Job Specifications
$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