Head of Operations and Strategy
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Job Description
Head of Strategy & Operations scaling Nirvana’s AI-driven commercial insurance platform. Driving planning, operations, automation, marketing, safety, and executive initiatives.
Responsibilities:
- Define and drive the annual and quarterly planning process with FP&A
- Translate long-range vision into priorities, OKRs, and resource allocation decisions
- Monitor business performance and lead deep-dives and root-cause analyses
- Advise on carrier and reinsurer partnerships
- Lead cross-program learning and transfer insights between business units
- Evaluate growth opportunities and build business cases for go/no-go decisions
- Own weekly leadership cadences, monthly business reviews, quarterly planning cycles, and board preparation
- Lead the business operations function and build scalable systems, processes, reporting, and tooling
- Replace manual work with AI agents and automation and measure impact
- Build and improve marketing across demand generation, brand, content, and GTM enablement
- Lead and scale safety programs and interventions for fleets
- Partner with program GMs and functional leaders on decisions
- Drive high-priority company-level initiatives without a natural owner
- Lead, attract, develop, and manage a high-performing cross-functional team
- Build dashboards, reporting, and communication frameworks for leadership visibility
- Mentor and coach top talent
Requirements:
- 10-15+ years of experience in strategy, operations, consulting, or a GM-type role
- Demonstrated ability to operate across the full strategy-to-execution arc
- Fluency in financial modeling, unit economics, and data-driven decision-making
- Ability to interrogate a P&L and build a business case
- Experience leading and developing teams of 10-20+ people across multiple functions
- Strong, tested opinions on operating cadences, planning rhythms, and accountability systems
- Executive presence and exceptional written communication
- Ability to run board prep, write decision memos, and present to partners
- Comfort with ambiguity and ability to prioritize ruthlessly
- 3+ years at a high-growth company where you've built operating infrastructure from early stage through scale (nice-to-have)
- Insurance or insurtech industry experience, particularly P&C, commercial auto, or MGA operations (nice-to-have)
- Background in management consulting (MBB or equivalent) or corporate development (nice-to-have)
- Experience building or deploying AI/automation in operational workflows (nice-to-have)
- Familiarity with telematics, IoT data, or data-driven underwriting models (nice-to-have)
- Marketing leadership experience and familiarity with marketing technology stacks and scaled B2B marketing functions (nice-to-have)
Benefits:
- Competitive salary & equity
- Medical, dental & vision insurance (100% employer paid)
- 401k with up to 4% company match
- Unlimited PTO
- Parental leave
- Wellness reimbursement
- Work from home friendly
- Work-from-home stipend
- Paid time off
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