# Metro Global Ventures LLC — Director of Engineering

- Generated: 2026-08-28 12:25:36 PM EDT
- Original/canonical posting: https://www.linkedin.com/jobs/view/4460346599/
- Posted: 3 hours ago at capture time
- Applicants: Be among the first 25 applicants
- Work model/location: Remote — United States
- Employment type: Full-time
- Compensation: Not disclosed; Director title qualifies under Keith's compensation rule
- Travel: Not disclosed
- Positioning track: Technical manager
- Fit outcome: FAIL — 86%

## Direct-match strengths

Twenty-person player-coach leadership, architecture, delivery metrics, AI-assisted development, roadmaps, CI/CD, DevOps, cloud, and product execution are unusually close matches.

## Hard or material gaps

Hard required-technology gap: the JD explicitly requires Java backend development, and Keith's source materials do not support Java. The role also presents some down-level risk relative to his recent CEO and Senior Director scope.

## Weighted evidence map

1. Lead and mentor a roughly 20-person team — 3/3: Direct 24-person NorthBay and other hands-on leadership evidence.
2. Architecture and system-design ownership — 3/3: Extensive direct cloud, web, distributed-platform, and API architecture.
3. Delivery metrics, cadence, and accountability — 3/3: Direct Agile, KPI, blocker-removal, and rapid-release evidence.
4. Product roadmap and prioritization — 3/3: Direct repeated product-to-technical-roadmap ownership.
5. AI development playbooks and production AI — 3/3: Direct Codex mentoring and AssistX agent/RAG platform delivery.
6. Java backend and modern frontend — 1/3: Modern web/frontend evidence is adjacent; Java is unsupported.
7. CI/CD, DevOps, and cloud — 3/3: Direct source-supported evidence.

## Full normalized job description

Director of Engineering
Location:
Remote (company based in Philadelphia, PA)
About the Role
We're seeking a Director of Engineering to lead a small, established engineering team through its next stage of growth. Recently acquired by Metro Global, the company has the stability and backing of institutional ownership and is at an inflection point: ready to modernize its development practices, sharpen execution, and accelerate delivery.
This is a hands-on, player-coach role, combining small-company freedom, influence, and growth with stable backing and resources. You'll lead a team of ~twenty engineers across backend, frontend, and QA while staying close enough to the code and architecture to make technical decisions. You'll partner closely with existing technical leadership to set direction and own the day-to-day execution that turns vision into shipped product.
You should be passionate about designing and iterating on development processes, leveraging AI tools, helping the team perform at their best, and solving varied problems as the company grows. No specific prior title is required, as long as you have experience working with a team to improve processes and output.
Responsibilities
Engineering Leadership & Execution:
Lead and mentor the engineering team across backend, frontend, and QA
Own the overall technical architecture and make key decisions on system design and technology choices
Diagnose and eliminate the bottlenecks slowing delivery, implementing improvements quickly
Establish clear delivery metrics, sprint cadences, and accountability frameworks to accelerate feature delivery
Build and scale the processes, tools, and practices that enable faster, more reliable releases
Product & Roadmap Management:
Partner with leadership to define product vision and translate business objectives into technical roadmaps
Own and prioritize the engineering roadmap, balancing new features, technical debt, and infrastructure
Coordinate across backend, frontend, and QA to ensure alignment and efficient delivery
Drive sprint planning, stand-ups, and retrospectives to maintain development momentum
AI Execution:
Define and maintain a playbook of AI-driven development best practices, evolving it as tools and techniques mature
Evaluate, pilot, and deploy AI tooling that brings AI capabilities into production environments
Identify high-value points across the product to embed AI, integrating intelligence into user and operational workflows
Deep prior AI experience is not required for this role. What matters is curiosity and a willingness to learn fast: We expect you to grow into AI leadership, and you'll have access to AI expertise across the Metro Global portfolio of companies to help.
What We're Looking For
6+ years of software engineering experience
3+ years in engineering leadership: direct reports not necessary, so long as you've worked to improve a team's development velocity through teamwork/process improvement
Excellent communication skills, with the ability to translate technical concepts for non-technical stakeholders
Experience implementing engineering metrics and KPIs
A strong, hands-on technical background with modern web application architectures
Experience with Java backend development and a modern frontend framework
Solid understanding of CI/CD, DevOps practices, and cloud infrastructure
Comfort working in fast-paced, iterative environments
A willingness to learn and apply AI in a production setting
Experience at a similar-stage or high-growth company is a plus.
If you feel your resume alone does not sufficiently capture your ability to perform in the role, you may attach a cover letter to your resume.

## Artifact metadata

- Resume and cover letter: Not generated under the fit gate.
- LinkedIn note: Not generated for a FAIL role.
- Google Drive used: No