About Owlery

Owlery is an AI-powered logistics platform built for shippers — the brands, manufacturers, and logistics teams whose product is actually moving. We're two things in one: a TMS that runs freight operations end-to-end, and an AI Logistics Teammate that actively manages those operations — resolving exceptions, communicating with carriers, and optimizing decisions around the clock. Think of it as replacing both the spreadsheets and the manual work that still dominate the industry.

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We were founded in 2022 by principal engineers from Uber Freight, and we're backed by leading institutional investors. Owlery is growing fast (>4x year over year) with a small team that punches well above its weight. We're remote-friendly with offices in the San Francisco Bay Area.

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Role Description

As a Customer Success and Operations Manager at Owlery, you will be at the forefront of our mission, reporting directly to one of our founders. In this high-impact role, you'll shape how we deliver value to customers during a period of rapid growth. You will be responsible for overseeing customer satisfaction, analyzing data for operational management, and ensuring effective communication with customers to enhance their experience. Your day-to-day tasks will include onboarding and managing customer accounts, providing support, resolving issues, and optimizing operational processes.

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Who You Are

• You enjoy helping others and building relationships.
• You are a proactive person with high agency — you like to get things done.
• You hold yourself to a high standard and have impeccable attention to detail.
• You're technically curious — you don't need to be an engineer, but you're comfortable digging into data, navigating a complex product, and thinking like one when troubleshooting.
• You've supported or worked with configurable software — tools where every customer sets things up differently — and you're comfortable helping users translate their real-world operations into platform workflows.
• You are a prompt and clear communicator.
• You have 3+ years of work experience in the logistics/supply chain/technology industry, ideally in a shipper-facing role.

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Responsibilities

• Onboard new customers, ensuring customers see the value and impact of Owlery as quickly as possible. Your customers will love you.
• Collaborate closely with product and engineering to relay customer feedback and help tailor our solutions to better meet customer needs. You will directly shape our product roadmap.
• Analyze customer data to identify trends, anticipate needs, and proactively come up with solutions.
• Drive regularly scheduled check-ins and QBRs with customers.

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Benefits

• Competitive base salary in line with experience, plus equity in the business to share in our success.
• Premium healthcare coverage including medical, dental, and vision plans.
• Company-sponsored 401K plan and FSA.
• Access to premium AI tools like ChatGPT Plus and Claude Pro to keep your workflow sharp.
• Unlimited PTO because we trust you to manage your time.
• Travel to meet face-to-face with the team and customers — we invest in getting remote teammates together often.