Remote (Global)

Chestnut is hiring a VP of Engineering

Responsibilities

  • Enhance product development speed by implementing efficient rituals and engineering methods that reduce cycle times and increase delivery consistency.
  • Lead talent acquisition by developing a high-quality hiring process that identifies top technical candidates through referrals, targeted outreach, and an exceptional candidate journey.
  • Ensure engineering efforts support organizational objectives by clearly aligning technical priorities with strategic business goals.
  • Foster team development by promoting accountability, ongoing skill development, and excellence in technical execution.
  • Implement scalable systems that maintain engineering agility without introducing unnecessary overhead.
  • Collaborate with product leadership to ensure delivery of effective solutions supported by clear architecture and stable infrastructure.

Benefits

  • Competitive base pay and equity package, including stock options with a 10-year exercise period
  • Remote-first environment emphasizing trust, independence, and strong performance
  • Regular in-person team gatherings to strengthen collaboration and relationships
  • Unlimited vacation policy allowing flexible time off
  • Comprehensive health, dental, and vision coverage with significant employer contribution

Compensation

Competitive salary and equity, with 10 year exercise window for stock options

Work Arrangement

Remote-first

Team

High-performance, autonomous team with regular offsites

Other

Unlimited vacation policy

Not specified

Required Skills
Strategic PlanningTeam BuildingProduct DevelopmentBudget ManagementProcess ImprovementStakeholder Management
About company
Chestnut
Chestnut is building the first AI-native operating system for insurance distribution, transforming how the $1T+ insurance industry allocates its largest spend: sales and distribution. It replaces legacy systems with a modern, flexible platform that helps carriers automate complex workflows, optimize distribution spending, and unlock new growth.
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Job Details
Category other
Posted a year ago