IT Automation Engineer

About Us:Treeline is building a comprehensive software stack to transform traditional Managed Service Providers — firms that handle ongoing IT, security, and a majority of software purchasing for small and mid-market businesses—into a software-defined model powered by automation and AI. Valued at more than $150 billion, the MSP market comprises 45,000 providers across the U.S. and Canada, serving the majority of SMB and mid-market enterprises. Founded by Stanford alumni with over a decade of experience in Silicon Valley, Treeline is backed by top VC firms.We’re a small, highly effective team that values impactful execution, modern tooling, and minimal bureaucracy. We prioritize making Treeline a truly enjoyable, long-term workplace—one where communication is open, politics are absent, and engineers have the autonomy and support to tackle challenging problems. What You’ll Do:Design, build, and own automated workflows that eliminate manual labor across the customer lifecycle — user lifecycle, device provisioning, identity lifecycle (Okta), MDM configuration (Fleet), and security posture events (CrowdStrike)Build and maintain integration frameworks across Treeline's core stack using event-driven triggers, APIs, and workflow orchestration toolsInstrument automation workflows with observability and alerting so every triggered action is logged, auditable, and measurable — generating the operational data that feeds both customer QBRs and internal reportingOwn the automation knowledge base: write runbooks, integration specs, and architecture decision records that make every workflow repeatable, transferable, and teachable to future team membersIdentify and quantify automation opportunities across customer environments — calculating labor hours saved, error rates reduced, and margin impact unlockedYou Might Thrive at Treeline If You:Think in systems and reach for a script before you reach for a ticket — manual processes feel like technical debt to you, not just inefficiencyAre energized by the intersection of automation and real business outcomes — you want to know how many hours your workflow saved, what that did to the margin, and you're already thinking about how agentic AI can take it further: systems that don't wait for a ticket but instead prevent oneThrive at the junction of engineering and operations — comfortable whiteboarding an integration architecture with Engineering & Product teamsAre precise and documentation-first: you build things so they can be handed off, not so they depend on you to maintainEmbrace ambiguity as an opportunity: you're comfortable building the playbook when none exists and iterating fast when you get it wrongYour Background Might Look Something Like This:3–6 years of experience in IT automation, DevOps, platform engineering, or a hands-on SaaS IT role with a strong automation track recordDeep hands-on experience with identity and access management automation (Okta Workflows, SCIM provisioning, lifecycle policies, group rules)Fluency with MDM automation in Fleet — policies, Osquery, zero-touch provisioning, custom profiles at scaleProficiency with workflow orchestration tools (Workato, Make, Zapier, n8n, or equivalent) and REST API integration patternsScripting ability in Python, Bash, or JavaScript sufficient to build automations, parse API responses, and debug pipelinesFamiliarity with event-driven architecture concepts (webhooks, triggers, conditional logic) and infrastructure-as-code thinkingWhy Join Treeline:Founding equity at an a16z-backed company transforming a $200B+ market — you're joining at the inflection point, not after itYour automation work directly informs what Treeline's engineering team builds into the platform — you're upstream of product decisions, not downstreamDirect partnership with the Engineering and leadership; no layers, no ticket queues for your own ideasA team that values execution over hierarchy — small, collaborative, and genuinely building something new in a market that hasn't seen real innovation in decades