Director of Software Engineering

HaloMD specializes in Independent Dispute Resolution for out-of-network healthcare providers. The Director of Software Engineering leads multiple engineering teams building and operating the case-management platform, customer portals, shared services, and AI-enabled capabilities, while owning technical direction, delivery, and production reliability.

Responsibilities:

• Lead several product engineering teams and their leads ; own headcount, the hiring bar, and performance
• Set team charters and ownership boundaries so every service, front end, and on-call rotation has one accountable team
• Grow the engineering managers, architects, and tech leads beneath you so the organization scales without you
• Own end-to-end solution architecture across teams: data model, service boundaries, API contracts, and front-end composition in the micro-frontend shell and shared services layer
• Set and enforce standards for FastAPI services, PostgreSQL, React/Next.js front ends, and durable workflows on Temporal.io and Azure Service Bus
• Serve as the final technical escalation point: the hardest design tradeoffs, cross-team integration decisions, and production incidents end with you
• Author ADRs and written designs that others can build from without ambiguity
• Remain hands-on: build reference implementations and proofs-of-concept that de-risk major decisions, and review pull requests with authority
• Establish t esting strategy (unit, integration, contract, load) as a condition of shipping , not an afterthought
• Own production reliability : SLOs, on-call, observability, and the analysis that turns incidents into permanent fixes
• Lead modernization of legacy systems (older SQL/RDBMS, monoliths) without disrupting revenue-critical operations
• Make Claude Code, MCP tooling, and agentic workflows the default way engineering works across your teams: patterns, guardrails, and measured productivity, not experiments
• Own the production standard for AI features : document understanding, extraction, and agentic workflows over payer data, with evaluation harnesses that prove they work
• Work side-by-side with Product and Operations , deep enough in the dispute domain to challenge requirements and translate in both directions
• Present and defend roadmaps, designs, and risk in SteerCo-style reviews with executives, without a translation layer
• Partner with Security and Compliance on SOC 2, HITRUST, and HIPAA : authentication, authorization, PHI handling, audit logging, and retention

Requirements:

• 12+ years in software engineering, with 5+ years leading multiple teams or managers and a record of building the leaders beneath you
• Principal-architect-level depth in full-stack systems: you have designed distributed, event-driven platforms end to end and can still do so today
• Hands-on mastery of Python and FastAPI, PostgreSQL, and React/Next.js with TypeScript ; you can read any pull request and know whether it is right
• Hands-on experience with workflow orchestration and messaging (Temporal.io, Azure Service Bus, or equivalents)
• Strong, current AI background: daily use of Claude or equivalent frontier models, and LLM-powered features shipped to production with evaluation and guardrails
• Deep experience with Azure (AKS, Service Bus, Entra ID), Kubernetes, and modern CI/CD
• Proven delivery leadership across concurrent teams in high-growth, high-change environments: roadmaps kept, incidents closed, tradeoffs made explicit
• Exceptional communication and executive presence ; equally confident in a deep design review and a C-suite conversation