🛠 Tech Stack

💼 About This Role

You'll serve as the operational backbone and strategic partner for a senior leader, clearing the path so they move fast. You'll own complex calendar management, travel logistics, and meeting coordination while building systems from day one. This role stands out by leveraging AI to automate routine tasks, freeing you to expand into strategic, high-impact work.

🎯 What You'll Do

• Manage complex calendar management and travel logistics.
• Draft emails, Slacks, and internal comms in your leader's voice.
• Prepare briefing docs and anticipate priorities two weeks out.
• Serve as local point of contact for Toronto office (~20% support).

📋 Requirements

• 2+ years in operations, startup, or team support role.
• Familiarity with AI tools like ChatGPT, Claude, or Gemini.
• Fluency with Google Workspace and modern collaboration tools.
• Experience supporting a senior leader as a true partner.

✨ Nice to Have

• Experience in a fast-paced, ambiguous environment.
• Background in building or improving systems and workflows.

🎁 Benefits & Perks

• 🤝 Side-by-side exposure to senior leaders and business strategy.
• 🤖 Use and learn AI every day as a core part of the role.
• 📈 Room to grow as role expands with automation.
• 🏢 Shape the in-office experience for the growing Toronto team.

📨 Hiring Process

Estimated timeline: 2-3 weeks · AI estimate

1. 1Recruiter Screen· 30 min
2. 2Hiring Manager Interview· 60 min
3. 3Take-home Exercise· 90 min

🚩 Heads Up

• Role mixes executive support (80%) with light office support (20%), potentially diluting focus.
• No explicit years of experience required, yet expectations suggest senior-level partnership.