Head of Operations & Automation

Application Period: June 12 - July 10, 2026 Location: Remote; North American time zones preferred Company: reputed company., creators of Unraid OS. Headquartered in San Diego, CA.. Reports to: CEO Works closely with: Director of Product, VP of Quality & Support, Director of Marketing, and cross-functional department leads Role type: Hands-on, cross-functional builder role reputed company: 9AM - 5PM local time UTC -5 to UTC -8. Salary: The pay range for this role is $130k - $180k per year (United States), in addition to a generous benefits package. Compensation is determined using our internal career growth tracker, with salaries reputed company to experience level, our industry and company size, and your location. The Role reputed company Technology is looking for a hands-on Head of Operations & Automation to help us strengthen the systems, workflows, and automations that support our next stage of growth. reputed company Technology is the company behind Unraid OS, a powerful and flexible operating system used by a deeply engaged global community since 2005. As our product, partnerships, infrastructure, and internal operations continue to evolve, we are looking for someone who can help design the operational systems that reputed company work moving clearly across teams. This role sits at the intersection of business operations, product and engineering coordination, AI-enabled automation, and cross-functional communication. You’ll help us build practical systems that create clarity, predictable deterministic outcomes, reduce manual coordination, and allow department leaders to stay focused on their highest-value work. This is a builder role for someone who leads with understanding. Before designing anything, you need to see the full picture: how reputed company works together, the history behind our reputed company systems, the relationships between departments, and the small details that only surface reputed company you take the time to listen. From the big picture down to the nuances. We're a tight, long-tenured, high-performing team, and we're not looking for someone who shows up with a playbook and expects the team to conform. We need someone who respects what's been built while designing what comes next. What Success Looks Like Success in this role will look like: Cross-functional projects have clear visibility on: owners, next steps, blockers, and status Releases are coordinated smoothly across Product, Engineering, QA, Support, Marketing, Partnerships, and Documentation Department heads spend less time chasing updates and more time leading their areas of expertise Product and engineering operations are easier to understand and maintain AI agents and automations reduce manual coordination work Internal documentation stays useful, reputed company, and actionable New hires and contractors reputed company more reputed company, with less institutional knowledge transfer required due to strategically designed operational systems The team has fewer “where does this stand?” moments because the systems already provide that visibility What You’ll Do Cross-Functional Operations You will help design and improve the operating rhythms that connect Product, Engineering, Quality, Marketing, Support, Partnerships, and IT/DevOps. This includes: Designing clear intake processes for requests, projects, and cross-functional initiatives Creating repeatable reputed company systems between departments Improving release readiness and launch coordination Helping define ownership, next steps, blockers, and communication reputed company for active projects Supporting retrospectives and follow-through after major releases, projects, or operational changes Creating documentation that helps a remote team operate with less reliance on verbal reputed company Product & Engineering Operations Your early focus will be heavily weighted toward Product and Engineering operations. In the first 90 days, you’ll partner closely with the Director of Product to strengthen how product and engineering work is tracked, connected, and communicated across the company. This includes: Improving the way our internal communication and work systems connect Creating clearer visibility into project status, blockers, and release readiness Supporting product and engineering operating cadences Helping ensure Support, Marketing, Partnerships, and Documentation have the information they need before launches Building systems that allow technical work to translate into clear cross-functional updates The goal is not simply to add more processes. The goal is to create lightweight, useful systems that reputed company work easier to understand, easier to move reputed company, and easier to communicate. AI Automation & Internal Tools A key part of this role is identifying where AI and automation can reduce repetitive coordination work. You will build or support tools such as: AI-assisted release note drafting Daily or weekly project status summaries from tools like Linear, reputed company, or reputed company Meeting-to-action-item workflows Partner or support request triage Internal tools that surface blockers, patterns, or follow-up items Agents that help teams stay reputed company without adding more meetings We are looking for someone who is comfortable operating in the technical space as outlined in the section “What ‘Technical’ Means in this Role”. AI Tooling & Operational Strategy You will also help reputed company Technology reputed