System Administrator

Jobtailor; Minnetonka (MN); Hybrid; USD 65,000 - 95,000; Full time

Job summary

Jobtailor in Minnetonka, MN is seeking an experienced IT Support Specialist to deliver remote and on-site client services. You will manage Windows Server, Windows 10, Office 365, and basic network needs while using ConnectWise for ticketing and monitoring.

Ideal candidates have 4+ years in MSP environments, strong troubleshooting, and the ability to mentor junior staff. Cloud experience with Azure or AWS is a plus, with relocation considered for the right candidate.

Qualifications

• 4+ years of experience with Microsoft Windows Server.
• Strong troubleshooting and problem-solving abilities.
• Solid networking and systems administration knowledge.
• Excellent communication and organizational skills.
• Ability to multitask and work independently or in a team.
• Willingness to relocate or commute to White Plains, NY.
• Experience in MSP environment preferred.
• Familiarity with ConnectWise and other RMM tools preferred.
• Cloud experience with Azure or AWS preferred.

Responsibilities

• Provide remote and on-site technical support to clients.
• Monitor and maintain client systems to prevent downtime and boost performance.
• Collaborate with clients to understand IT needs and deliver tailored solutions.
• Manage and troubleshoot Windows Server environments and Windows 10 workstations.
• Administer Office 365 users and email configurations.
• Configure TCP/IP and secure connectivity.
• Use ConnectWise and other RMM tools for monitoring and management.
• Support Azure and AWS cloud infrastructure.
• Document procedures and client interactions in ticketing systems.
• Mentor junior staff and delegate tasks.

Skills

Troubleshooting

Networking

Communication

Organizational skills

Multitasking

Teamwork

Client-focused

Education

College degree in IT or related field

Relevant IT Certifications

Tools

ConnectWise

Azure

AWS

Office 365

RMM tools

Job description

• Deliver remote and on-site technical support to clients


• Proactively monitor and maintain client systems to prevent downtime and improve performance


• Collaborate with clients to understand their IT needs and deliver tailored solutions


• Manage and troubleshoot Microsoft Windows Server environments and Windows 10 workstations


• Administer Office 365 environments, including user management and email configurations


• Configure and support TCP/IP and secure connectivity


• Use RMM tools such as ConnectWise for system monitoring and management


• Support Azure and AWS cloud infrastructure


• Document technical procedures and client interactions in ticketing systems


• Mentor junior staff and delegate tasks effectively

Requirements

• Minimum 4 years of experience with Microsoft Windows Server


• Strong troubleshooting and problem-solving skills


• In-depth knowledge of networking and system administration


• Excellent communication and organizational skills


• Ability to multitask and work independently or as part of a team


• Reliable commute to White Plains, NY or willingness to relocate


• Experience in a Managed Service Provider (MSP) environment preferred


• Familiarity with RMM tools such as ConnectWise preferred


• Cloud experience with platforms like Azure or AWS preferred


• College degree in IT or related field and relevant certifications preferred

Core Competencies

Demonstrates expertise in Microsoft Windows Server management, Office 365 administration, and cloud infrastructure support, with strong troubleshooting and problem-solving capabilities. Proven ability to deliver tailored IT solutions while mentoring junior staff and maintaining effective client communication.

Highest-signal resume keywords

• Microsoft Windows Server Management


• Office 365 Administration


• Cloud Infrastructure Support (Azure, AWS)


• RMM Tools (ConnectWise)


• Networking and System Administration

ATS Optimization Keywords

Hard Skills

• Microsoft Windows Server


• Windows 10 Workstation Management


• TCP/IP Configuration


• System Troubleshooting


• Technical Documentation

Soft Skills

• Excellent Communication


• Organizational Skills


• Problem-Solving


• Multitasking


• Team Collaboration

Certifications & Qualifications

• Relevant IT Certifications


• College Degree in IT or Related Field

Industry Keywords

• Managed Service Provider (MSP)


• Technical Support


• Client Systems Management

Tools & Technologies

• ConnectWise


• Azure


• AWS