Service Desk Specialist - Extended ; Overnights

Company Introduction

Company Shared Services Argo and Farm Family are specialty property and casualty insurance brands whose underwriting companies are wholly-owned subsidiaries of Clearbrook Holdings Inc. Argo and Farm Family partner with agents and brokers to provide insurance solutions that enable businesses to manage risks with confidence.

The Service Desk Specialist (Extended Hours) 12:30am–8:30am provides critical after‑hours IT support for the organization, serving as the primary point of contact during overnight operations. This role requires a high level of independence, strong troubleshooting skills, and sound judgment to resolve incidents, manage escalations, and maintain service continuity with limited on‑site leadership. The specialist supports users across multiple channels, adheres to established SLAs, participates in shift‑left initiatives, and performs approved User Access Management (UAM) activities while ensuring security, compliance, and documentation standards are met.

Only considering local candidates at this time. Must be a US Citizen or Green Card holder. No other visa status will be considered.

• Overnight Service Desk Support
  Serve as the first point of contact for IT support during overnight hours; provide support via phone, live chat, and self‑service ticket submissions. Independently manage incoming incidents and service requests with minimal supervision; prioritize issues based on business impact, urgency, and SLA requirements.
• Incident & Request Management
  Diagnose, troubleshoot, and resolve hardware, software, application, and access‑related issues. Accurately log, categorize, prioritize, and document all tickets in the ITSM system; ensure tickets include clear problem descriptions, troubleshooting steps, and resolution details. Escalate incidents appropriately when issues exceed authorization, scope, or skill level.
• Escalation & After‑Hours Judgment
  Act as a frontline escalation point during overnight hours. Identify and initiate escalation for high‑impact or critical incidents; engage on‑call technical teams, vendors, or incident management resources as required. Provide timely and professional status updates until resolution or handoff to the next shift. Perform detailed shift handoffs to ensure continuity across support teams.
• Shift‑Left & Knowledge Utilization
  Resolve incidents and service requests using approved Knowledge Base (KB) articles. Support shift‑left objectives by handling eligible requests at first contact. Identify recurring overnight issues suitable for knowledge article creation or improvement, process refinement, automation or self‑service. Provide feedback to leadership on overnight trends and improvement opportunities.
• User Access Management (UAM) Support
  Perform approved baseline UAM activities, including identity verification, password resets, account unlocks, and execution of approved access requests using documented workflows. Ensure all access‑related actions align with least privilege principles, approvals, and audit requirements. Escalate exceptions or non‑standard requests to IAM, Security, or application owner teams. Maintain precise documentation to support security and compliance reviews.
• Customer Service & Communication
  Deliver professional, calm, and effective support in a low‑staffed, high‑impact overnight environment. Clearly communicate technical information to non‑technical users. Manage user expectations during incidents and outages with transparency and empathy. Maintain a customer‑focused mindset while balancing security and policy enforcement.
• Operational & Compliance Discipline
  Adhere to ITIL‑aligned processes, SOPs, and escalation guidelines. Meet or exceed defined SLA and quality standards. Follow all security, access, and data handling policies. Support audit and compliance activities through accurate documentation and ticket hygiene.

• 2+ years of experience in IT support, Service Desk, or Help Desk environments.
• Ability to work overnight shifts, including weekends and holidays as scheduled.
• Strong independent troubleshooting and decision‑making abilities.
• Working knowledge of…