Chief of Staff - Private AI

Location: Toronto, Canada (Hybrid – onsite 2-3 days/week)

Private AI is hiring a Chief of Staff to serve as the operational backbone for our Managing Partner and CEO. This is a hands-on role for someone who thrives on bringing order to chaos, building systems that scale, and freeing up executive capacity so leadership can focus on the highest-leverage work.

We're looking for someone who can own everything from calendar architecture and inbox management to vendor negotiations and team coordination—while also contributing to our social media presence and external communications. You'll be the routing layer between the CEO and the rest of the organization, ensuring nothing falls through the cracks and that systems exist to handle anything that comes up twice.

This role is ideal for someone with early-stage software experience who understands the pace and demands of a startup environment, and who wants to grow alongside a company building at the fronti...