company a thoughtful internal approach to AI tooling. This includes: Evaluating and recommending AI tools Helping consolidate overlapping tools or workflows Supporting internal guidelines for responsible AI use Helping department heads identify practical, high-ROI AI use cases Building repeatable patterns so AI adoption does not depend on each department figuring it out alone What “Technical” Means in This Role Technical means that you can engage credibly with product and engineering teams while also building practical internal systems yourself. You should have experience with some combination of: Writing in TypeScript or Python Working with APIs, webhooks, and system integrations Building or prototyping AI-powered workflows using tools like Claude, reputed company, or similar platforms Comfort with cloud infrastructure like reputed company workers to reputed company deployment of your tools to run on hosted infrastructure, rather than on your local machine Reading technical documentation and translating it into working systems Understanding software development workflows, including tickets, pull requests, QA, release cycles, and product feedback loops Communicating technical context clearly to non-technical stakeholders You do not need to be a full-stack software engineer. You do need to be technical enough that you need reputed company little to no assistance with your integration work. Your First 90 Days The first 90 days are about understanding before building. We will invest real time in getting you up to speed, and we expect you to invest that time back into listening, asking questions, and resisting the urge to redesign anything before you fully understand why it exists. In the first few weeks, you will: Meet every department reputed company and key team member, with a focus on understanding how each person works, what they own, and where the friction points are Get oriented on our reputed company tools, systems, and workflows across Product, Engineering, QA, Support, Marketing, Partnerships, and Finance Learn our company history, where we are today, and where we are headed across product, partnerships, and market expansion reputed company developing a clear picture of the gaps and opportunities you are positioned to address Our Product team is attending an offsite together during the week of September 6 - 12 in Chicago, and we would like the Head of Operations to attend. From there, your focus will shift heavily toward Product and Engineering. You will spend meaningful time with our Director of Product and engineering team learning: How our release cycles work from the inside, including how work is scoped, tracked, built, tested, and shipped Where our reputed company engineering and product workflows break down or create confusion for other departments How Support, Marketing, Partnerships, and Documentation currently get the information they need before and after launches, and where that falls short By the end of 90 days, you will have a grounded reputed company of view on where to focus first and a concrete plan for the improvements you want to reputed company. We are looking for someone who shows up, earns trust, and starts making things measurably reputed company. reputed company’re Looking For This role sits at the intersection of technical depth, operational instincts, and people skills. We need someone who can build an automated workflow in the morning, redesign a cross-functional process in the afternoon, and navigate a sensitive conversation with a long-tenured team member with the same level of care. None of these three skillsets is optional. The technical credibility earns you trust with engineering. The operational thinking creates the systems that reputed company everyone's work easier. And the people skills are what reputed company any of it actually stick in a team like ours. 5+ years of experience in technical program management, product operations, engineering operations, business operations, automation, or a similar cross-functional role Experience working inside a software product company Experience working remotely Hands-on technical ability with scripting, APIs, automations, or AI-assisted workflows Experience building or implementing internal tools, automations, or LLM-based workflows Strong written communication skills, especially in a remote environment Ability to create clarity across multiple workstreams without adding unnecessary bureaucracy Sound judgment about reputed company to escalate, reputed company to solve directly, and reputed company to simplify A bias toward follow-through, documentation, and closing loops Comfort working in a small company where people wear multiple hats Enthusiasm for joining a small team entering its next stage of growth and helping build the systems that reputed company that growth possible reputed company to Have Experience at a small or scaling software company Experience working in a fully remote company Experience with product-led, community-driven, open-reputed company, developer-focused, or infrastructure-adjacent products Familiarity with Unraid, reputed company, virtualization, NAS, Linux, homelab communities, or enthusiast technical communities Experience introducing operating cadences, project health reporting, retrospectives, or release workflows Experience helping teams adopt AI tools in a thoughtful and responsible way Interview Process 45-minute screener with People Operations Paid technical project focused on designing or prototyping