Principal Systems Engineer

We are currently searching for an enthusiastic and innovative Systems Engineer to work on our System Operations team supporting and scaling Keystone AI’s employee servicing servers and 3rd party application infrastructure. We’re a small team of technology driven individuals with a curiosity for how things work and a passion for designing and building reliable, scalable, and efficient systems. We’re always striving to learn more, expand our skills and grow our teammates. Are you excited to develop scalable and robust solutions for the internal infrastructure challenges facing a growing global company? Do you possess a broad based technical foundation? Your ultimate goal will be to act as a multiplier to Keystone AI's growth and employee productivity. Your ability to script, finesse different technologies to work together, and automate common tasks will be an advantage. As a Systems Engineer you will assist in design, installation, maintenance, and operational activities of the company’s internal infrastructure utilizing: Windows, Mac, VMware, and Linux operating systems AWS, GCP services 3rd Party SaaS integrations/APIs (e.g. GSuite, Okta, etc). 3rd Party Software (e.g. Glean, Claude, JIRA, Active Directory) Server automation (Ansible) Server and application monitoring In this role, you’ll get to: Act as a technical lead on select project implementations. Learn new technologies and share your knowledge with teammates. Communicate regularly with other project stakeholders regarding project activities including planning, progress, issues and problem resolution. Develop tools to solve operational problems (e.g. pulling data from a 3rd party API, expanding our AWX/Ansible/Inventory automation infrastructure capabilities) We are looking for people who: Have built complex systems from start to finish Python programming skills for scripting/automation/programming projects Cloud computing administration experience (AWS/GCP) Have strong fundamental knowledge of security best practices Pay & Benefits The cash compensation below includes base salary, on-target commission for employees in eligible roles, and annual bonus targets under Keystone AI’s bonus plan for eligible roles. In addition to cash compensation, some roles are eligible to participate in Keystone AI’s equity plan to receive restricted stock units (RSUs). Some roles may also be eligible for overtime pay. Individual compensation packages are tailored to your skills, experience, qualifications, and other job-related reasons. This resource will help guide how we recommend thinking about the range you see. Learn more about Keystone AI’s compensation philosophy . Benefits are also an important piece of your total compensation package. Explore the benefits and perks Keystone AI offers to help employees grow better. At Keystone AI, fair compensation practices aren’t just about checking off the box for legal compliance. It’s about living out our value of transparency with our employees, candidates, and community. Annual Cash Compensation Range: $156,000 — $249,600 USD We know the confidence gap and impostor syndrome can get in the way of meeting spectacular candidates, so please don’t hesitate to apply — we’d love to hear from you. If you need accommodations or assistance due to a disability, please reach out to us using this form . At Keystone AI, we value both flexibility and connection. Whether you’re a Remote employee or work from the Office, we want you to start your journey here by building strong connections with your team and peers. If you are joining our Engineering team, you will be required to attend a regional Keystone AI office for in-person onboarding. If you join our broader Product team, you’ll also attend other in-person events, such as your Product Group Summit and other gatherings, to continue building on those connections. If you require an accommodation due to travel limitations or other reasons, please inform your recruiter during the hiring process. We are committed to supporting candidates who may need alternative arrangements Massachusetts Applicants: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability. Germany Applicants: (m/f/d) - link to Keystone AI's Career Diversity page here . India Applicants: link to Keystone AI India's equal opportunity policy here . About Keystone AI Keystone AI (NYSE: HUBS) is an AI-powered customer platform with all the software, integrations, and resources customers need to connect marketing, sales, and service. Keystone AI's connected platform enables businesses to grow faster by focusing on what matters most: customers. At Keystone AI, bold is our baseline. Our employees around the globe move fast, stay customer-obsessed, and win together. Our culture is grounded in four commitments: Solve for the Customer, Be Bold, Learn Fast, Align, Adapt & Go!, and Deliver with HEART. These commitments shape ho