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LinkedIndavid@raydar.xyz

Chief of Staff

Professional services company

  • LocationToronto, Canada
  • TypeFull-time
  • Posted16 October 2026

The role, as published

About the company

Our client is a professional services company.

The role

Raydar is recruiting for this role on behalf of our client. Act as a trusted partner to a senior operations executive, driving strategic initiatives, performance management and executive reporting. The work blends analytical project ownership with running the organization's management cadence.

What you'll do

  • Lead strategic, growth-oriented projects from start to finish alongside a senior executive, including pricing experiments and new service offerings.
  • Partner with the sales leader to design and evaluate experiments, track key metrics and close gaps in the sales funnel.
  • Run the company's operating rhythm, including weekly functional scorecards and a regular goals review with a clear owner for anything off track.
  • Provide financial visibility through monthly business unit P&Ls, planning models and board-ready reporting packs.
  • Research market opportunity and the competitive landscape, then launch and track new growth initiatives that emerge from that analysis.

What we're looking for

  • Strong financial modeling skills, including planning models for budgets, staffing and operations.
  • Working knowledge of KPI tracking and statistical significance, with the skill to turn messy data into clear recommendations.
  • Track record of owning projects end to end, with commercial instinct and an understanding of what drives revenue and profitability.
  • Clear writing skills for memos and decks that support executive decision-making.
  • Discretion in handling confidential financial, compensation and people information.
  • Ability to work hybrid in Toronto, Ontario.

Bonus points

  • Background in investment banking or management consulting.
  • Strategy and operations or operator experience at a scaling technology company or high-growth startup.
  • Founder experience.

Benefits

  • Extended health, dental and vision coverage

Location and work model

  • Toronto, Ontario, Canada
  • Hybrid, about 3 days per week in the office
  • Full-time

Compensation, as the posting describes it

  • Telehealth
  • Flexible time off

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Applying here sends your application to Raydar. If you also find this role on the company's own careers page, talk to us before you apply there. A direct application can mean we cannot represent you for that role.