks, from scheduling to document preparation

Diverse Perspectives


We know that innovation thrives on product teams where diverse points of view come together to solve hard problems in ways that are just now possible.  As such, we explicitly seek people that bring diverse life experiences, diverse educational backgrounds, diverse cultures, and diverse work experiences. 

Life at Boosted.ai

We work with financial firms to enhance their investment decision making process through deep analysis of market data. Utilizing machine learning, we empower portfolio managers to achieve higher returns. Twitter @BoostedAI
Thrive Here & What We Value* Innovation and Diversity.* Entrepreneurial Spirit.* Fast-Paced Environment.* Continuous Learning.* Diversity and Inclusivity.* Fintech Culture.* Strong Investor Support.
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