[Hiring] Engineering Team Lead, Appointment Scheduling @Engageware

Role Description

Engageware powers appointment scheduling for some of the largest banks, credit unions, healthcare systems, and retailers in the world — on the order of a million appointments and interactions a day. We're looking for a hands-on Team Lead to own how the Appointment Scheduling team runs — the process, planning, and delivery — and to drive its technical direction.

• Grow the engineers around you, keep the team healthy and shipping, and carry our platform into the AI age.
• Drive an AI-augmented development lifecycle where agents do real work across design, code, test, and review.
• Ensure booking is conversational, availability is intelligent, and every answer is grounded in real, verified data.

Qualifications

• A track record of leading an engineering team to deliver: owning process, planning, and outcomes, while staying technically hands-on.
• Depth in the Appointment Scheduling tech stack: JVM backend (Java / Spring Boot, Java 17) and modern TypeScript front ends (React and/or Angular).
• Experience modernizing large, mature, business-critical systems.
• Fluency with AI coding agents and AI-augmented development.
• Genuine product sense: caring about the booking experience the customer feels.
• Based in the United States, with willingness to travel occasionally for team and customer meetings.

Requirements

• Own the team's planning, prioritization, and delivery — ensuring the Appointment Scheduling team ships reliably at enterprise scale.
• Grow and coach engineers at all levels; keep the team engaged, healthy, and improving.
• Partner closely with the Principal Engineer to translate architectural decisions into reliable, shipped product.
• Collaborate with Product and Design to solve the customer's actual problem.
• Own the overall technical direction for your area of the scheduling platform.
• Make the scheduling core safer and faster to change through pragmatic modernization.
• Shape and evolve the platform's data architecture and service boundaries.
• Maintain Engageware's reliability bar.
• Lead the team's adoption of an AI-augmented SDLC.
• Set the team's norms and guardrails for AI-assisted development.
• Stay current on agentic development patterns.
• Bring intelligent capabilities into the Appointment Scheduling product.
• Ensure all AI-driven features are grounded in real, verified availability data.
• Partner with the Principal PM to align AI product bets with customer value.

Benefits

• Opportunity to work with cutting-edge technology in AI and scheduling.
• Collaborative and supportive team environment.
• Professional growth and development opportunities.

Company Description

Engageware is dedicated to making appointment scheduling effortless across various sectors, ensuring reliability and efficiency in customer interactions.