IT Support Technician – Tier I AI Integration, Documentation & Knowledge Management Lead

IT Support Technician – Tier I AI Integration, Documentation & Knowledge Management Lead Company: iServ Department: Desktop Support / Managed Services Schedule: 7:30 AM – 4:00 PM Eastern, with alternating weekend rotation Reports To: Desktop Support Management Position Summary At iServ, we believe exceptional technical support goes beyond answering calls and closing tickets. We are looking for individuals who take ownership, solve problems, share knowledge, and help improve how we deliver service. The IT Support Technician – Tier I | AI Integration & Knowledge Management Lead combines frontline technical support with additional responsibilities focused on technical documentation, AI-assisted troubleshooting, cybersecurity awareness, and continuous improvement. This position is designed for someone who demonstrates leadership through initiative, collaboration, accountability, and knowledge sharing rather than supervisory authority. The successful candidate will serve as a frontline technical resource while helping build a stronger, more consistent, and better-documented Desktop Support operation. 1. Core Tier I Technical Support - Provide professional technical support to iServ customers, emphasizing first-call resolution. - Troubleshoot Windows 10/11, Microsoft 365, Outlook, Teams, network connectivity, printers, and common business applications. - Diagnose basic DNS, DHCP, VPN, wireless, and connectivity issues. - Manage assigned ConnectWise tickets, ensuring accurate notes, timely customer communication, and proper resolution documentation. - Work collaboratively with Tier II, Advanced Services, and other technical teams to resolve issues. - Participate in monitoring, incident response, and scheduled support coverage. - Assist with occasional onsite technical support and equipment installations. - Maintain customer satisfaction and follow established service-level expectations. 2. Technical Documentation & Knowledge Management Leadership A key responsibility of this position is taking initiative in improving how technical knowledge is documented, shared, and maintained across the Desktop Support team. - Take the lead in identifying recurring technical issues that require documented solutions. - Develop and maintain troubleshooting guides, knowledge base articles, and standard operating procedures. - Work with Tier I, Tier II, and Advanced Services technicians to capture successful troubleshooting methods. - Convert resolved tickets into reusable documentation when appropriate. - Help establish consistent documentation standards within ConnectWise and approved knowledge management platforms. - Review existing documentation and recommend updates when information becomes outdated. - Encourage technicians to use existing documentation before escalating issues. - Help identify knowledge gaps contributing to repeat tickets, unnecessary escalations, or extended resolution times. - Collaborate with team leads and management to improve documentation quality and accessibility. Leadership Expectation: This role is not a supervisory or management position. Leadership is demonstrated by setting a positive example, sharing knowledge, supporting colleagues, and taking ownership of documentation improvements. 3. AI Integration & Support Automation - Explore and evaluate approved AI tools that improve technical troubleshooting and customer support. - Help develop AI-assisted troubleshooting guides and workflows. - Identify repetitive support tasks that may benefit from scripting or automation. - Assist management in evaluating AI-generated ticket summaries, documentation, and suggested resolutions. - Work with the team to improve consistency and efficiency through AI-supported processes. - Participate in pilot programs involving AI-based service desk tools. - Ensure AI tools are used responsibly, following company security and customer confidentiality requirements. - Measure and communicate the effectiveness of approved AI initiatives. 4. Cybersecurity & Operational Awareness - Apply cybersecurity principles when troubleshooting customer environments. - Recognize and properly escalate potential security incidents, suspicious activity, and vulnerabilities. - Support established security procedures involving Microsoft 365, Azure, identity management, and endpoint protection. - Assist in documenting security-related incidents and resolutions. - Contribute to process improvements aligned with NIST and other applicable security frameworks. - Work with senior technical resources on approved security-related initiatives. 5. Team Collaboration & Informal Leadership - Serve as a positive technical resource for other Tier I technicians. - Share newly discovered solutions and troubleshooting methods. - Assist newer team members in locating documentation and following established procedures. - Identify opportunities to improve service delivery and communicate recommendations to management. - Help promote accountability, consistent ticket updates, and customer communication. - Support a team culture built on collaboration, professional development, and continuous improvement. This position does not include direct employee supervision, disciplinary authority, or formal performance management responsibilities. 6. Qualifications Required or Preferred Technical Knowledge - Working knowledge of Windows operating systems, Microsoft 365, and fundamental networking. - Understanding of troubleshooting methodologies and customer service principles. - Familiarity with Microsoft Azure and cybersecurity best practices. - Ability to produce clear, accurate technical documentation. - Interest in AI technologies, automation, and operational improvements. - Strong written and verbal communication skills. - Ability to work independently while collaborating with multiple technical teams. Education & Certifications - Degree in Information Technology, Computer Science, Cybersecurity, or related field preferred. - CompTIA Security+, Network+, or equivalent certifications preferred. - Microsoft Azure, AI, or cybersecurity certifications are an advantage. - Hands-on MSP experience preferred, with consideration given to relevant education, technical projects, and demonstrated troubleshooting ability. 7. Performance Expectations Success in this position will be measured through both technical support performance and contributions to operational improvements. - Consistent ticket ownership and timely customer communication. - Strong first-call resolution performance. - Accurate and complete ticket documentation. - Creation and maintenance of useful technical knowledge articles. - Reduced repeat troubleshooting and avoidable escalations. - Positive collaboration with Tier I, Tier II, and Advanced Services. - Meaningful participation in approved AI and automation initiatives. - Positive customer feedback and adherence to established SLAs. 8. Growth Opportunities This position provides a development path into areas such as: - Tier II Technical Support - Technical Knowledge Management - AI & Support Automation - Cybersecurity Operations - IT Service Management and Process Improvement