Systems Administrator

Deep Sync is the industry leader in deterministic identity and AI-powered data solutions. Leveraging our 35-year foundation of compiling direct mail-grade datasets, Deep Sync develops data-first technologies that power marketing, measurement, AI, and business intelligence for agencies and brands with our fully deterministic identity graph, privacy-first audiences, comprehensive data solutions, and integrations with leading platforms and cloud providers. Position Overview Deep Sync is seeking an experienced, hands-on Systems Administrator to join our Information Technology team in Kirkland, WA. Reporting to the Head of IT, this role will provide day-to-day IT support while also administering and troubleshooting core infrastructure across cloud, server, identity, endpoint, networking, and business application environments. The ideal candidate is a strong technical generalist who can independently resolve a broad range of issues, support employees at all levels of the organization, and recognize when complex engineering, architectural, security, or business-impacting matters should be escalated. This position will serve as the primary on-site IT resource for the Kirkland office and will work closely with the Head of IT and Senior Systems Engineer. Key Responsibilities Provide hands-on Help Desk and end-user support, including troubleshooting hardware, software, account, authentication, VPN, connectivity, printer, peripheral, and business application issues. Support employee onboarding and offboarding, including workstation deployment, account provisioning and deprovisioning, MFA enrollment, equipment management, and access fulfillment in accordance with approved procedures. Administer and troubleshoot Windows Server, Active Directory, Group Policy, DNS, DHCP, file services, permissions, and related Windows infrastructure. Administer, maintain, and troubleshoot cloud infrastructure and resources, primarily within AWS, including compute, storage, identity and access management, backups and snapshots, logging, permissions, and common networking components. Administer and support enterprise productivity, identity and access management, endpoint security and management, IT service management, communications, password management, VPN/remote-access, Microsoft, and other approved business platforms. Support corporate networking and remote access, including VPNs, firewalls, routing, DNS, DHCP, and connectivity troubleshooting; implement approved configuration changes through established change-management procedures. Maintain endpoint security, patching, software deployment, and configuration compliance across Windows and macOS devices; assist with vulnerability remediation and security-related operational tasks. Monitor systems, backups, snapshots, and infrastructure health; investigate alerts, service interruptions, backup failures, and performance issues, and assist with recovery and disaster recovery activities. Provide infrastructure-level support for production and business-critical systems, coordinate with Engineering when issues span application and infrastructure layers, and elevate complex engineering-level issues to the Senior Systems Engineer. Maintain accurate tickets, technical documentation, runbooks, system records, and change records; use PowerShell or other scripting and automation where appropriate to improve repeatability and operational efficiency. Maintain awareness of emerging cybersecurity risks and technology trends, including the potential impact of artificial intelligence on phishing, social engineering, data protection, and other cyber threats. Requirements Bachelor's degree in Information Technology, Cybersecurity, Computer Science, or a related field preferred; equivalent professional experience will be considered. 3–5+ years of progressively responsible IT experience with meaningful systems administration responsibilities. Strong experience with Windows Server and Active Directory; working knowledge of TCP/IP networking, DNS, DHCP, VPNs, firewalls, IAM, SSO/MFA, endpoint security, patch management, backup/recovery, and PowerShell or similar scripting. Working knowledge of cloud computing concepts and experience administering cloud infrastructure; hands-on AWS experience is strongly preferred. General awareness of emerging cybersecurity threats and the ways artificial intelligence may affect organizational security, including AI-assisted phishing and social engineering, data leakage, and risks associated with the use of generative AI tools. Strong troubleshooting, documentation, prioritization, and communication skills; ability to work independently, provide professional end-user support, collaborate with technical teams, and appropriately escalates higher-risk or engineering-level issues. Relevant certifications such as AWS, Microsoft, CompTIA, or ISC2 are beneficial. Experience with enterprise identity and access management, endpoint security and management, network security and VPN technologies, IT service management platforms, database infrastructure, enterprise SaaS administration, SOC 2 environments, and hybrid cloud/on-premises infrastructure is preferred. Location: Kirkland, WA. This role requires in-office presence five days a week with remote flexibility. Benefits & Compensation Compensation: $70,000-$80,000 annually, commensurate with experience and qualifications. Flexible Time Off and Holidays Medical, Dental, Vision, HSA, Voluntary Life & AD&D Insurance, Short-Term & Long-Term Disability, Critical Illness & Accident Insurance 401(k) with employer matching Work Authorization: Applicants must be authorized to work for ANY employer in the U.S. We are unable to sponsor or take over sponsorship of an employment Visa at this time. Equal Opportunity Employer: Deep Sync provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training. Please Contact Recruiting | View email address on click.appcast.io #J-18808-Ljbffr