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Director, Logistics & Delivery Experience

Ollie was born with the mission of improving the lives of pets and pet parents nationwide. We make human-grade pet food, tailored for each dog’s nutritional needs, and deliver directly to our customers’ doors. Through Ollie’s carefully crafted meals and health services for members, dogs can truly live their healthiest, happiest lives.


As a member of our growing team, you’ll take part in a company culture that cares deeply about its work and its team members.


As the Director of Logistics & Delivery Experience, you will own the end-to-end customer delivery journey- from how our products move through our national shipping network to how they arrive at the door. You’ll set the strategic direction for our logistics and carrier ecosystem, optimize cost and performance across the network, and ensure every delivery reflects the quality and care that Ollie stands for.


This role blends operational excellence with customer obsession- you’ll combine data-driven insights, logistics expertise, and strong cross-functional leadership to continuously improve delivery speed, reliability, and experience.


This is a U.S.-based remote position and reports to the VP of Operations


What You'll Do:
  • Define and execute Ollie’s delivery and shipping strategy, including carrier selection, regional vs. national coverage, line-haul optimization, and last-mile innovation.
  • Oversee and negotiate all carrier contracts and relationships, ensuring service level excellence, scalability, and competitive cost structures.
  • Establish key metrics, goals, and dashboards to track carrier performance, delivery speed, cost efficiency, and customer satisfaction.
  • Act as the internal voice of the customer for delivery, identifying and addressing pain points, testing new approaches (like ice testing or packaging improvements), and collaborating with Product, Tech, Marketing, and Customer Experience teams to enhance the overall experience.
  • Own the annual delivery and shipping budget, forecasting, and cost optimization initiatives to align with company financial targets.
  • Stay ahead of trends in shipping, logistics, and delivery technology. Regularly assess and propose strategic opportunities to improve speed, reliability, and cost structure.
  • Lead business reviews with key carrier partners and present performance, insights, and recommendations to senior leadership.
  • Build and mentor a high-performing delivery operations team focused on data, process improvement, and customer experience excellence.


Who You Are:
  • You have 8+ years of experience in logistics, delivery operations, or supply chain management, including 2+ years in a leadership role.
  • Proven success developing and executing logistics or shipping strategies at scale.
  • You’re a skilled negotiator with experience managing carrier contracts.
  • You’re analytical and data-driven, with a deep understanding of shipping metrics, carrier KPIs, and customer experience drivers.
  • You’re a strong cross-functional communicator with the ability to influence at all levels.
  • You’re customer-obsessed, detail-oriented, and passionate about creating exceptional end-to-end experiences.


What You'll Get:
  • Competitive salary and a stake in the company
  • Sponsored 401k program with employer match up to 4%
  • Comprehensive health coverage including medical, dental and vision
  • Unlimited vacation policy that you're encouraged to use
  • Paid parental leave
  • 1-week paw-ternity leave for new dog parents
  • Free Ollie subscription
  • Inspiring pack members!


What We Value:


Keeping Dogs At The Heart

Our profound love for dogs unites us and drives and inspires every aspect of our business. We wholeheartedly believe dogs make us better in life and at work.


Being Courageous And Kind

We create a safe, inclusive space for everyone to show up as their authentic selves. We check our egos at the door and speak our minds. We embrace diverse backgrounds and perspectives as they bring new and different ideas and ways of working together.


Setting New Standards

We believe in continually raising the bar, never settling for less than our best as a team and individuals. We keep improving from the quality of our products to our customer experience to how we work.


Making Ollie The Best Chapter

We are building an impactful business while making memorable experiences with one another. We celebrate our successes, learn from our failures, and enjoy our collective journey. Our time at Ollie should be a milestone in our careers.



If you'd like to stand out, tell us in your cover letter why you're interested in joining Ollie and how your skills match the responsibilities detailed in this posting.


Ollie embraces diversity and equal opportunity. We're committed to building a team that represents a variety of backgrounds, perspectives, and skills. Ollie is an equal opportunity employer and does not discriminate on the basis of race, national origin, gender, gender identity, sexual orientation, protected veteran status, disability, age, or other legally protected status. For individuals with disabilities who would like to request an accommodation, please include that in your application.

Ollie Glassdoor Company Review
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CEO of Ollie
Ollie CEO photo
Nick Stafford
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Average salary estimate

$180000 / YEARLY (est.)
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$150000K
$210000K

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At Ollie, we love dogs and the people who love them. It’s this passion that defines Ollie as an innovative pet wellness brand. Our goal is simple: to provide a healthier, easier way to care for our dogs and in turn help them live as long as canine...

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Full-time, remote
DATE POSTED
October 10, 2025
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