System Administrator II

At some point in any digital investigation, an analyst needs to step beyond the perimeter and engage threats at the source. Authentic8 Silo places any type of digital analyst in region-specific, multi-application work spaces, securely and anonymously, anywhere across the globe. Target content can be captured, analyzed, and transformed in order to derive intelligence and support investigation requirements. All delivered in a cloud-native, multi-tenant platform.

Compliance officers, mission managers, and administrators have their own specific audit and oversight requirements; to meet these needs, Silo also ensures compliance and appropriate use through class-leading policy enforcement and audit logging.

Silo transforms how more than 750 of the world's most sophisticated organizations, from domestic and foreign government agencies to commercial entities across all sectors conduct their digital investigations.

Authentic8 is seeking a seasoned System Administrator II to lead endpoint and SaaS platform support across our hybrid workforce. This is a hands‑on technical role with direct responsibility for provisioning, securing, and maintaining the systems our teams rely on. You'll drive improvements across Jamf, Intune, Azure, and our broader SaaS ecosystem. We're looking for someone who can hit the ground running, managing existing infrastructure from day one in a fast‑paced, security‑first environment.

• Provision, configure, and maintain macOS, Windows, and mobile endpoints

• Administer cloud platforms:
  Azure, GCP, Google Workspace, Okta

• Build, maintain, and secure on‑premises and virtual server environments (Windows Server 2019/2022, Linux) using VMware vCenter

• Manage and improve MDM platforms (Jamf Pro and Microsoft Intune)

• Package and deploy software to Apple and Microsoft devices

• Administer Active Directory — Group Policy, DNS, DHCP, and domain controller administration

• Provide end‑user support for laptops, mobile devices, SaaS tools, and authentication systems

• Manage Azure infrastructure including virtual machines, virtual networks, storage, backup policies, and IAM/RBAC

• Troubleshoot escalated corporate Wi‑Fi, LAN, VPN and hardware services

• Oversee infrastructure backups

• Document system configurations, procedures, and IT workflows

• Self‑motivated and able to work independently with minimal supervision — recognizing workflow inefficiencies and independently planning and implementing solutions to get results

• 5+ years as a IT systems administration (macOS, Windows, and mobile)

• Proficient in macOS, Windows 11, Windows Server 2019/2022, Linux, iOS, and Android

• 5+ years experience with MDM (Jamf Pro and/or Intune), SaaS tools, and cloud identity systems (Okta, Azure AD/Entra )

• Power Shell, Bash, or automation scripting experience

• Proven hands‑on experience building and configuring Windows Server environments — bare metal or VM provisioning in VMware

• Active Directory administration: domain controller operations, Group Policy, DNS and DHCP management

• Experience managing Azure VMs, networking, storage, and IAM/RBAC

• Experience supporting corporate networks: firewalls, DNS, VPN, Wi‑Fi

• Skilled in enterprise software deployment and packaging

• Experience with VMware vCenter and familiarity with Parallels Desktop

• Experience using AI‑assisted tools to improve IT operations, troubleshooting, documentation, and workflow automation

• Excellent troubleshooting, documentation, and communication skills

• Relevant hands‑on experience in IT support, systems administration, or a related technical field (degree or equivalent experience)

• Must be able to work from our Redwood City office (2–3 days per week)

• Must be a US Citizen

• Bachelor's degree in IT, Information Security, Computer Science, or…