Senior IT Systems Engineer

About Gigs

At Gigs, we are building the operating system for mobile services—a platform that lets tech companies embed global connectivity into their products effortlessly. Just as Stripe lets any business add a payment button in seconds, Gigs empowers platforms to weave in connectivity—bridging the traditional world of telecom with modern tech. From fintechs launching mobile services to HR platforms offering work phone plans, we automate provisioning and remove telecom complexity. Our team of around 100 people across the US and Europe, backed by nearly $100 million in funding from Ribbit Capital, Google, and Y Combinator. As one of the fastest‑growing tech companies, we bring together early‑stage engineers, product builders, and business athletes from companies like Stripe, Airbnb, and Shopify. We’re tackling deep technical and regulatory challenges to make connectivity truly seamless. If you’re driven by curiosity, creativity, and the chance to shape the future of telecom, we’d love to hear from you.

Things We Care About

• We are building in a highly complex space and tackling a massive problem. We want people who lean in when things get hard.
• Speed. We move and we ship. We set bold deadlines and treat every week like it matters.
• Ownership. If you see something broken, fix it. We don't wait for permission.
• Customer Obsession. Our customers' product is our product.
• Ambiguity. We're building frontier technology in a complex domain. You'll need sound judgement and good instincts to make decisions without complete information.
• First principles. We don't ask how things have been done before. We ask why they were done that way at all.

The Role

At Gigs, we believe that great IT should be frictionless: Team members should get the right access, the right tools, and the right support to be productive. For this we buy the right tools and build the right processes. You’ll be instrumental in achieving this vision. We’re looking for an IT Systems Engineer to manage and automate our corporate infrastructure. This is a hands‑on, shipping‑focused role. You’ll be joining the Security & IT team as the third team member. The Security & IT team covers everything from employee lifecycle and enablement, devices, and connectivity, to service configuration, systems integration and internal helpdesk. We are pragmatic and aware of the trade‑offs of a small team, making strategic decisions on where to show excellence and what we can’t bite off right now. You will work on our day‑to‑day operational load, build systems and automations to reduce that operational load, as well as inform our strategic direction.

What You Will Do

• Design, build, and maintain automation workflows across our corporate systems stack (Okta, Google Workspace, Google Cloud, Jamf, Humaans HRIS, Linear issues…)
• Improve our joiners, movers and leavers flows to eliminate manual toil and ensure security consistency
• Improve our IT request workflows, as well as developing self‑service solutions that empower employees to solve their own IT needs
• Own macOS device management: procurement with zero‑touch enrollment, configuration right‑sizing, app and OS updates, and day‑to‑day productivity
• Support our global offices (Berlin, London, Amsterdam, San Francisco, New York) with infrastructure and integrations.

What We Are Looking For

• Experience at a high‑growth startup or scaleup (50‑500 employees)
• Experience in roles at the intersection of IT, Security and Engineering, like IT Engineer, IT Systems Engineering, TechOps, or Security Engineer
• Coding fundamentals: comfortable writing and reading scripts (Shell, JavaScript, Ruby)
• Experience with:
• MDM solutions (Jamf, Kandji, or similar) in a macOS‑first environment
• Identity providers (Okta, Google Workspace) and HRIS integrations
• Workflow and AI platforms (Zapier, Tines, Claude, Notion AI, or similar)
• Cloud environments (GCP, AWS)
• Systems thinking with the ability to design end‑to‑end workflows, not just individual scripts
• Strong communication skills and a user‑oriented mindset
• Ability to work independently and prioritize in a fast‑paced environment

Work At Gigs

At Gigs, we value in‑person collaboration. We believe the best ideas, decisions, and relationships are built when teams spend meaningful time together, and our culture is designed around that belief. We support flexibility where it makes sense. Some focused work can be done remotely, and not every role or week looks the same. You should expect regular time in one of our hubs, as well as occasional travel for team workshops, customer meetings, and Gigs Republic, our bi‑annual company off‑site. Our offices are designed to feel like home‑inspired workspaces, with plants, thoughtful tools, and small, tight‑knit teams that make collaboration feel natural, energizing, and effective.

What We Offer

At Gigs, we believe in rewarding excellence. We offer competitive compensation and stock options because we see you as a true partner in our growth. We also provide stipends for your home office or work setup, a budget for learning and development to fuel your career, and of course, a free phone and international data plan.