Chief of Staff

Caddi • Seattle, WA

12d • $100,000 - $120,000

About The Position

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.

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
• 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

Responsibilities

• 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

Benefits

• Competitive base salary ($100,000–$120,000) + meaningful early equity
• Medical (platinum PPO), dental, and vision — 100% covered for employees; subsidized dependents

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed
• Number of Employees: 501-1,000 employees