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Engineering Team Lead, Appointment Scheduling

Job in Boston, Suffolk County, Massachusetts, 02298, USA
Listing for: Engageware
Full Time position
Listed on 2026-10-05
Job specializations:
  • Software Development
    Software Architect, Backend Developer, Cloud Engineer - Software
Salary/Wage Range or Industry Benchmark: 150000 - 210000 USD Yearly USD 150000.00 210000.00 YEAR
Job Description & How to Apply Below

About the Role

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. When someone books time with their bank or schedules a visit with their care team, our platform finds the right availability, the right person, and the right place, and makes it effortless: online, in the branch, at the kiosk, in the walk‑in queue, or virtually, with reminders and routing handled end to end.

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. You'll grow the engineers around you, keep the team healthy and shipping, and carry our platform into the AI age: an AI‑augmented development lifecycle where agents do real work across design, code, test, and review, and a product where booking is conversational, availability is intelligent, and every answer is grounded in real, verified data.

What

You'll Do Team & Delivery Leadership
  • Own the team's planning, prioritization, and delivery — the process and the day‑to‑day execution — ensuring the Appointment Scheduling team ships reliably at enterprise scale.
  • Grow and coach engineers at all levels (including senior and principal ICs); keep the team engaged, healthy, and improving.
  • Partner closely with the Principal Engineer to translate the hardest architectural decisions into reliable, shipped product.
  • Collaborate with Product and Design so that what ships solves the customer's actual problem, not just the technical one.
Technical Direction
  • Own the overall technical direction for your area of the scheduling platform: the availability and booking engine, routing and reminders, and the online/branch/kiosk/queue/virtual channel experiences built on top.
  • Make the mature, business‑critical scheduling core safer and faster to change — through pragmatic modernization, improved test coverage, and cleaner API surfaces — without big‑bang rewrites.
  • Shape and evolve the platform's data architecture (SQL Server, PostgreSQL) and service boundaries (Spring Boot, Scala/Akka) to support scale and AI extensibility.
  • Maintain Engageware's reliability bar: the scheduling platform cannot let a customer down.
AI‑Augmented Development Lifecycle
  • Lead the team's adoption of an AI‑augmented SDLC — putting AI agents (built on Claude) to work across design, code generation, test authoring, code review, and legacy modernization.
  • Set the team's norms and guardrails for AI‑assisted development, with a strong test and CI/CD backbone ensuring AI‑generated changes ship fast and safely.
  • Stay current on agentic development patterns (including MCP‑based tooling) and raise the team's fluency over time.
AI in the Product
  • Bring intelligent capabilities into the Appointment Scheduling product where they earn their place: conversational and assisted booking, smarter availability recommendations, reduced no‑show rates, and proactive engagement.
  • Ensure all AI‑driven features are grounded in real, verified availability data — never hallucinated — and are evaluated honestly against clear success metrics.
  • Partner with the Principal PM to align AI product bets with customer value and the broader scheduling roadmap.
What We're Looking For

Must‑have qualifications:

  • A track record of leading an engineering team to deliver: owning process, planning, and outcomes, while staying technically hands‑on. You've shipped product, not just run a team.
  • Depth in the Appointment Scheduling tech stack: JVM backend (Java / Spring Boot, Java 17) and modern Type Script front ends (React and/or Angular), with comfort in high‑throughput services and the relational data behind them.
  • Experience…
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