Technical Support Specialist

MacStadium•Atlanta, GA

7d•Remote

About The Position

MacStadium is the leading provider of enterprise-class Apple Mac infrastructure. Our Orka platform enables developers and DevOps teams to orchestrate macOS and Apple silicon in the cloud for CI/CD, testing, and development at scale. We serve some of the world's largest companies and are investing heavily in our platform for the future. We are a remote-first company with a global team. We value autonomy, curiosity, and a bias toward action. If you want to have outsized impact on a small team building the future of Apple cloud infrastructure, we would love to hear from you. MacStadium's customer base and product portfolio are growing. Overall support volume is increasing. We are investing in the support team to stay ahead of that growth — adding a Tier 1 Support Specialist to continue delivering a best-in-class support experience for our amazing customers. You will act the human counterpart to MacStadium's new Tier 1 AI agent. The AI handles first-touch responses and the high-volume, low-complexity ticket flow. You own the rest: triage oversight for the AI agent, ticket lifecycle from new through solved, every escalation that goes to Orka development, platform engineering or product, and a defined set of Tier 1 software processes that customers depend on.

Requirements

1–3 years in technical customer support, help desk, IT support, or a similar role
Comfortable in Zendesk (or a peer ticketing system) and confident triaging a queue without hand-holding
Excellent written communication: you can explain complex technical issues clearly to both engineers and non-technical stakeholders, and you document what you learn
AI Native. Comfortable working with AI tooling as a collaborator and productivity accelerator
Demonstrated ability to manage a ticket queue or support workflow — you know how to prioritize, triage, and keep things moving without dropping balls
Based in the US with availability during standard US business hours (Eastern or Central preferred)
Self-directed and comfortable working autonomously on a small, distributed team

Nice To Haves

Working knowledge of at least one identity provider (Okta, Entra ID, Google Workspace, JumpCloud) and the basics of SAML and OIDC
Familiar with Apple's enterprise tooling — Apple Business Manager, MDM concepts (Jamf, Kandji, Mosyle, or similar), and how Apple device enrollment works in practice
Experience supporting a SaaS or infrastructure product
Exposure to Mac infrastructure, Orka, VDI, and CI/CD pipelines
Familiarity with Confluence, Slack, and modern dev/ops collaboration tools
Basic networking: VPN concepts, certificates

Responsibilities

Triage and ticket lifecycle: Every support ticket has a clear owner, priority, and next action. While the AI agent will deliver an instant response for most customer questions, there may be some that require a human touch. We've developed a set of routing rules to efficiently drive towards customer resolutions. You keep the queue healthy — no stale tickets, no orphaned threads, no customer waiting longer than the SLA without an update.
Escalations: When a ticket can't be resolved at Tier 1, you package it for the next team with full context: reproduction steps, customer impact, what's already been tried, and links to related tickets. You stay the customer-facing point of contact through resolution so the rest of the team can focus on the fix.
Apple Business Manager (ABM) and MDM enrollment: End-to-end ownership of ABM and MDM onboarding for new customers and ongoing enrollment work for existing fleets. Public-key exchange, serial assignment, MDM profile pushes, troubleshooting enrollment failures, and partnering with the customer's IT team when they're new to ABM.
SSO support: SAML/OIDC onboarding for new customers (Okta, Entra, Google, JumpCloud), troubleshooting authentication failures, and proactive management of SSO certificate renewals.
Working with the Tier 1 AI agent: You're the quality bar for the AI's responses: reviewing its drafts when it flags low confidence, retraining it when it gets a recurring case wrong, and writing the knowledge base articles it draws from. You're the reason the AI gets smarter every quarter.
Partner with the existing US and EU support team to maintain follow-the-sun coverage, share knowledge, and develop shared runbooks and troubleshooting guides
Help shape the AI support agent's effectiveness — reviewing its output, identifying gaps, tuning responses, and ensuring quality as it handles Tier 1 volume
Collaborate with the Head of Support on process improvements, knowledge base development, and operational metrics
Contribute to internal documentation, including root cause analysis write-ups, known issue tracking, and customer-facing KB articles
Act as a voice of the customer internally, surfacing recurring issues and feature requests to the product and engineering teams