IT Automation Engineer

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 tools Instrument 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 reporting Own the automation knowledge base: write runbooks, integration specs, and architecture decision records that make every workflow repeatable, transferable, and teachable to future team members Identify and quantify automation opportunities across customer environments — calculating labor hours saved, error rates reduced, and margin impact unlocked You 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 inefficiency Are 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 one Thrive at the junction of engineering and operations — comfortable whiteboarding an integration architecture with Engineering & Product teams Are precise and documentation-first: you build things so they can be handed off, not so they depend on you to maintain Embrace ambiguity as an opportunity: you're comfortable building the playbook when none exists and iterating fast when you get it wrong Your 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 record Deep 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 scale Proficiency with workflow orchestration tools (Workato, Make, Zapier, n8n, or equivalent) and REST API integration patterns Familiarity with event-driven architecture concepts (webhooks, triggers, conditional logic) and infrastructure-as-code thinking Why Join Treeline: Founding equity at an a16z-backed company transforming a $200B+ market — you're joining at the inflection point, not after it Your automation work directly informs what Treeline's engineering team builds into the platform — you're upstream of product decisions, not downstream Direct partnership with the Engineering and leadership; no layers, no ticket queues for your own ideas A team that values execution over hierarchy — small, collaborative, and genuinely building something new in a market that hasn't seen real innovation in decades #J-18808-Ljbffr Treeline