Chief of Staff — Truvo

  • New York, New York, United States
  • Full-Time
  • On-Site
  • 130,000-180,000 USD / Year
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Job Description:

Chief of Staff — Confidential (AI-Native Insurtech Startup)

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

About the Company

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.

About the Role

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

Requirements

  • 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

Nice to Have

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

Target Backgrounds

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.

This Role Is NOT For

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

Benefits

  • Meaningful early equity (0.1% – 0.3%)
  • Founder mentorship and significant ownership
  • Front-row seat to AI transformation of insurance

Interview Process

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

Logistics

  • 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.