Chief of Staff & AI-Driven Ops Leader

Chief Software Inc.; San Francisco (CA); Hybrid; USD 150,000 - 230,000; Full time

Benefits offered by this job

Early equity

Competitive salary

Job summary

Chief AI is hiring a Chief of Staff & Business Operations Lead to build and run the operating engine of Chief AI. You’ll own business operations, partner with the CEO, and lead high-impact projects from start to finish.

We’re seeking an operator who can raise the bar for the team, own end-to-end initiatives, and help scale the company from government and enterprise deployments to broader impact in the US. This role is based in San Francisco and requires in-person collaboration.

Qualifications

• 4+ years experience in high-ownership environments such as startups or government/consulting
• Strong cross-functional leadership with ability to align teams without formal authority
• Hands-on operator who owns problems end to end and drives outcomes
• AI-native mindset with experience building agents or automations in relevant tools

Responsibilities

• Run operating cadence: quarterly planning and weekly priorities
• Own finance, legal, compliance, and HR processes including budgets, vendor contracts, and payroll
• Build a company brain: systems for customer context, contracts, and processes that AI agents can act on
• Turn CEO engagements into results by following up with customers, investors, and partners

Skills

Startup experience

Cross-functional leadership

Operations

Problem solving

AI-native tools familiarity

Adaptability

Tools

Claude Code

Codex

Job description

Chief AI is hiring a Chief of Staff & Business Operations Lead to build and run the operating engine of Chief AI. You’ll own business operations, partner with the CEO, and lead high-impact projects from start to finish.

We’re seeking an operator who can raise the bar for the team, own end-to-end initiatives, and help scale the company from government and enterprise deployments to broader impact in the US. This role is based in San Francisco and requires in-person collaboration.