Endpoint Engineer

Legora•New York, NY

1d•$216,000 - $254,000•Onsite

About The Position

The IT and AI Enablement function exists to make Legora itself run as well as the product we sell: secure, automated, and compounding over time. We run an Apple-first fleet as a distributed platform: endpoint configuration, security policy, and software delivery move through version control with review, testing, staged rollout, and a way back. The Endpoint Engineer owns that platform: the machinery that turns a new Mac into a secure, working laptop and keeps every device in the fleet provably healthy. You’ll work across IT Systems, Workplace Technology, Information Security, and Engineering, and you’ll set the endpoint roadmap.

Requirements

8+ years building and operating secure endpoint or IT systems in complex environments, including a large macOS fleet on a modern MDM, owning the platform as the final escalation point, with no endpoint engineer above you to hand it to.
A builder first: you write production-grade code (Python at least; Swift or Go for endpoint tooling is a bonus) and treat endpoint configuration as software you own, with tests, review, and observability, not a console you administer.
AI-first by conviction: you already reach for agents and LLMs (Claude Code and the like) to compress operational toil, and you have a clear view on where they’re trustworthy and where a human owns the call. Show us something you automated that used to eat your week.
Deep on macOS internals: launchd, configuration profiles, TCC, system extensions, Endpoint Security, FileVault, Secure Token and bootstrap tokens.
Fluent in declarative device management, not just profiles: you know where Apple has moved configuration to declarations and can plan a migration off the payloads being retired. Legacy software update management no longer functions in the 27 release, so declarative enforcement is the only supported path.
Disciplined about change: you’ve shipped endpoint changes through Git-based workflows with staging, canary, and rollback, and you’d rather find a regression in a canary group than in the all-hands channel.
A product-engineering mindset toward IT: reliability, observability, controlled change, and documentation others can operate from: architecture diagrams, runbooks, and decisions written down.
Clear with both audiences: you can take a technical stakeholder through the architecture and a non-technical colleague through what’s changing on their laptop and why.

Nice To Haves

Fleet: deploying, operating, or contributing to Fleet, including its MDM, osquery, GitOps, software-management, and vulnerability-management capabilities.
Leading a production MDM migration, particularly with Apple Business Manager and Automated Device Enrollment in play.
Operating Santa at scale: rule management, binary authorization policy, event telemetry, and a Rudolph synchronisation service.
Managing macOS through Jamf or Kandji (now Iru), and Windows through Intune where the fleet calls for it.
Fleet-scale querying with osquery, and turning that data into compliance and drift reporting.
Declarative credentials: ACME, SCEP, and identity credentials declared once as reusable assets and referenced across network configurations, rather than embedded per profile.
Moving network, VPN/DNS, extensible SSO, content caching, and web content filtering onto declarative configurations.
Operating an MDM service against Apple’s stricter TLS and App Transport Security requirements.
Progressive delivery for endpoints: automated rollout with staging, canary groups, telemetry-based promotion, and rollback.
Device trust and continuous posture evaluation integrated with an identity provider and conditional access.
Infrastructure as code (Terraform or similar) and public-cloud fundamentals: serverless, containers, managed databases, monitoring.
Deploying, operating, or contributing to open-source macOS endpoint management and security tooling.
Experience with Okta, Microsoft Entra ID, 1Password, CrowdStrike, Jamf, Apple Business Manager, Lumos, and our AI-native ITSM (Serval).

Responsibilities

Manage endpoint configuration as code: author, review, test, and progressively deploy macOS profiles, declarations, security baselines, and remediation scripts, with staging, canary groups, telemetry-based promotion, and rollback built into every change. Own the migration from legacy payloads to declarative management as Apple retires the MDM equivalents.
Run MDM as a production service: configuration as code, observability, reliability, upgrades, and incident response, plus the integrations that connect it to identity, security, and IT systems. Lead platform evaluations and migrations end to end when the tooling needs to change.
Automate the device lifecycle: zero-touch provisioning through Apple Business Manager and Automated Device Enrollment, declarative software update enforcement on timelines that hold without wrecking the employee experience, software packaging and distribution, and secure deprovisioning.
Own binary authorization: the policy model, rule distribution, application approvals, telemetry, and the synchronisation service behind it. Take a view on where macOS 27’s native binary allow/deny fits against a dedicated binary-authorization stack.
Build continuous posture evaluation: evaluate device health live (enrolment, OS and patch state, disk encryption, endpoint protection, control status, configuration drift) from real-time status subscriptions rather than polling, remediate automatically where you can, and produce the posture signal Corporate Security gates access on.
Turn fleet telemetry into decisions: query device state at scale and drive it into dashboards, compliance reporting, and early warning on drift, feeding endpoint telemetry to Detection & Response for detection and incident work.
Build AI-assisted operations: put agents and LLMs on the repetitive operational work so reliability scales with the fleet. Anything manual twice a quarter gets automated.
Define the endpoint roadmap: evaluate technologies, make the architecture calls, and take on the macOS and endpoint-platform problems that standard support paths can’t resolve.

Benefits

Medical, Dental & Vision
Multiple medical plan options through Aetna and Kaiser Permanente
HSA or Healthcare FSA (based on plan selection)
Dental plans via MetLife
Vision plans via Vision Care
Generous parental leave
Free access to Maven Clinic
Dependent Care FSA
Free One Medical membership for employees and dependents
Pre-tax commuter benefits
Life Insurance + STD/LTD
401(K) with generous company match
Unlimited PTO
Robust voluntary benefits, including identity protection (via Aura), legal coverage via MetLife, pet savings programs, and more
Company provided lunch daily