Director of Web Development

Group 1001 is a consumer-centric, technology-driven family of insurance companies on a mission to deliver outstanding value and operational performance by combining financial strength and stability with deep insurance expertise and a can-do culture. Group1001’s culture emphasizes the importance of collaboration, communication, core business focus, risk management, and striving for outcomes. This goal extends to how we hire and onboard our most valuable assets – our employees.

Why This Role Matters:

Hands-on technical/design manager accountable for the tactical execution of the web development and UI design team. Oversees the three Web/UI Developer roles (Lead, Senior, and Web/UI Developer levels) and is personally accountable for the quality, performance, and brand integrity of all marketing web properties and design systems across Group 1001 member companies (Delaware Life, Wellspring Health, Gainbridge, Clear Spring P&C, RVI Group, and Group 1001 Corporate). This is explicitly a working manager role — not a people-only manager.

Scope and Complexity:

• Direct people-management of Lead, Senior, and entry-level Web/UI Developers (FTE and contractor mix)
• Tactical accountability for sprint-level delivery, design reviews, and visual/UX standards across all web properties
• Supports web property and UI design needs across all Group 1001 member companies: Delaware Life, Wellspring Health, Gainbridge, Clear Spring P&C, RVI Group, and Group 1001 Corporate
• Expected to maintain hands-on design and Webflow contribution on critical-path work, personally conduct design reviews, and prototype design solutions to de-risk delivery
• Must meet or exceed the Lead Web/UI Developer technical bar in Figma, Webflow, and design systems
• Operates in an Agile environment using Jira and User Stories, with AI-assisted design and content expected throughout the team

How You’ll Contribute:

• Hands-On Design and Build: Contribute production-quality design and Webflow build work on critical-path web properties; personally conduct design reviews; prototype solutions in Figma and Webflow to de-risk new initiatives.
• Product Ownership of Portfolio Applications: Serve as the accountable Product Owner for the applications and web properties in the team’s portfolio, including ongoing responsibility for security posture, accessibility compliance (WCAG AA minimum), and regulatory compliance applicable to the supported Group 1001 member company (e.g., insurance regulatory, privacy, and data-protection requirements).
• Architectural Fitness and Operational Resilience: Own the architectural health of every application in the portfolio — including business continuity and disaster recovery posture, data backup and retention policy adherence, operating-system and runtime version currency, third-party library currency, and timely application of security patches.
• Tooling and Access Enablement: Ensure every team member has access to the correct application development and support tooling at the appropriate access level — including IDEs, design tools, source control, CI/CD systems, cloud consoles, monitoring/observability platforms, ticketing systems, and any production-support tooling required for their role. Partner with IT, Security, and Identity teams to provision, review, and revoke access on an ongoing basis.
• Short-Range Planning: Own the team’s quarterly and sprint-level design and build plans; align capacity against committed scope across member-company marketing initiatives.
• Sprint Operations: Either lead or actively participate in Agile sprint planning, backlog refinement, and retrospectives; partner with marketing stakeholders and product owners on story sizing and readiness.
• Story Readiness Review: Personally vet user stories for design fitness, acceptance criteria clarity, content-readiness, and dependency identification before they enter a sprint.
• Staff Assignment: Match designers to projects based on skill, brand-fluency, and capacity across member-company workstreams.
• Day-to-Day People Management: Schedule management, 1:1s, goal-setting, performance reviews, compensation recommendations, and corrective action.
• Designer Growth: Build individual development plans; provide design and technical mentoring; develop senior and lead designers’ craft, design-system thinking, and stakeholder skills.
• Design System Stewardship: Own the enterprise design system strategy — …