Chief of Staff
- Compensation
- $180K–$300K base
- Work mode
- Hybrid/On-site
- Location
- East Cut / Financial District, San Francisco, CA
- Industry
- Insurtech · AI · Commercial Insurance
- Posted
- 12 Oct 2026
Your market value for this role
Compared with 3 live mandates (all C-Suite mandates).
Base salary only; excludes equity and bonus. Benchmark your own package →
The mandate
Act as the CEO’s strategic operating partner at a rapidly growing AI-enabled commercial insurance business. Own cross-functional problems, launch growth initiatives, strengthen operating rhythms, and prepare for broader general management or P&L ownership.
Key responsibilities
- Lead critical cross-functional projects across multiple business lines, diagnose bottlenecks, and deliver measurable outcomes.
- Evaluate growth opportunities and potentially lead the launch of new businesses or verticals.
- Design and scale operating rhythms, including business reviews, data and insights cadences, and board communications.
- Work with business-unit leaders to identify patterns, remove blockers, and accelerate execution.
- Travel approximately 10%–30% for office visits and key meetings.
What you bring
- 6–10 years of experience combining a demanding analytical foundation, such as consulting or banking, with operating experience at a high-growth, venture-backed startup.
- Experience in a Series B–D startup or comparable high-growth environment.
- Strong progression, ownership, executive presence, and comfort working across senior stakeholders.
- Must be self-directed and outcome-oriented rather than focused primarily on coordination.
- An AI-native mindset, including building tools and automations rather than only using chat prompts.
- Must be based in or willing to relocate to San Francisco and work onsite five days per week.
Location & engagement details
East Cut / Financial District, San Francisco, CA · On-site
Full-time, on-site in San Francisco. Base salary $180K–$300K plus equity and benefits. Visa transfers are considered. Tools include AI/LLM assistants, workflow automation, data analysis, and financial modeling. Interview stages include recruiter and hiring-manager screens, interview rounds, debrief, and references.
About this mandate
This is a live c-suite mandate I refer executives to directly. The role sits in insurtech · ai · commercial insurance and is located in East Cut / Financial District, San Francisco, CA on a hybrid/on-site basis, with compensation of $180K–$300K base.
This is a confidential search. Read the brief above, then apply below for this role. The company name is shared once there's a close match and mutual interest.
Most senior mandates are filled this way — privately, before any listing exists. Read how unadvertised executive roles actually get filled.
- This is a confidential search. The company name and full role details are only discussed on a call with one of our recruiters if there is a close match.
- We use your details — your LinkedIn profile URL and email address — to match you against this mandate and any other closely matched roles.
- A verifiable email address, LinkedIn profile and a recent PDF resume are required. Submissions from bots, spammers or unverifiable profiles are removed.
- There is no call booking at this stage. Calls are scheduled only after we identify a close match.
Who I consider
- C-suite, EVP/SVP, VP and Head of function leaders
- Proven scale-up, venture-backed or enterprise leadership experience
- Track record of building and leading teams in the relevant function
Final hiring decisions rest solely with the hiring company. Outcomes depend on role availability and decisions made by the hiring team.
Apply — Chief of Staff
This application is for this role only. I review it against the brief above and contact you if there's a close match.
- This is a confidential search. The company name and full role details are only discussed on a call with one of our recruiters if there is a close match.
- We use your details — your LinkedIn profile URL and email address — to match you against this mandate and any other closely matched roles.
- Handled confidentially — your details are never shared without your consent.
- A referral is an introduction, not a guarantee of an interview or an offer.
- Final hiring decisions rest with the hiring company; outcomes depend on role availability and their decisions.