Chief of Staff
- Compensation
- $200K–$400K
- Work mode
- Hybrid/On-site
- Location
- East Cut / Financial District, San Francisco, CA
- Industry
- Insurance Technology
Your market value for this role
Compared with 4 live mandates (same function, level and region).
Base salary only; excludes equity and bonus. Benchmark your own package →
The mandate
We are looking for a Chief of Staff with 9-10+ years of experience to serve as a strategic right-hand to the CEO at a $300M+ run-rate AI-native insurance company that is rapidly expanding into multiple new businesses. You'll take ownership of the most critical cross-functional problems, drive new growth initiatives, and position yourself to eventually own a P&L.
Key responsibilities
- Owning and driving the most critical cross-functional projects across multiple business lines — identifying bottlenecks, solving ambiguous problems, and delivering outcomes
- Serving as a thought partner to the CEO on new growth opportunities, potentially quarterbacking and launching new businesses or verticals
- Designing and scaling operating rhythms across the company — business reviews, data/insights cadences, and board storytelling
- Working directly with business unit CEOs and leaders to spot patterns, remove blockers, and accelerate growth
- Traveling 10-30% of the time to other offices and key meetings alongside the CEO
- 9-10+ years of experience with a combination of a strong foundation (MBB consulting, banking, or similar demanding environment) AND operating experience at a high-growth, venture-backed startup (Series B-D stage)
- Demonstrated fast progression and high ownership — not a career coordinator or project manager
- Self-directed operator who thrives with limited direction and can work across senior stakeholders with executive presence
- AI-native mindset — actively builds tools and automations using AI, not just prompting
- Must be based in or willing to relocate to San Francisco (5 days in-office)
What you bring
- 9-10+ years of experience with a combination of a strong foundation (MBB consulting, banking, or similar demanding environment) AND operating experience at a high-growth, venture-backed startup (Series B-D stage)
- Demonstrated fast progression and high ownership — not a career coordinator or project manager
- Self-directed operator who thrives with limited direction and can work across senior stakeholders with executive presence
- AI-native mindset — actively builds tools and automations using AI, not just prompting
- Must be based in or willing to relocate to San Francisco (5 days in-office)
Location & engagement details
East Cut / Financial District, San Francisco, CA · On-site
$200K–$400K base salary + competitive equity at a Series D company valued at \~$1.5B. 100% employer-paid medical/dental/vision, 401k with 4% match, unlimited PTO, and wellness reimbursement.; Equity: Competitive equity; Visa sponsorship details: Open to visa transfers (e.g. OPT, H1B transfers); On-site work policy: 5 days in-office in East Cut / Financial District, San Francisco
About this mandate
This is a live c-suite search with direct introductions to the hiring team. The role sits in insurance technology and is located in East Cut / Financial District, San Francisco, CA on a hybrid/on-site basis, with compensation of $200K–$400K.
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 can apply
- 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. It is reviewed against the brief above, and you will be contacted if there is 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.