Engineering Lead, Growth

Accountabilities: Own technical direction and delivery across acquisition systems, including public websites, digital assets, telesales platforms, broker workflows, and enrollment experiences. Work directly with Sales, Growth, Marketing, and operational partners to understand business challenges, define priorities, deliver incremental improvements, and establish measurable success criteria. Connect analytics, lead-generation systems, customer data, CRM platforms, and operational workflows, ensuring data ownership, integrations, and failure handling are reliable and transparent. Remain hands-on in software development, building and improving production systems while using AI tools for coding, investigation, analysis, prototyping, and product capabilities. Evaluate AI-assisted development and product outputs against real-world behavior, quality standards, and expected results. Lead and coach a small engineering team of approximately two to three engineers, setting clear responsibilities, making scope and staffing decisions, providing direct feedback, and developing technical judgment. Make pragmatic architectural and technology decisions, balancing existing capabilities, vendor solutions, integration requirements, and long-term engineering quality. Partner with IT to support the operation and maintenance of sales tools and collaborate with Product and special projects teams on discovery, dependencies, and business changes. Observe how prospective members, brokers, and sales teams interact with acquisition systems and use those insights to improve user experiences and operational effectiveness. Establish credible delivery plans, communicate commitments clearly, and maintain alignment between engineering priorities and business needs. Expected milestones: First 90 days: Develop a strong understanding of the acquisition journey and existing systems, establish an initial delivery plan, and ship an improvement that enhances the user experience. Ensure engineers have clear ownership and business partners understand upcoming commitments. First six months: Deliver a new telesales technology stack and other agreed acquisition priorities, supporting the ongoing growth needs of a highly rated Medicare Advantage plan. Improve sales workflows through better data and tools, with progress reflected in agreed operational and acquisition metrics. Requirements: Strong background as a production software engineer, with experience leading technical work from discovery through delivery. Ability to reason across application architecture, integrations, data systems, and user experience, particularly in public-facing environments. Demonstrated experience managing and developing engineers while remaining actively involved in hands-on software development. Experience leading a small, focused engineering team and providing clear direction, coaching, feedback, and support. Strong product judgment and the ability to translate commercial or operational goals into practical technical plans with measurable outcomes. Experience building or improving systems involving customer data, CRM platforms, sales or acquisition workflows, public websites, content management systems, or similarly interconnected operations. Practical experience using AI extensively in engineering work, including coding, debugging, testing, investigation, data analysis, or prototyping. Experience building or integrating AI-powered capabilities, with the ability to evaluate outputs and understand potential limitations or failure scenarios. Strong understanding of integrations and data flows, including how information moves between APIs, analytics platforms, customer systems, and operational tools. Ability to make sound architectural and vendor decisions while balancing delivery speed, maintainability, and engineering quality. Excellent communication and collaboration skills, with the ability to work effectively with business stakeholders and technical teams. Comfort working through ambiguity, explaining trade-offs, and moving initiatives forward without requiring fully defined requirements. A hands-on, accountable, and autonomous approach to engineering leadership. Benefits: Base salary: Estimated annual range of $223,100–$290,000, with final compensation determined by factors such as experience, education, certifications, market data, and internal equity. Equity: Equity opportunities and access to an Employee Stock Purchase Plan (ESPP) offering discounted stock purchases. Performance incentives: Performance-based bonus program. Retirement: 401(k) plan with company matching. Healthcare: Comprehensive medical, dental, and vision coverage. Time off: Flexible paid time off, sick leave, and monthly company holidays. Work-life balance: No-Meeting Fridays and access to mental health resources. Remote work: Remote-first culture, supporting collaboration and flexibility across locations. Home office support: Reimbursement for office setup expenses. Connectivity: Monthly cell phone and internet stipend. Family support: Paid parental leave for all new parents. Professional development: Learning programs, mentorship, professional development funding, and regular performance feedback and reviews. Additional benefits: Regular compensation reviews and other employee well-being initiatives.