This job posting has expired
Expired on April 2, 2026
Chief of Staff to the Founder - Montreal, Canada
Job Description
We are seeking an exceptional Chief of Staff to serve as a force multiplier to our founder, Brendan Lind. This is primarily an internal role; you'll be the engine that translates the founder's vision and initiatives into executable plans, builds the systems that allow our leadership team to operate at their highest level, and ensures nothing critical falls through the cracks as we scale rapidly. Rather than being hired for a predetermined set of tasks, you will be brought on to solve complex, evolving challenges. Success in this role requires self-direction, proactive value creation, and the ability to thrive without constant oversight.
Responsibilities
- Partner with the founder to translate priorities, initiatives, and strategic vision into sequenced plans
- Own end-to-end execution of founder-level special projects and organizational initiatives
- Maintain focus and accountability across the founder's portfolio of priorities
- Prepare high-quality executive materials (strategy briefs, decision memos, board materials)
- Serve as a strategic thought partner to the founder
- Build and continuously improve internal operating systems
- Design and implement hiring systems
- Own resource allocation and capacity planning
- Establish organizational rhythms like leadership meeting cadences and decision-making frameworks
- Identify operational bottlenecks and inefficiencies
- Orchestrate complex, cross-functional initiatives
- Represent the founder's office in key internal discussions
- Build strong working relationships across the organization
- Ensure crisp internal communication on company strategy
- Prepare the founder for key meetings and presentations
- Maintain visibility on organizational health metrics
Qualifications
- 5-7+ years in high-performing environments such as Chief of Staff roles, strategic operations, management consulting, venture capital/private equity, business development, or startup leadership positions
- Bachelor's degree or equivalent experience