Director of Engineering

TrueCommerce,
Remote

About The Position

We are seeking a talented Director of Engineering to lead our engineering teams through a major platform modernization initiative. You will sit at the center of TrueCommerce's effort to consolidate 20+ products onto a single unified foundation — TC.Net — while keeping live customers fully uninterrupted. Leading delivery across cross-functional engineering teams, you will own the release train, run scrum at scale, and directly manage a group of senior engineers and team leads. You are equally comfortable reviewing a risky pull request and running a quarterly planning session.

Requirements

  • 8–12+ years in software engineering, with at least 3 years in an engineering management or delivery leadership role
  • Proven experience running scrum across multiple concurrent teams, including PI planning
  • Agentic / AI-assisted development experience working with LLM tooling in an engineering workflow
  • Direct people management of 10+ engineers, including performance conversations and growth planning
  • Hands-on coding ability in .NET / C# — can read, review, and reason about production code
  • Experience owning release trains on live, customer-facing platforms with zero-disruption requirements
  • Strong command of feature flags, dark launches, and strangler-fig migration patterns
  • Experience with integration platforms and API-first architecture
  • Familiarity with cloud delivery on Azure (CI/CD pipelines, DevOps, observability)

Nice To Haves

  • Experience in supply chain, EDI, B2B integration, or ERP-adjacent platforms
  • Hands-on experience with Azure DevOps, Terraform, or similar IaC tooling
  • Background working in a product-led, platform modernization context

Responsibilities

  • Design and build MCP (Model Context Protocol) skills and tools for the TC.Net agentic layer
  • Write production-quality agentic code using Anthropic Claude API, OpenAI, or equivalent LLM providers
  • Define the team's agentic coding standards — prompt architecture, tool-call design, context management, and evaluation patterns
  • Own LLM cost management: monitor token usage per feature, set cost budgets, choose the right model tier per use case, and enforce cost-aware development practices
  • Build and maintain prompt regression and eval suites to ensure quality gates on non-deterministic outputs
  • Establish guardrails for the agentic Control Layer (governance, approval flows, autonomous action policies)
  • Stay current with the MCP ecosystem, emerging agent frameworks (LangGraph, CrewAI, AutoGen), and LLM provider updates
  • Mentor engineers on agentic patterns — tool use, retrieval-augmented generation, multi-agent orchestration
  • Own sprint ceremonies — planning, review, retrospective, and daily standups
  • Run quarterly Program Increment (PI) planning, aligning all teams to roadmap milestones and surfacing cross-team dependencies
  • Track velocity, remove impediments, and escalate blockers to the engineering leadership team
  • Own the release train — gate what ships, when, and under what conditions
  • Define and enforce feature-flag strategy to enable safe parallel runs on the live TC.Net platform
  • Author and maintain rollback playbooks for every major release
  • Guarantee zero disruption to existing TC.Net customers throughout the modernization
  • Directly manage team leads and senior individual contributors; run regular 1:1s, set growth plans, lead performance review cycles
  • Participate in hiring panels — assess both technical bar and team culture fit
  • Review high-risk pull requests — scheduler refactors, canonical data model changes, authentication flows
  • Contribute to architecture decisions as a peer, not only as an approver
  • Debug production incidents directly; write occasional internal tooling to stay technically sharp

Benefits

  • Competitive benefits
  • Generous paid time off packages
  • Flexible and casual work environments
  • Career development
  • Recognition programs
  • 401k with 3.5% company match and vested after 2 years
  • 20 PTO days - 1 birthday day off - 3 summer days - 1 volunteer day - 10 company holidays
  • Medical, dental, vision and other life/health insurance plans
  • Paid parental leave
  • Wellness reimbursement program
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