Chief of Staff - Toronto
Core
A dynamic C-suite leader role acting as a 'garbage disposal for problems' to solve complex, evolving challenges across strategy, fundraising, and operations for a rapidly scaling AI advisory firm.
Role type
Senior IC Chief of Staff / Operator
Builds
AI transformation projects, investment funds, client project delivery, and go-to-market initiatives
Domain
AI Strategy, Venture Capital, Business Development
Deliverable
production ML models | product features | dashboards & analysis | client delivery | infrastructure
Required skills
Self-direction, proactive value creation, solving ambiguous high-stakes problems, managing CEOs, driving sales, deploying AI tools, generalist range, outstanding written/verbal communication
Preferred skills
Experience in high-growth startups, venture studios, or AI/tech companies, advanced degree
Technologies
AI tools
Responsibilities
Leading AI transformation projects with clients, managing investment funds, managing CEOs at client organizations, driving sales initiatives, partnering with recruiting, serving as CEO of a venture studio, managing client project delivery, driving value through data and analytics, leading go-to-market initiatives, moving between strategic work and ground-level execution
Seniority
Senior, hands-on IC
