Chief of Staff supporting the CEO at Private AI, focusing on operational management and system building. Work in hybrid mode based in Toronto, collaborating with executive leadership.
About the role
- Chief of Staff & Corporate Development Lead working with the CEO on critical operational priorities at Canary Technologies. Driving corporate development initiatives in a high-impact role.
Responsibilities
- Act as a trusted thought partner to the CEO on strategy, prioritization, and execution
- Help set and manage the CEO’s agenda, ensuring focus on the highest-impact initiatives
- Assist in the preparation of Board materials, investor updates, and key executive communications
- Drive alignment, accountability, and follow-through across the executive team
- Own and execute cross-functional initiatives spanning all parts of the business
- Identify risks, gaps, and opportunities early, and proactively recommend solutions
- Serve as a point of leverage between the CEO and the broader organization
- Management of CEO's EA
- Own and execute corporate development efforts, including M&A strategy and evaluation
- Financial modeling, valuation, and strategic analysis
- Diligence coordination and transaction execution
- Post-merger integration planning and execution
- Support long-term strategic planning, capital allocation decisions, and growth initiatives
Requirements
- 7+ years of total professional experience
- At least 3 years of experience at a top-tier investment bank or management consulting firm
- Prior operating experience in a company environment (post-banking or consulting)
- Strong experience in financial modeling and strategic analysis
- Prior exposure to technology, SaaS, or high-growth companies
- Experience supporting or executing M&A, corporate development, or strategic initiatives
- MBA not required, but a plus
Benefits
- Canary Days: As a company we want to ensure that the team has time to recharge. Each month we provide company wide days off to ensure there is at least one extended weekend or day off.
- Self Improvement Club: We meet each month and share our personal goals for the month. Each individual is provided a budget towards any purchases that help us achieve these goals.
- Professional Development Chats: We provide budget to help drive cross functional professional development conversations across the organization.
- Travel Reimbursement: Team members are able to visit our offices across New York, San Francisco or Dallas when they choose, and are provided a travel stipend for doing so. Spend time working with the team in their office, and use the rest of your time exploring a new city!
- Personal Travel Reimbursement: If you stay at a hotel that Canary works with, we provide a credit towards your stay.
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Degree requirement
No Education Requirement
Location requirements
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