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Salary
$105k – $110k per year
Location
Remote (United States)
Seniority
Senior · 10+ years exp

Confirmed on the employer's own hiring board on Nov 13, 2026. First seen by Alion on Jul 29, 2026.

Overview
Company
Impact
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Use our free UPS and USPS-certified shipping software to get pre-negotiated discounts for the cheapest shipping rates, which can save you up to 87%.

Pirates Wanted: Senior IT Infrastructure Engineer 

Every ecommerce business deserves the cheapest shipping rates. That’s why Pirate Ship’s simple shipping software levels the playing field for small businesses, giving them free access to the deepest shipping discounts with no fees or hidden costs. We’re currently on the lookout for exceptional pirates to join our crew as a Senior IT Infrastructure Engineer otherwise known as the High Tinkerer of Ship Gears & Systems to us here at Pirate Ship. 

Pirate Ship is a remote-first company, and like any jolly crew of pirates we operate in a casual and creative atmosphere, where everyone’s ideas are welcome and having fun is encouraged. We offer competitive pay, exceptional benefits, and the opportunity to tell people you’re a pirate when they ask what you do. As Steve Jobs said, “It’s more fun to be a pirate than to join the navy!”

Responsibilities:

  • Chart the technical seas: Build and manage enterprise-scale systems infrastructure, ensuring all hands are sailing on calm, reliable waters.
  • Man the crow’s nest: Monitor system performance, proactively identify threats on the horizon, and keep a weather eye on security vulnerabilities before they breach the hull.
  • Swab the deck: Maintain, optimize and iterate automations and workflows; the unglamorous but mission-critical work that keeps the ship seaworthy.
  • Hoist the colors: Work closely with Leadership on the deployment of IT solutions that fly the flag of scalability, redundancy, and high efficiency.
  • Command the fleet: Collaborate cross-functionally with the Crew; Dev/Product, Security, CX, etc. to standardize IT engineering practices and ensure a unified technical heading.
  • Batten down the hatches: Enforce rigorous disaster recovery, backup, and incident response protocols so the fleet weathers any storm without losing cargo.
  • Pillage the backlog: Scope complex technical projects end-to-end; translating business objectives into engineering requirements, identifying the right tools and talent, and keeping the treasure on schedule and on budget.
  • Ride the seas of change: You’re comfortable in a remote environment where there’s lots of change.
  • Sail from your port o’ call: You’re able to work from home and connect with your crewmates throughout the day over chat, voice, and video through company provided equipment. Quarterly in-person meetings at varied locations.
  • Hoist the Jolly Roger: Share your experience, expertise and interest with the crew to enhance our fun and progressive culture.
  • At this time we are only accepting applicants in the following states: Alaska, Arizona, California, Colorado, Florida, Georgia, Idaho, Illinois, Maryland, Massachusetts, Minnesota, New York, North Carolina, Ohio, Oregon, Pennsylvania, South Carolina, South Dakota, Tennessee, Texas, Utah, Virginia, Washington, Wisconsin, and Wyoming.

Requirements/Minimum Qualifications:

  • 10+ years of experience in Infrastructure Engineering, Identity & Access Management (IAM), or related technical roles, preferably within high-growth startup or technology environments.
  • Expert level experience designing, implementing, and administering enterprise Identity Providers (IdPs) such as Okta, PingID, or similar platforms.
  • Deep understanding of Identity and Access Management (IAM) principles.
  • Expert-level Google Workspace administration experience, including security controls, lifecycle management, integrations, and automation.
  • Demonstrated ability to lead complex technical projects from planning through implementation.

Bonus Points For/Preferred Qualifications:

  • Proficiency with Terraform (or similar IaC tools)

    Experience with MDM management (such as Jamf, Iru Kandji), etc

  • YARRrrr! The ability to speak like a pirate!

Compensation & Benefits:

  • Compensation - The pay range for this role is $105,000 - $110,000 yearly USD yearly plus a performance based bonus.
  • Vacation Time - We offer 144 hours of accrued vacation time to start to keep our pirates rested & rejuvenated! 
  • Paid Holidays - 12 paid holidays per year.
  • Paid Sick Time - 80 hours annually.
  • Medical Insurance - 100% covered for Pirates by the company and kicks in the first of the month after enrollment. If you want to add any dependents (spouse, partner or children), they’ll be 50% covered.
  • Dental and Vision -  100% covered for Pirates and 50% covered for dependents.
  • 401(K) - We offer a Traditional 401(K) and a Roth 401(K), and Pirate Ship matches 100% of what you contribute, up to 8% of your eligible compensation.
  • Parental Leave - Full 12 weeks for parents for the birth, adoption, or foster placement of a child.
  • Home Office Reimbursement - We provide a one-time home office reimbursement of up to $1,500 to purchase an ergonomic desk and chair.
  • Other Stipends for Remote Individuals - Wifi & snacks, we’ve got y’er back!
  • Virtual Tacos for ARRrrrsome Rewards - “Hey Taco!” is our employee recognition program where you can give and receive virtual "Tacos" which can be redeemed for rewards.

We Sail Under Our Three Pirate Codes:

  • People Over Plunder - Screwing people over is a game for lily-livered landlubbers! We believe that doing what’s right is the tide that raises every ship, including ours.
  • Clarity, Not Confusion - Confusion is tyranny. Clarity is freedom. We strive to make things easy to understand and tackle real needs for our customers.
  • Play or Perish - A life without laughter isn’t worth living. Why should that be any different in business?

Our Values Reflect Who We ARRrrr:

  • Be Fair - Accessible to everyone, so no one’s left out.
  • Be Nice - Empathy, humanity, and humor go a long way.
  • Be Real  - Be reliable and back up the pirate talk.

We work to ensure our company is a safe and supportive environment for everyone. As our crew continues to grow rapidly, we want to do all we can to create an environment where everyone can feel included.

How we do this:

We pay well and offer world-class health benefits so you can focus on being a balanced pirate!

No degree? No problem. We value experience of all kinds!

The crew helps select nonprofits for our quarterly donation program.

We don’t shy away from hard conversations. Building a better world takes constant feedback, conversations and hard work! 

We do engagement surveys twice a year to constantly iterate our policies and procedures. 

We acknowledge the identities and experiences of everyone.

Pirate Ship is committed to provide equal employment opportunity (EEO) and equal pay to all persons regardless of age, color, national origin, citizenship status, physical or mental disability, race, religion, creed, gender, sex, sexual orientation, gender identity and/or expression, genetic information, marital status, status with regard to public assistance, veteran status, or any other characteristic protected by federal, state or local law. Pirate Ship will provide reasonable accommodations for qualified individuals with disabilities as needed.

Before candidates officially set sail with Pirate Ship, we do conduct a post-offer, pre-employment background check. But don’t worry, Pirate Ship is all about second chances! We proudly consider qualified applicants with prior arrest or conviction records. Our commitment to building a diverse and talented crew means that we look at the whole person, not just their past, and we do so in line with local, state, and federal laws. So, whether you're a first-time sailor or have a bit of history, we’re excited to explore the possibility of you joining our crew!

We welcome feedback for making our company a lighthouse in the industry.

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