Director, Engineering – Growth & Offering Enablement

🕒 August 20

🇺🇸 United States – Remote

💵 $180k - $250k / year

⏰ Full Time

🔴 Lead

🖥 Software Engineer

👻 Ghost score 14%

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Logo of Gravie

Gravie

201 - 500 employees

Founded 2013

🏥 Healthcare

🛡️ Insurance

🤝 B2B

💰 $150M Private Equity Round - Gravie on 2025-05

Healthcare • Insurance • B2B

Gravie is a benefits and health insurance solutions company that helps small and midsize employers, brokers, and employees access and administer more flexible, affordable health benefits. Its flagship offerings include Comfort (a level-funded health plan), Gravie ICHRA (Individual Coverage Health Reimbursement Arrangement administration), Gravie Pay (support for healthcare costs), and Gravie Care; the company focuses on enabling SMBs to offer individualized, lower-cost coverage and simplifying benefits administration.

📋 Description

• Build, lead, and develop a high-performing product engineering team across software development, Salesforce, integrations, automation, quality engineering, and cloud technologies • Partner with Product Management to establish the vision, roadmap, and measurable outcomes for Growth and Offering Enablement • Own engineering delivery from discovery and technical planning through implementation, release, measurement, and production support • Set technical direction and make architecture and technology decisions across Salesforce, custom software, integrations, automation, and third-party solutions • Establish modern engineering practices including source control, peer review, automated testing, CI/CD, observability, security, incident management, and incremental delivery • Improve Salesforce engineering, including development, configuration, automation, integrations, data, testing, release management, and governance • Ensure Salesforce configuration and metadata are version-controlled, testable, and reviewable engineering assets • Communicate priorities, progress, risks, dependencies, and technical tradeoffs to engineering, business, and executive stakeholders • Define and advance agentic engineering practices across the software-development lifecycle • Design agentic workflows for bounded, multi-step engineering tasks using approved tools, context, automated validation, and human oversight • Apply agents to requirements analysis, implementation planning, impact analysis, code and configuration generation, testing, code review, documentation, defect investigation, and release validation • Identify opportunities to redesign engineering workflows around AI • Establish controls for data protection, security, permissions, traceability, testing, evaluation, and human approval • Measure AI adoption effects on delivery speed, quality, cost, developer experience, and operational performance • Demonstrate agentic development through working examples, prototypes, or production workflows

🎯 Requirements

• Significant experience leading product engineering teams responsible for business-critical products, workflows, or customer and employee experiences • Strong software-engineering background and technical depth in architecture, design, implementation reviews, debugging, and incident response • Experience building or materially transforming an engineering team, including hiring, coaching, performance management, and developing technical leaders • Experience partnering with Product Management and business leaders to translate strategy into roadmaps, technical plans, and measurable outcomes • Experience delivering capabilities spanning custom software, configurable products, APIs, integrations, automation, data, and cloud technologies • Meaningful experience with Salesforce architecture, development, configuration, automation, integrations, security, data, and release management • Track record of improving delivery predictability, engineering quality, reliability, and long-term technical health • Demonstrated experience applying AI across the software development lifecycle, including agentic workflows with appropriate security, evaluation, and human oversight • Strong technical and product judgment • Strong communication skills • Preferred: healthcare, benefits, insurance, financial services, or another regulated industry • Preferred: Salesforce Sales Cloud, Service Cloud, Health Cloud, or related technologies • Currently authorized to work in the United States • Must not require employer visa sponsorship now or in the future

🏖️ Benefits

• Alternative medicine coverage • Flexible PTO • Up to 16 weeks paid parental leave • Paid holidays • 401k program • Transportation perks • Education reimbursement • 2 days of paid paw-ternity leave • Standard health and wellness benefits

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