IT Systems Engineer

Kikoff

$190K — $240K *
Information Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 4+ years in systems engineering or corporate IT, preferably at a startup
  • Deep macOS fluency in scripting and MDM troubleshooting
  • Hands-on MDM experience with Rippling, Jamf, or Kandji
  • Okta administration expertise, including lifecycle management and device trust policies
  • Proficient in scripting languages such as bash and Python for automation
  • Experience managing a SaaS stack, including vendor renewals and access governance
  • Familiarity with using AI tools like Claude or Codex in daily tasks

Responsibilities

  • Own and evolve corporate IT infrastructure and SaaS stack management
  • Operate and enhance the mobile device management (MDM) stack
  • Build and maintain internal MCP servers and design automated AI agents
  • Implement endpoint hardening and manage macOS/Windows devices
  • Automate manual security tasks into efficient workflows

Benefits

  • Remote work flexibility
  • Opportunities for professional development and training
  • Access to cutting-edge technologies and tools
  • Supportive team environment focused on collaboration
  • Comprehensive health and wellness programs
Full Job Description
The role

Kikoff is hiring its first dedicated Systems Engineer. This isn't an IT support role - you'll be standing up AI-powered internal tooling (MCP, agents), owning our corporate identity foundation, and improving our overall corporate security. You'll work directly with the engineering and security teams.

What you'll own
  • Corporate IT infrastructure - own and evolve our SaaS stack (Okta, Google Workspace, Slack). Procurement, provisioning, and lifecycle management
  • Identity & device trust - operate and mature our MDM stack (Rippling/Jamf/Kandji), enforce Okta Device Trust policies, and ensure endpoints meet our security baseline
  • MCP servers & AI agents - build and maintain internal MCP servers; design agents that automate internal ops and extend what the security and engineering teams can do
  • Endpoint hardening & macOS/Windows fleet management - configuration profiles, CIS benchmark enforcement, macOS scripting, software deployment, and patch management
  • Security automation - turn manual security tasks into automated workflows: access reviews, alert triage, onboarding/offboarding, posture checks

What we're looking for

Must-have
  • 4+ years in systems engineering, corporate IT, or a hybrid IT/security role - ideally at a startup
  • Deep macOS fluency: shell/Python scripting, configuration profiles, and hands-on MDM troubleshooting
  • Hands-on MDM experience (i.e., Rippling, Jamf, Kandji) - enrollment, policies, smart groups, zero-touch provisioning
  • Okta administration: lifecycle management, device trust policies, group rules
  • Proficient in scripting and building software - bash and Python at minimum. Expected to own automation scripts and internal tooling.
  • SaaS stack management: tool inventory, vendor renewals, access governance
  • Proficient using AI tools (Claude, Cursor, Codex or similar) as part of your daily workflow

Strong plus
  • Experience building or operating MCP servers or LLM agents
  • Familiarity with security concepts: least privilege, zero trust endpoint posture, log forwarding, DLP basics
  • Exposure to AWS IAM or cloud infrastructure
  • Experience with device trust architectures (Okta Device Trust, CrowdStrike, or similar)
  • Built internal tooling from scratch - provisioning workflows, self-service automations, or agent-driven ops


Base Range

$190,000-$240,000 USD

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