Overnight Helpdesk Technician (On-Site Role) 4:00 PM - 1:00 AM & 12:00 AM - 9:00 AM Grapevine MSP is the Central Valley's largest managed IT services provider, based in Bakersfield, CA, with a clear mission: help businesses of all sizes thrive through smart, secure, and innovative technology. Founded in 2009 by CEO Joe Gregory during a recession, we've grown into a team of 60+ professionals recognized as an industry leader. We go beyond fixing computers by partnering with our clients to deliver proactive IT support, cybersecurity, cloud, and VoIP solutions, strategic consulting, and 24/7 help desk services. As Microsoft Tier 1 Partners and community supporters, we're known for our "let's figure it out" culture, commitment to customer success, and passion for solving real-world technology challenges. We are looking for an experienced Overnight Helpdesk Technician to serve as the primary technical point of contact during our midnight shift. This is not just a ticket-taking role — you will be responsible for protecting system stability, responding to critical alerts, and ensuring our clients wake up to fully operational environments. If you are confident working independently, enjoy solving complex problems, and take pride in keeping everything running behind the scenes, this opportunity is for you. What This Role Means During overnight hours, you are the front line of defense. You'll monitor systems, resolve support requests, perform scheduled maintenance, and escalate issues as needed. Your work directly impacts uptime, security, and client satisfaction. This position requires technical competence, sound judgment, and the ability to stay focused in a quiet but high-responsibility environment. Core Responsibilities System Monitoring & Oversight Monitor servers, workstations, backups, and network infrastructure to ensure availability and performance. Respond to alerts and performance warnings in real time Perform system checks to maintain uptime and stability Technical Support & Troubleshooting Diagnose and resolve hardware, software, and connectivity issues Support Windows-based environments and user account management Provide remote support with clear, professional communication Help users learn new systems, applications, and IT policies as needed Maintenance & Security Execute scheduled updates, patching, and backup verification Maintain endpoint protection and antivirus standards Ensure compliance with company IT security policies, and identify and report security risks, breaches, or suspicious activity Incident Handling & Documentation Log and track all incidents accurately, perform root cause analysis, and document resolutions and recurring patterns. Escalate complex issues to the appropriate IT staff or third-party vendors and follow up to ensure timely resolution. Maintain accurate, up-to-date records of IT procedures, incidents, and resolutions. Shift Transition Provide detailed handoff notes to the day team Communicate ongoing concerns or unresolved items clearly to ensure seamless transitions. Requirements Qualifications 2+ years of IT support experience (MSP experience strongly preferred) Solid experience with Windows operating systems Hands-on experience with Active Directory (users, permissions, security groups) Working knowledge of Group Policy Understanding of network fundamentals and security best practices Strong troubleshooting and critical-thinking skills Ability to prioritize and manage multiple issues independently Professional communication skills and a customer-first mindset Nice to Have Experience with Microsoft 365 and Azure Industry certifications (CompTIA, Microsoft, etc.) Why Grapevine MSP? Exposure to diverse client environments and technologies Opportunity to grow technically in a high-accountability role Supportive team culture with clear expectations A position where your reliability and skill truly matter This is a high-trust, high-responsibility overnight position. If you're dependable, technically sharp, and ready to take ownership of the midnight shift, we'd like to speak with you. Benefits Competitive Pay 401K Plan with 4% matching pay contributions Grapevine MSP offers access to low-cost, high-quality healthcare options: "Health, Dental, and Vision." Vacation time Paid Sick Time Performance Bonuses Work Anniversary Recognition Equipment and Tools Provided Plenty of training courses are covered if you want to advance further; Grapevine MSP offers Growth and Development Plans with Industry-Specific Training. Team Events Social Events