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$150,000-$200,000 + Equity
Toronto HQ (3 days per week in office) (Remote-friendly for top performers)
One (1) Position Available
About Fiscal.ai
Fiscal.ai is a leading research and data platform for capital markets. Combining a powerful research Terminal with modern APIs, Fiscal.ai is building the modern financial data company.
Well positioned after raising a cumulative $13M USD in venture backing and is headquartered in Toronto, Canada. With thousands of customers and millions of end-users through their API offerings, Fiscal.ai is building the premiere financial data company in the AI era.
Why should you be part of Fiscal.ai's growth story?
- Shape the future of AI in finance: You’ll sell a product that customers describe as faster, smarter, and more cost-effective than anything else in the market.
- Join a supportive, high-performing team: We prioritize collaboration, inclusivity, and outcomes—no red tape, just impact.
- Make your mark: With 40 team members, every hire plays a critical role. You’ll influence revenue, product feedback, and go-to-market strategy.
- Work directly with leadership: No bureaucracy—just close access to the founding team.
- Flexibility and growth: We’re remote-friendly and focused on outcomes. You'll have opportunities to grow into leadership or strategic roles.
- Mission with momentum: With strong traction and a growing customer base, this is a chance to ride the wave early.
The Role
The Chief of Staff will work closely with the CEO to translate strategic goals into execution. Acting as a force multiplier for leadership, the Chief of Staff will ensure alignment across business, product, and engineering functions, and will serve as a trusted advisor in three key areas of revenue growth, talent growth, and internal operations.
The Chief of Staff will:
- Be a trusted advisor to the CEO to continue to grow the business across revenue, talent and operational activities.
- Strategic execution: Convert strategic prioritizes into practical initiatives
- Planning: Lead planning processes, including consolidating leadership goals into company collateral
- Operations: Develop and maintain communication lines between the executive and employees to keep leadership informed
- Support high-impact initiatives: Lead special projects that cut across business and product teams
- Amplify leadership bandwidth: Anticipate needs, surface insights, and manage priorities
- Work with managers to implement quarterly targets for their staff
- Lead new initiatives and participate in in-person events and conferences
Requirements
- 5–10 years of experience in management consulting, strategy, operations, or a fast-growing startup.
- Proven experience supporting or working alongside executives in a strategic or operational capacity.
- Effective in public speaking and business development.
- Track record of managing cross-functional initiatives from concept to completion
- Prior experience in financial services, data, or technology sectors
- Experience scaling a startup or leading OKR / planning processes
- Familiarity with AI, data infrastructure, or capital markets products
Benefits
Compensation:
- $150,000-200,000 Salary + Equity
- Standard Employee Benefits
