VP of Engineering

🕒 May 14

🌲 Oregon – Remote

🌲 Oregon – Remote

⏰ Full Time

🔴 Lead

👮‍♀️ Software Engineering Manager

👻 Ghost score 37%

What it means: how likely this posting is sitting open without active hiring.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

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Counterpart

WebsiteLinkedInAll Job Openings

11 - 50 employees

🛡️ Insurance

☁️ SaaS

🤝 B2B

Insurance • SaaS • B2B

Counterpart is a company that focuses on providing management liability insurance products tailored for small business owners and insurance brokers. They offer a comprehensive range of insurance products including Directors & Officers Liability, Employment Practices Liability, Fiduciary Liability, and General Liability coverage. Counterpart is recognized for its innovative approach to mitigating risks and delivering value through a user-friendly platform, supporting efficiency and effectiveness in claims management and risk assessment. The company is committed to supporting small businesses in navigating financial risks through custom insights and expert guidance. Counterpart partners with brokers to enhance client experiences and offers API integration for seamless service delivery.

📋 Description

• Lead Counterpart’s flat-by-design engineering organization and scale its impact through infrastructure, context systems, and AI agents. • Own the technical vision, engineering operations, and people strategy for Engineering. • Shape how Counterpart builds and operates software in an AI-native world in partnership with the CEO, engineering leaders, and technical product managers. • Allocate engineering people and agents across competing initiatives. • Own allocation decisions, engineering standards, delivery quality, and mechanisms maintaining technical coherence across independent project teams. • Own 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’s people model and operations. • Ensure systems meet standards for reliability, observability, security, and compliance with SOC 2, HIPAA, and NYC Cybersecurity regulations. • Represent Counterpart’s technology capabilities internally and externally to leadership, partners, and investors. • Represent Counterpart’s technology strategy to the board.

🎯 Requirements

• 12+ years of engineering leadership, with experience leading engineering organizations through multiple company-stage transitions. • Experience operating at a scale requiring regular engagement with the board, investors, and executive leadership. • Strong point of view on AI-native engineering and how AI changes engineering roles, organizations, and software delivery economics. • Deep technical fluency in system architecture, AI and data infrastructure, and deployment pipelines. • Customer empathy and product sense, with the ability to connect business and technology decisions. • 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 including SOC 2, HIPAA, and state cybersecurity regulations.

🏖️ Benefits

• Fully remote workplace • Unlimited Vacation: We offer flexible time off, allowing you to take time when you need it. • Work from Anywhere: Counterpart is a fully distributed company, meaning there is no office. We allow employees to work from wherever they do their best work, and invite the team to meet in person a couple times per year. • Stock Options • Health, Dental, and Vision Coverage • 401(k) Retirement Plan • Parental Leave • Home Office Allowance to set up your home office with the necessary equipment and accessories. • Wellness Stipend • Book stipend • Professional Development Reimbursement • No working birthdays: Take your birthday off, giving you the opportunity to relax, enjoy your special day, and spend time with loved ones. • Charitable Contribution Matching