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Chief of Staff at Caddi

Caddi · Seattle, United States Of America · On-site

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Description

We’re hiring a Chief of Staff to work directly with the CEO and accelerate every part of the business. This is a high-ownership, founder-track role for someone who is relentlessly resourceful, organized, and energized by solving problems across hiring, GTM, product, and operations.

What You’ll Do

  • Identify and research target firms
  • Support outbound with basic account insights
  • Manage CEO priorities, meetings, and coordination
  • Run cross-functional projects across sales, product, hiring, and ops
  • Prepare materials for customers, investors, and internal alignment
  • Build lightweight systems for pipeline, recruiting, and ops metrics
  • Support customer success and implementation workflows

Requirements

  • 2–5 years in startups
  • Clear, concise communicator with strong writing skills
  • Comfortable operating in high ambiguity with minimal instruction
  • Operationally disciplined and highly reliable — able to manage many threads simultaneously
  • Scrappy, resourceful, and organized to an extreme
  • Interest in AI, automation, and the professional services landscape
  • Wants to be deeply embedded with founders and learn how companies scale from day zero

Benefits

  • Work directly with the founders and meaningfully shape the company’s foundation
  • High-ownership, founder-track role with exposure across GTM, product, sales, and operations
  • Competitive base salary ($100,000–$120,000) + meaningful early equity
  • Medical (platinum PPO), dental, and vision — 100% covered for employees; subsidized dependents
  • In-person, fast-paced environment with a technical, ambitious, mission-driven team

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