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Raydar

Chief of Staff

Posted Yesterday
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In-Office
Toronto, ON, CAN
Entry level
In-Office
Toronto, ON, CAN
Entry level
Partners with a senior operations executive to lead strategic growth projects, pricing and service experiments, sales funnel analysis, operating scorecards, goal reviews, financial planning, P&L reporting, market research, and executive communications. The role drives organizational cadence, tracks performance, identifies growth opportunities, and supports decision-making through clear analysis and board-ready reporting.
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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

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