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Salary: USD 220,000 - 260,000 / annual
Metropolis Technologies is seeking a Director of Engineering Operations & Strategy to lead technology strategy, operational excellence, and strategic problem-solving across the engineering organization. You will operate with high autonomy, managing a $50M–$100M+ engineering budget while partnering directly with senior leadership on critical initiatives.
Key Responsibilities:
- Own shared engineering processes including hiring workflows, onboarding, and training to maintain consistency as the organization scales
- Solve deeply complex, multifaceted operational challenges by delivering simple, actionable solutions independently
- Manage and direct a multi-hundred-million-dollar P&L budget, aligning resources with corporate objectives
- Own hardware and service forecasting for critical vendors (AWS, Twilio, etc.), maintaining visibility into spend trends and proactively flagging risks or opportunities
- Lead emerging strategic decisions for engineering—M&A due diligence, major vendor migrations, and high-stakes initiatives—in close partnership with senior executives
- Build alignment across leadership levels, navigating multi-stakeholder decisions on complex or high-risk initiatives
- Keep teams unblocked and moving rapidly, demonstrating comfort acting with incomplete information when directionally sound
- Break down cross-functional silos using curiosity and formal methodologies; challenge assumptions and drive alignment
- Forecast operational trends and deliver proactive strategic recommendations favoring disruption over routine maintenance
- Own all vendor management across engineering, from contract negotiation and renewals to performance accountability and day-to-day relationships
Company Context:
Metropolis is pioneering the Recognition Economy, using AI to make the real world responsive. The company transforms parking into seamless drive-in, drive-out experiences and is expanding its intelligence layer across retail and hospitality. The role requires 4 days per week in-office to foster innovation and culture.
Requirements:
- 6+ years in high-intensity, rigorous environments
- 2+ years of hands-on working engineering experience in software or similar engineering roles
- Demonstrated history of relentlessly getting hard things done; track record of outworking problems because you genuinely care about outcomes (backgrounds in top-tier management consulting, investment banking, or strategic finance are common but not required—the trait matters, not the pedigree)
- Proven experience leading a strategic function with significant autonomy, managing resources, and taking full ownership of organizational outcomes
- Exceptional ability to build trust with technical teams and influence without formal authority
- Experience owning meaningful budget or resource decisions within high-growth or complex organizations, with bias toward action over waiting for perfect information
- Track record of operating effectively in fast-moving, high-ambiguity environments and making sound decisions without complete data
- Exceptional ability to synthesize complex operational or technical concepts into clear rationale for senior and C-level stakeholders
- Skilled at translating high-level business goals into concrete execution plans accounting for broad organizational impact
- Proven excellence at leveraging AI tools and frameworks to optimize technology operations, technical evaluations, and cross-functional workflows
Plus (not required):
- MBA from top-tier business program
- Engineering degree
- Experience in high-growth technology scale-ups or pre-IPO environments
- Direct involvement in M&A tech due diligence, corporate restructuring, or integration strategy
- Experience with modern engineering workflows, cloud platforms (AWS), or AI tooling