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Transportation Execution Manager II

Chewy · Plantation, FL · workday

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Score: 42 S:10 R:30 C:2
First seen: 2026-02-06 · Last seen: 2026-02-10

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Why You're a Fit

Cross-functional leadership with sales, marketing, product
Director, AI Emerging Tech, ServiceNow (2025-present)
"...osure to transportation network operations while developing leadership and operational execution skills in a fast-paced environment..."
Driving AI solutions strategy
Director, AI Emerging Tech, ServiceNow (2025-present)
"Identify risks, implement short-term solutions, and drive toward long-term corrective actions"
IoT, web-based, cross-platform solutions
Director, Product, Dell Technologies (2019-2021)
"Identify risks, implement short-term solutions, and drive toward long-term corrective actions"
Strong cross-functional collaboration
Leadership
"Cross-Functional Alignment: Collaborate with fulfillment center operations, internal transportation teams, and carrier partners to drive service excel..."

Job Description

Job Description:

Our Opportunity:

Chewy is seeking a proactive and detail-oriented Transportation Execution Manager II (Night Shift) to support overnight transportation operations. This role plays a key part in ensuring service reliability by executing dispatch plans, supporting carrier communication, and assisting with issue resolution during overnight hours. You will help monitor cost and service performance for third-party dedicated fleets and one-way truckload carriers, escalating risks and disruptions as needed. In this role, you will support the overnight transportation function by driving adherence to plans, maintaining operational continuity, and assisting with real-time decision-making. You will work closely with Fulfillment Center Operations, Field Transportation, and third-party carrier partners to ensure consistent execution and service outcomes. Strong communication skills, the ability to react quickly to changing conditions, and a collaborative mindset are essential to success in this role.

This position offers the opportunity to gain exposure to transportation network operations while developing leadership and operational execution skills in a fast-paced environment.

This role is a Monday–Friday overnight shift, working 5:30 PM–4:30 AM EST. <10% of the time This role will require Weekend coverage and overnight coverage (20:30 to 0730).

What You’ll Do:

  • Overnight Transportation: Execute transportation operations across multiple fulfillment centers. Ensure driver coverage and on-time dispatch performance through direct engagement and oversight of third-party carriers.
  • Carrier Engagement & Communication: Lead nightly calls with each carrier to confirm driver assignments and readiness. Build carrier accountability through consistent communication and proactive troubleshooting.
  • Load Planning & Operational Oversight: Manage nightly load planning and execution. Ensure alignment with the transportation schedule, resolve exceptions, and maintain real-time accuracy in OTM.
  • Real-Time Escalation & Problem Solving: Serve as the decision-maker for real-time operational disruptions. Identify risks, implement short-term solutions, and drive toward long-term corrective actions.
  • Root Cause Analysis & Corrective Actions: Use SQL and Excel to analyze operational failures or inefficiencies and implement data-driven corrective action plans to drive performance improvements.
  • Cross-Functional Alignment: Collaborate with fulfillment center operations, internal transportation teams, and carrier partners to drive service excellence and ensure alignment on goals and execution.

What You’ll Need:

  • 2+ years of experience in transportation, supply chain, or logistics
  • Demonstrated ability to manage overnight or shift-based transportation operations.
  • Proficiency in Oracle Transportation Management (OTM) or similar TMS platforms.
  • Strong leadership, communication, and conflict resolution skills.
  • Analytical proficiency, including basic SQL skills and Excel-based data analysis.
  • Proven experience managing third-party carrier performance and accountability.
  • Bachelor’s degree in supply chain, logistics, business, or a related field.

Bonus (if applicable):

  • Hands-on experience in transload and yard management operations.
  • Background in e-commerce or retail transportation environments.
  • Familiarity with Lean/Six Sigma methodologies is a plus.
  • Tableau or data visualization experience is a bonus.

Position Details

  • This is an overnight role, covering evening and early morning hours.
  • Travel may be required depending on business needs.
  • Full-time role with competitive compensation and benefits.

Join us in delivering excellence overnight and shaping the future of our transportation network!

Chewy is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, ancestry, national origin, gender, citizenship, marital status, religion, age, disability, gender identity, results of genetic testing, veteran status, as well as any other legally-protected characteristic. If you have a disability under the Americans with Disabilities Act or similar law, and you need an accommodation during the application process or to perform these job requirements, or if you need a religious accommodation, please contact CAAR@chewy.com.

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