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Alexander Chapman Linkedin · Posted 10d ago

Chief of Staff

Canada

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Indexed description

We’re partnering with a high-growth AI-enabled software startup to hire a Chief of Staff / Business Operations Associate to work directly alongside the Founder & CEO.


This is a rare opportunity to join an early-stage company at a pivotal growth moment, helping scale core business operations across strategy, execution, and cross-functional initiatives. The role is ideal for someone who thrives in fast-paced environments, enjoys solving ambiguous problems, and wants broad exposure across a scaling business.


Working module: 6 days on-site


Responsibilities:

• Partner closely with the CEO on high-priority operational and strategic initiatives

• Oversee critical business functions including vendor management, invoicing, compliance, internal processes, and special projects

• Act as a liaison between clients, internal stakeholders, and product/engineering teams to help streamline communication and execution

• Support recruiting coordination, scheduling, and operational workflows across the organization

• Assist with analytics, reporting, and implementation of internal tools and systems


Requirements:

• 2–5 years of experience in business operations, consulting, investment banking, or high-growth startup environments

• Experience in early-stage or high-growth startups strongly preferred

• Background in consulting (MBB preferred), IB, startup biz ops, or prior Chief of Staff/founding roles

• Exposure to regulated or complex industries (e.g., fintech, legal tech, health tech) is a plus

• Experience building or running operational processes from scratch

• Familiarity with analytics tools (e.g., PostHog) and AI/coding tools (e.g., Claude Code, Cursor)

• Strong academic background and/or standout extracurricular achievements


This position offers significant ownership, visibility with leadership, and long-term growth potential within a rapidly scaling company.

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