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Chief of Staff

RaydarWorkableToronto, Ontario, Canada
Posted 16 OctFound 21 OctClosed 1 Nov

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The Posting

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.

Requirements

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

Compensation and benefits

  • Base salary: CAD 160,000 to 180,000 per year
  • Extended health, dental and vision coverage
  • Telehealth
  • Flexible time off

Location and work model

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

Facts

Source
Workable
External id
DEF37DC09C
Location
Toronto, ON, Canada
Remote
Hybrid, read from the text
Employment
Full time
Pay
CA$160,000 to CA$180,000, read from the text
Posted
16 Oct 2026
First seen
21 Oct 2026, 16:23
Closed
1 Nov 2026, 03:22
Status
Closed
Posting id
339d2d8b-96fe-5940-a9ec-e53e24dd9e08