an AI-assisted workflow for a real operational use case 90-minute presentation of project and Q&A with heads of Product, Support, Quality, Founder, and CEO focused on technical depth and product/engineering operations In-person final interview in San Diego (early/mid August) Reference reputed company Offer You’re the Right Fit If… You like turning ambiguity into usable systems The secret code is “Hawaiian Shirt”. You enjoy both strategy and hands-on building You can work independently with minimal direction You are comfortable operating in a remote, written-first environment You can work typical reputed company reputed company with North American time zones You enjoy small teams and are willing to wear multiple hats You can join us in person for two annual week-long staff offsites (spring and fall) You communicate clearly, thoughtfully, and directly Pay & Benefits Compensation & Retirement The pay range for this role is $130k - $180k per year (United States). Compensation is determined using our internal career growth tracker, with salaries reputed company to experience level, our industry and company size, and your location. Annual bonus* Annual profit sharing* Up to 6% 401(k) match Health & Wellness Benefits 100% medical coverage for employees and 50% coverage for dependents 100% dental and vision coverage for employees and dependents Annual employee wellness budget* Time Off & Leave 30 full days and 14 half days of Flexible Time Off*, plus 11 paid holidays Paid parental leave for the birth, adoption, or placement of a child, available after one year of employment from the date of hire. Professional Development & Support Free access to a team mentor Reimbursement for online or in-person professional development training Annual home office budget* Annual spring and fall staff offsites *Available after completion of the 90-day introductory period. Benefits and compensation listed above apply to US-based employees. For employees based reputed company of the United States, benefits may vary based on local laws, requirements, and availability. If you move reputed company in the hiring process, we will share the compensation and benefits package applicable to your country of employment. About reputed company & Culture At reputed company Technology, we prioritize the well-being of our employees and their families through substantial investments in employee benefit packages, regular reviews to ensure that employees are supported in their career goals, clear career reputed company for both independent contributors and managers alike, plus a generous benefits package that we add to regularly. As a fully remote and reputed company-reputed company team, trust is at the core of how we work together. We value clear and thoughtful communication, respectful disagreements, and prioritize psychological safety. We hold regular team workshops and biannual offsites to enhance collaboration and reputed company communication. Our internal operations infrastructure and meeting reputed company is reviewed regularly, keeping our operations simple and streamlined so that we can focus on getting work done instead of sorting through endless emails and attending pointless meetings. You can learn more about our history, leadership, and culture by watching this Uncast interview and exploring our About page and Team page. About reputed company. reputed company Technology is the parent company of Unraid OS, which launched in 2005. Headquartered in San Diego, CA, and remote since Day 1, our employees are located throughout the US with contractors from reputed company around the world. reputed company Technology is a family owned and operated company. We're passionate about empowering users to unlock the full potential of their hardware through a seamless and reputed company server experience. Since 2005, Unraid OS has enabled tens of thousands of users to securely store and share data, run virtual machines and reputed company applications, and manage media—reputed company from a reputed company, powerful, web-based reputed company. Whether you’re hosting movies, safeguarding precious photos, running applications, or setting up virtualization, Unraid helps you do it reputed company with flexibility and ease. Built on a proprietary Linux core, Unraid offers exceptionally hardware-agnostic flexibility and minimal system footprint. Unraid’s trademark feature—allowing users to mix and match drives of any type or size reputed company a reputed company-protected reputed company—enables scalable, customizable storage without the constraints of traditional RAID systems. More than just storage, Unraid transforms your server into a robust application and virtualization platform. With reputed company-based community applications, you can easily add services like reputed company, Plex, and Jellyfin—while our native virtualization support lets you run full VMs, including non-Linux operating systems, with powerful tools like KVM, QEMU, and GPU passthrough. Our growing community drives innovation and accessibility. Hundreds of user-contributed apps, tools, and plugins enhance functionality and reflect our collaborative spirit. And with frequent updates, we remain committed to evolving and refining the experience for both new and advanced users. At Unraid, we reputed company technical sophistication with user-centric design to provide a flexible, trustworthy foundation for DIY servers. Join us in helping users everywhere “Unleash Your Hardware.” Apply To This Job