IT/Helpdesk Supervisor – Rippling Experience

Ledgebrook

IT Helpdesk Supervisor leading day-to-day IT support operations for a remote workforce. Responsible for managing helpdesk team performance and improving IT processes in a growth-oriented environment.

Posted 7/8/2026full-timeRemote • 🇺🇸 United StatesMid-LevelSenior💰 $75,000 - $100,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in IT helpdesk operations, team leadership, and support for remote work environments. Proficient in managing ticketing systems and providing high-quality user-focused service.

Highest-signal resume keywords

IT Helpdesk OperationsTeam LeadershipGoogle Workspace AdministrationWindows and macOS SupportTicketing Systems Experience

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

IT SupportHelpdesk ExperienceTroubleshootingWorkflow ImprovementSaaS Application SupportEndpoint ManagementMDM PlatformsDocumentationAutomation

Soft Skills

CoachingMentoringClear CommunicationUser-Focused Service

Tools & Technologies

Google WorkspaceJiraServiceNowFreshserviceRippling

Certifications & Qualifications

CompTIAGoogle WorkspaceITIL

Industry Keywords

Remote WorkforceSLA AdherenceTicket QueuesOperational Efficiency

Tech Stack

Tools & technologies

MacOSServiceNow

About the role

Key responsibilities & impact

Lead day-to-day IT helpdesk operations and supervise support team performance
Manage and prioritize ticket queues to ensure timely resolution and SLA adherence
Serve as the escalation point for complex technical issues (Tier 2/3 support)
Coach, mentor, and develop helpdesk team members
Support hiring, onboarding, and training of new IT staff
Provide IT support for a fully remote workforce, including onboarding and offboarding
Troubleshoot issues across devices, networks, and SaaS applications
Administer and support core systems, including Google Workspace and other SaaS tools
Manage endpoint environments across Windows and macOS, including MDM platforms
Improve helpdesk workflows, automation, and overall operational efficiency
Maintain clear documentation and contribute to a scalable knowledge base
Deliver a high-quality support experience through clear communication and user-focused service

Requirements

What you’ll need

3–5+ years of IT support or helpdesk experience
1–3+ years of team leadership or supervisory experience
Experience supporting remote or hybrid work environments
Strong experience with Google Workspace administration
Proficiency supporting Windows and macOS environments
Experience with ticketing systems (e.g., Jira, ServiceNow, Freshservice)
Experience with Rippling
Relevant certifications (CompTIA, Google Workspace, ITIL, etc.)

Benefits

Comp & perks

Competitive salary and meaningful equity ownership
Health Insurance 100% employer-paid option available (US only)
Additional benefits available include 401k plan, dental, vision & other options (US only)
Remote work, flexible hours
Unlimited time off policy
Ownership, autonomy, purpose