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Chief of Staffaijoblist • Toronto, Ontario, CA
Chief of Staff

Chief of Staff

aijoblist • Toronto, Ontario, CA
30+ days ago
Job type
  • Full-time
Job description

Chief of Staff

The Chief of Staff is a strategic leadership role focused on optimizing sales operations, enabling revenue growth, and ensuring alignment between sales execution and company objectives. This exciting career opportunity offers a blend of operational oversight, strategic planning, and cross‑functional collaboration.

Key Responsibilities

  • Sales Strategy & Execution: Partner with the CRO to define and implement sales strategies, forecasts, and performance metrics.
  • Operational Excellence: Streamline sales processes, including pipeline management, CRM optimization, and sales enablement tools.
  • Cross‑Functional Coordination: Work closely with marketing, product, and customer success teams to ensure cohesive go‑to‑market execution.
  • Performance Analytics: Monitor sales KPIs, conduct data‑driven insights, and recommend adjustments to improve conversion rates and revenue attainment.
  • Team Leadership: Contribute to sales operations, business development, and support functions, fostering a high‑performance culture.
  • Stakeholder Management: Serve as a liaison between sales leadership and executive teams, ensuring clear communication and strategic alignment.

Qualifications

  • Experience: 10+ years in a similar role contributing to sales operations, business development and strategy, preferably in AI, SaaS, or enterprise software.
  • Skills: Strong analytical mindset, proficiency in CRM platforms (e.g., Salesforce), and expertise in sales process optimization.
  • Leadership: Ability to mentor teams, drive accountability, and navigate high‑growth environments.
  • Strategic Thinking: Experience translating business goals into actionable sales plans.
  • Communication: Executive level communication skills and experience creating board level presentation decks and customer engagement materials.

Benefits

Open and inclusive culture and work environment.

Work closely with a team on the cutting edge of AI research.

Weekly lunch stipend, in‑office lunches & snacks.

Full health and dental benefits, including a separate budget to take care of mental health.

100% parental leave top‑up for up to 6 months.

Personal enrichment benefits towards arts and culture, fitness and well‑being, quality time, and workspace improvement.

Remote‑flexible; offices in Toronto, New York, San Francisco, London and Paris, as well as a co‑working stipend.

6 weeks of vacation (30 working days).

Equal Employment Opportunity Statement

We value and celebrate diversity and strive to create an inclusive work environment for all. We welcome applicants from all backgrounds and are committed to providing equal opportunities.

Accommodations

Should you require any accommodations during the recruitment process, please submit an Accommodations Request Form, and we will work together to meet your needs.

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Chief of Staff • Toronto, Ontario, CA

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