Engineering Team Lead – Appointment Scheduling
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Job Description
Engineering Team Lead owning delivery and technical direction for Engageware's enterprise appointment-scheduling platform. Modernizing JVM services and bringing verified-data AI booking capabilities to production.
Responsibilities:
- Own the Appointment Scheduling team's planning, prioritization, delivery process, and day-to-day execution
- Ensure the team ships reliably at enterprise scale
- Grow and coach engineers at all levels, including senior and principal individual contributors
- Partner with the Principal Engineer on architectural decisions and shipped product
- Collaborate with Product and Design to solve customer problems
- Own technical direction for the scheduling platform, including availability, booking, routing, reminders, and multiple customer channels
- Modernize the mature scheduling core through pragmatic modernization, improved test coverage, and cleaner API surfaces
- Shape and evolve data architecture and service boundaries for scale and AI extensibility
- Maintain the platform's reliability standards
- Lead adoption of an AI-augmented software development lifecycle across design, code generation, testing, code review, and legacy modernization
- Establish guardrails for AI-assisted development with strong testing and CI/CD practices
- Stay current on agentic development patterns, including MCP-based tooling, and improve team fluency
- Introduce intelligent product capabilities such as conversational booking, availability recommendations, reduced no-show rates, and proactive engagement
- Ensure AI features use verified availability data and are evaluated against clear success metrics
- Partner with the Principal PM to align AI product initiatives with customer value and the scheduling roadmap
Requirements:
- Track record of leading an engineering team to deliver process, planning, and outcomes while remaining technically hands-on
- Experience shipping product, not only managing a team
- Depth in JVM backend technologies, including Java, Spring Boot, and Java 17
- Experience with modern TypeScript front ends using React and/or Angular
- Comfort with high-throughput services and relational data
- Experience modernizing large, mature, business-critical systems without disrupting the business
- Fluency with AI coding agents and AI-augmented development
- Genuine product sense focused on the customer booking experience
- Based in the United States
- Willingness to travel occasionally for team and customer meetings
- Prior scheduling, calendaring, availability modeling, or resource-optimization experience is nice to have
- SQL and relational data depth is nice to have
- Enterprise-scale API design and integration experience is nice to have
- Background in financial services, banking, credit unions, healthcare, or retail technology is nice to have
- Experience exposing platform capabilities to AI agents via MCP or similar patterns is nice to have
- Familiarity with SQL Server, PostgreSQL, Scala/Akka, Kubernetes on AWS, Claude models, and MCP-based agent tooling is not required but relevant to the role
Benefits:
- Willingness to travel occasionally for team and customer meetings
- AI-augmented development lifecycle and exposure to AI agent tooling
- Opportunity to work with Claude models and MCP-based agent tooling
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