Senior Manager, Technology Operations-Transportation System Design

About the role

We are seeking a Senior Manager, Tech Enablement & Tech Operations to serve as the strategic and operational bridge between business teams and technology delivery for our transportation management and AI-enabled capabilities. This role will lead enablement and operational support for STRIDE TMS development and AI development initiatives, ensuring solutions are scalable, integrated, and aligned with business outcomes.

Responsibilities

• TMS Development Enablement & Representing On-The-Ground Operators
  Act as the primary business-facing technology partner for STRIDE TMS, translating operational needs into clear technical priorities and execution plans.
  Support ongoing development, enhancement, and stabilization of STRIDE TMS, including feature design intake, backlog shaping, release readiness, and post-release adoption.
  Coordinate across product, engineering, vendors, and operations to ensure on-time delivery, system reliability, and continuous improvement.
• AI Development Enablement & Support
  Enable AI development initiatives by connecting business use cases (forecasting, optimization, automation, decision support, etc.) to engineering and data teams.
  Partner with AI and data engineering teams to define requirements, data dependencies, integration points, and success metrics.
  Support responsible AI development by helping operationalize model lifecycle management, monitoring, validation, and adoption across business workflows.
  Drive alignment between AI solutions and existing enterprise systems to ensure seamless end-to-end process integration.
• Business & Systems Integration Leadership
  Serve as a cross-system integrator, connecting STRIDE TMS, AI platforms, ERP, planning systems, data platforms, and downstream operational tools.
  Ensure business processes are designed holistically across systems, avoiding fragmentation and rework.
  Lead cross-functional forums to align stakeholders on roadmap priorities, dependencies, trade-offs, and execution plans.
  Translate complex technical concepts into clear, business-relevant narratives for senior leaders and operational teams.
• Tech Operations & Enablement
  Define and track KPIs related to system performance, delivery velocity, adoption, and business impact.
  Support change management, training, and readiness activities to ensure smooth rollout of new capabilities.
  Identify operational gaps and proactively recommend process, tooling, or architectural improvements.

Requirements

• 8+ years of experience in technology enablement, tech operations, product operations, or systems integration roles.
• Strong experience supporting enterprise platforms, preferably Transportation Management Systems (TMS) or large-scale supply chain systems.
• Proven ability to function as a business-to-technology translator, connecting operational needs with technical execution.
• Experience working closely with engineering, product, and data/AI teams in an agile or hybrid development environment.
• Solid understanding of system integrations, APIs, data flows, and dependencies across complex tech stacks.
• Demonstrated success leading cross-functional initiatives in ambiguous, fast-moving environments.
• Direct experience with TMS platforms (custom or commercial) and transportation or logistics operations.
• Exposure to AI / ML development lifecycles, including use case framing, data readiness, and model operationalization.
• Experience enabling or supporting AI-powered decision support or optimization tools within enterprise environments.
• Prior people management or strong matrix leadership experience.
• Bachelor’s degree in Information Systems, Computer Science, Engineering, Operations, or a related field; MBA or advanced degree a plus.

Qualifications

• Option 1: Bachelor's degree in computer science, management information systems, industrial engineering, engineering management, business, information systems, project/program management, information technology, finance, management, or related area and 5 years’ experience in project management, program management, program operations, or related area.
• Option 2: 7 years’ experience in project management, program management, program operations, or related area. 2 years’ supervisory experience.

Preferred Qualifications

• Master’s degree in computer science, management information systems, industrial engineering, engineering management, business, information systems, project/program management, information technology, finance, management, or related area and 4 years' experience in project management, program management, program operations, or related area.

Benefits

The annual salary range for this position is $90,000.00 - $180,000.00. Additional compensation includes annual or quarterly performance bonuses. Additional compensation for certain positions may also include: Stock Options.