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Head of Technical Operations

Ryder System, Inc.
San Francisco, United Statesfull_timeVerifiedPosted 28 Jul 2026

About the role

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Job Description:

Responsibilities

  • Leadership & Team Development:
    • Lead and mentor a high-performing Production Support Engineering team, fostering a culture of ownership, empathy, and continuous improvements
    • Build and execute hiring, onboarding, and career development plans, establishing clear pathways for growth
    • Create structured onboarding programs to accelerate context-building on Baton's products, tech stack, and business logic
    • Foster deep integration between PSE and core engineering teams, breaking down silos and enabling knowledge sharing
  • Operational Excellence:
    • Design and implement comprehensive runbooks, processes, and operational documentation
    • Establish and manage SLAs and key metrics (uptime, response time, resolution time, CSAT), driving continuous improvement through data
    • Own customer and operator communication during incidents, ensuring clear, timely, and empathetic updates during outages and degradations
    • Leverage customer insights, telemetry, and support trends to proactively detect issues, automate solutions, and advance support tooling
    • Partner with Engineering to validate new features, run bug bashes, create E2E/integration tests in response to incidents, and support pre-onboarding QA for customer migrations
  • Strategic Initiatives:
    • Define the team’s charter, transforming Production Support towards a hybrid Site Reliability Engineering (SRE) / Technical Solutions Engineering model
    • Partner with Engineering and Product leadership to influence platform reliability, observability tooling, and self-service capabilities—ensuring Baton's infrastructure can scale to support Ryder's 50K+ customers
    • Define and execute a roadmap toward 24x7 coverage, reducing external help desk dependencies as the business scales
    • Establish processes for the PSE team to take on customer-specific technical solutions, configuration changes, and lightweight operational fixes—protecting engineering bandwidth for strategic roadmap work
    • Champion exceptional customer experiences: Use incident trends and customer feedback to drive platform improvements that prevent future issues and increase customer satisfaction
  • Enterprise IT Administration:
    • Manage and administer Baton's core IT systems including Google Workspace, Slack, AWS, related productivity tools, MDM, office A/V, and our office internet/WiFi
    • Develop and implement strategies for bridging Baton and Ryder systems where appropriate, including SSO, identity management, and cross-platform workflows
    • Act as primary technical liaison with Ryder's enterprise IT team, navigating policies, security requirements, and integration opportunities
    • Build relationships with Ryder IT leadership to advocate for Baton's needs while ensuring alignment with enterprise standards
    • Evaluate opportunities to migrate Baton systems to Ryder's enterprise platforms where it makes business and technical sense
    • Create and maintain policies, procedures, and documentation for Baton's IT environment that are aligned with Ryder’s security and compliance policies
    • Provide hands-on IT support to Baton employees
    • Identify opportunities for automation and integration, partnering with engineering teams as needed to execute on these opportunities

Who You Are

Required Qualifications

  • 8+ years of experience in technical support, DevOps, or Site Reliability Engineering
  • 5+ years of experience managing and scaling production support teams in high-growth B2B SaaS environments where reliability, compliance, and customer SLAs are non-negotiable
  • Strong program management skills to lead cross-functional initiatives and drive projects to completion
  • Strong change-management skills, with a track record of rolling out new systems with minimal disruption and high employee adoption
  • Experience navigating enterprise procurement, security, compliance, and change-control processes
  • Hands-on experience with monitoring and alerting systems (Prometheus, Grafana, Sentry, DataDog, etc.)
  • Comfort navigating large, matrixed organizations (experience working across multiple teams, getting alignment, and influencing without authority)
  • Deep empathy for employees and customers, with commitment to delivering exceptional support experiences even under pressure

Preferred Qualifications

  • Experience in logistics, supply chain, or freight technology
  • Background in QA or test automation

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Company

Ryder System, Inc.

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