Chief of Staff — Truvo

Location: New York City, NY (Onsite)
Compensation: $130,000 – $180,000 base + 0.1% – 0.3% equity
Visa Sponsorship: None available
Experience Level: 1–3+ years
Employment Type: Full-Time

A seed-stage AI-native consumer insurance platform automating quoting, binding, servicing, and policy management using AI agents — attacking a trillion-dollar legacy insurance market still dependent on manual workflows, legacy carrier systems, and fragmented infrastructure. The company works with 40 major U.S. insurance carriers and is preparing a nationwide rollout across all 50 states.

Backed and advised by an elite network including co-founders of Indeed and Wave, Octopus leadership, and talent from Google, Meta, Pinterest, Coinbase, and Trade Desk. The founding team includes elite engineers, research-driven technical talent, and sales leadership recruited from top digital insurance brokerage competitors.

This is a direct CEO right-hand role with broad ownership across company-critical initiatives. This is not an operations coordinator role. This is not a project manager role. This is a high-agency startup operator seat with aggressive ownership across changing priorities.

Core ownership includes:

• Fundraising support — investor research, deck iteration, data room management, and follow-up coordination
• Operational project ownership — vendor evaluation, hiring pipeline buildout, and process design
• Analytics — unit economics, lead conversion, and carrier performance analysis
• GTM strategy support — lead generation, partnership outreach, and carrier relationship support
• Investor and external partner communications
• Systems building and automation
• Special projects based on founder priorities

• 1–3 years of top-tier professional experience (exceptional new grads considered)
• Top-tier backgrounds strongly preferred — Goldman Sachs, McKinsey, Bain, BCG, or comparable elite firms
• Strong spreadsheet and financial modeling capability
• Excellent written communication and analytical decision-making
• High agency, bias for action, and self-directed execution
• High integrity and trustworthiness in a founder-facing role
• NYC-based or committed to relocation
• Comfort with intense startup pace

• Startup, fintech, or insurtech experience
• AI-native company exposure
• Multi-stakeholder project ownership
• External partnership experience

Highest signals: Goldman/MBB pedigree, candidates who have multiple strong options but are intentionally choosing a startup, end-to-end project ownership, and strong startup intensity. Behavioral fit: blank canvas comfort, high urgency, low ego, strong ownership mentality, and fast execution.

• 10+ year corporate consultants
• Candidates who need heavy direction or highly structured environments
• Frequent short tenure instability
• Low agency candidates

1. Initial screen
2. First round
3. Second round
4. Work trial
5. Offer

• Role is fully onsite in New York City — please only apply if you can commit to this
• No visa sponsorship available

Shortlisted candidates will be contacted by David Joseph & Co., the recruiting partner managing this search.