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Senior Systems Administrator / Engineer at Little Sleepies

Join Little Sleepies, the #1 fastest-growing retail company in America (Inc. Magazine), as a Senior Systems Administrator / Engineer. This unique hybrid role combines enterprise systems management with advanced automation engineering using n8n, Airtable, and AI-assisted development tools like Claude. You’ll have end-to-end ownership of the systems that power a world-class D2C brand, turning manual processes into scalable, automated workflows. If you’re a hands-on technical expert who loves building integrations and optimizing platforms like NetSuite and Snowflake, this remote-first opportunity offers significant impact and a supportive, innovation-driven culture.

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Little Sleepies

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Location

Remote (United States)

Compensation

Not Disclosed

Company

Little Sleepies

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Role overview

Little Sleepies is seeking a hybrid Senior Systems Administrator / Engineer to own their automation backbone. You will manage enterprise systems like NetSuite and Google Workspace while building complex integrations using n8n and Airtable. This role is pivotal in scaling operations, leveraging AI-assisted development to turn manual processes into reliable, automated workflows for a lean, high-impact team.

E-CommerceLos Angeles, United StatesGrowth (PE-backed)

Little Sleepies is the #1 fastest-growing retail company in America according to Inc. Magazine, specializing in innovative, super-soft children’s sleepwear and apparel. Rooted in creativity and passion, they develop signature fabrics like Lunaluxe® to bring joy and comfort to families while scaling a high-growth, D2C e-commerce platform.

Backed by Cortec Group.

What you will do

  • Architect and maintain sophisticated automations and API integrations using n8n, custom JavaScript/Python scripts, and webhooks to ensure seamless data flow across the stack.
  • Lead the administration and optimization of the Airtable ecosystem, developing complex bases and interfaces that drive core business workflows for production and compliance teams.
  • Manage enterprise application health, specifically overseeing NetSuite administration, Snowflake data pipelines, and troubleshooting critical sync issues between Shopify and back-office systems.

Who this is a fit for

  • Has 5+ years of experience in systems administration or automation engineering, with a proven track record of connecting SaaS platforms in high-growth environments.
  • Possesses expert-level proficiency in Airtable and workflow automation platforms like n8n, alongside strong scripting skills in JavaScript or Python for API integrations.
  • Demonstrates experience managing enterprise-scale business applications such as NetSuite and an interest in modern data stacks including Snowflake, dbt, and SQL.

Why this role is remarkable

  • Join the #1 fastest-growing retail company in America, offering the stability of a market leader with the fast-paced energy of a high-growth startup.
  • Work at the cutting edge of productivity by utilizing AI-assisted development tools like Claude to build, document, and maintain enterprise-grade automations.
  • Enjoy a high-ownership environment where you manage the entire systems lifecycle, directly impacting departments from Photography and Production to Finance and Analytics.

How Jack & Jill work together

Jack
I get to know what you’re great at, then find roles you’d never find yourself.
Jill
I recruit from Jack’s network and make the intro when I spot a great match.
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Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.

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What happens next?

Jack’s an AI agent for job searching and career coaching. He works for you.

Jill is the AI recruiter working for the company. She recruits from Jack’s network.

If your profile’s a match and Little Sleepies wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.

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