VP of Engineering

4 days, 8 hours ago
Full-time
Executive
Software Development
Counterpart

Counterpart

Counterpart specializes in providing innovative management and professional liability insurance solutions tailored for the modern workplace, including coverage for directors and officers, employment practices, and various professional liabilities.

Insurance
11-50
Founded 2019
$40M raised

Description

  • Lead the engineering organization and set the forward-looking technical vision for the business.
  • Shape how the company builds, operates, and compounds engineering output in an AI-native environment.
  • Allocate engineering people and AI agents across competing initiatives and own prioritization decisions.
  • Define and uphold engineering standards, delivery quality, and technical coherence across independent teams.
  • Own the infrastructure supporting AI-native engineering, including developer experience, AI and data platforms, and system infrastructure.
  • Own hiring, performance management, compensation, and talent development for the engineering organization.
  • Partner with the Head of People and Chief of Staff on engineering operating cadence and people processes.
  • Ensure systems meet standards for reliability, observability, security, and regulatory compliance.
  • Represent the company’s technology capabilities and strategy to leadership, partners, investors, and the board.
  • Partner with the CEO, engineering leaders, and technical product managers to align technology and product execution.

Requirements

  • 12+ years of engineering leadership experience.
  • Experience leading engineering organizations through multiple company-stage transitions.
  • Experience operating at a scale that required engagement with the board, investors, and executive leadership.
  • A strong point of view on AI-native engineering and how AI changes software delivery and engineering org design.
  • Deep technical fluency in system architecture, AI and data infrastructure, and deployment pipelines.
  • Customer empathy and product sense, with the ability to balance business and technology priorities.
  • Experience leading fully distributed teams with high trust and high accountability.
  • Experience in regulated industries such as insurance, fintech, healthcare, or similar is a strong plus.
  • Understanding of compliance requirements such as SOC 2, HIPAA, and state cybersecurity regulations.

Benefits

  • Fully remote workplace.
  • Unlimited vacation and flexible time off.
  • Work from anywhere with occasional in-person team gatherings.
  • Stock options.
  • Health, dental, and vision coverage.
  • 401(k) retirement plan.
  • Parental leave.
  • Home office allowance.
  • Wellness stipend.
  • Book stipend.
  • Professional development reimbursement.
  • No working birthdays, with your birthday off.

Interested in this position?

Apply directly on the company website

Apply Now

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