Systems Administrator - Service Desk

iManage
Full_timeβ€’$87k-111k/year (USD)β€’Chicago, United States

πŸ“ Job Overview

  • Job Title: Systems Administrator - Service Desk
  • Company: iManage
  • Location: Chicago, Illinois, United States
  • Job Type: Hybrid (In-office on Tuesday and Thursday)
  • Category: Server Administration
  • Date Posted: June 18, 2025
  • Experience Level: 5-10 years of experience

πŸš€ Role Summary

  • Key Responsibilities: Oversee end user specific functions, support IT policies and systems, maintain vendor and user community relationships, and ensure successful IT operation.
  • Key Technologies: Microsoft Windows, Windows Server, VMWare, M365, Active Directory, Networking Protocols, Security Systems, MacOS, SaaS Management.

πŸ’» Primary Responsibilities

  • πŸ“ Enhancement Note: The role involves a mix of technical and customer service responsibilities, requiring a strong balance of both skills.
  1. End User Function Oversight: Oversee end user specific functions and evaluate them per established goals.
  2. IT Policy Support: Support IT Policies and systems, and contribute to the implementation of strategies aligned with business objectives.
  3. Technical Equipment Inspection: Inspect the use of technological equipment and software to ensure functionality and efficiency.
  4. Upgrade Identification: Proactively identify the need for upgrades, configurations, or new systems and communicate needs for improvement.
  5. Roadmap Creation: Work with Enterprise IT leadership to create a roadmap to ensure the sustainability of end user systems and applications that meet business goals.
  6. Vendor Relationship Building: Assist in building relationships with vendors and the user community.
  7. Incident and Service Request Management: Utilize the Service Desk ticketing system to prioritize and resolve incidents and service requests accordingly.
  8. Customer Service: Provide excellent customer service skills to create a world-class customer service experience for all users.
  9. Customer Satisfaction Monitoring: Monitor customer satisfaction to ensure services are being delivered to organizational standards.

πŸŽ“ Skills & Qualifications

Education: A Bachelor's degree in Computer Science, IT, or a related field is preferred but not required.

Experience: A minimum of 6+ years' experience providing enterprise IT Service Desk troubleshooting and resolution services is required.

Required Skills:

  • Advanced knowledge of Microsoft Windows Operating System, and Windows Server administration, configuration, and management.
  • Extensive knowledge of VMWare technologies, including support for multiple site replication.
  • M365 expertise, including Active Directory, EntraID, and Intune.
  • MacOS, Windows, and SaaS provisioning and management at an enterprise level.
  • Knowledge of Networking Protocols and Security Systems, including troubleshooting.
  • Strong problem-solving and critical thinking skills.
  • Excellent verbal, written, and interpersonal communication skills.

Preferred Skills:

  • Strategic experience in the evolution of user experience automation, including onboarding and offboarding, and provisioning of licenses.
  • Experience working with a global team.

πŸ“Š Web Portfolio & Project Requirements

Portfolio Essentials:

  • Demonstrate a strong understanding of Microsoft Windows, Windows Server, and VMWare technologies through relevant projects and case studies.
  • Showcase your problem-solving skills and ability to manage incidents and service requests through real-world examples.

Technical Documentation:

  • Provide clear and concise documentation of your technical skills, including any certifications or relevant training.
  • Highlight your experience with IT policies, procedures, and best practices.

πŸ’΅ Compensation & Benefits

Salary Range: The overall annual base salary range for this position is $87,000 - $111,000 per year. Individual compensation for each candidate depends on factors such as qualifications, experience, and candidate location.

Benefits:

  • Comprehensive Health, Vision, and Dental Insurance.
  • Life Insurance.
  • 401k Retirement Savings Plan with a company match up to 4%.
  • Enhanced leave for expecting parents; 20 weeks 100% paid for primary leave, and 10 weeks 100% paid for secondary leave.
  • Flexible time off policy.
  • Multiple company wellness days each year.
  • Access to RethinkCare, a global behavioral health platform.

🎯 Team & Company Context

🏒 Company Culture

Industry: iManage operates in the legal and compliance software industry.

Company Size: iManage is a mid-sized company with approximately 400-500 employees.

Founded: iManage was founded in 1990 and is headquartered in Chicago, Illinois, with offices in Bangalore, Belfast, Sunnyvale, and the UK.

Team Structure:

  • The IT team at iManage consists of multiple departments, including Infrastructure Support, Technical Application Support, and Hardware Support.
  • The Service Desk team works closely with these departments to provide comprehensive IT support to internal clients.

Development Methodology:

  • iManage follows Agile methodologies for software development and IT service management.
  • The company emphasizes collaboration, continuous improvement, and customer-centric approaches.

Company Website: https://www.imanage.com/

πŸ“ Enhancement Note: iManage's culture values collaboration, innovation, and customer focus. The company encourages continuous learning and growth, providing opportunities for professional development and career advancement.

πŸ“ˆ Career & Growth Analysis

Web Technology Career Level: This role is a mid-level Systems Administrator position, focusing on end user support and IT policy management.

Reporting Structure: The Systems Administrator - Service Desk reports directly to the Service Desk Manager and works closely with other IT teams and departments.

Technical Impact: The role has a significant impact on iManage's internal IT services, user experience, and overall business operations.

Growth Opportunities:

  • User Experience Evolution: Contribute to the evolution of iManage's user experience by improving IT services, policies, and processes.
  • Technical Leadership: Develop technical leadership skills by mentoring team members, driving best practices, and contributing to architecture decisions.
  • Global Team Collaboration: Gain experience working with a global team, fostering cross-cultural collaboration and communication.

πŸ“ Enhancement Note: iManage offers opportunities for career progression, including promotions to senior roles within the IT department and other areas of the organization.

🌐 Work Environment

Office Type: iManage's Chicago office is a modern, open-plan workspace featuring a gaming area, free snacks and drinks, and regular social events.

Office Location: The Chicago office is located in the heart of the city, with easy access to public transportation and nearby amenities.

Workspace Context:

  • The IT team at iManage works in a collaborative environment, with a focus on knowledge sharing and continuous learning.
  • The team uses various tools and technologies to manage IT services, including ticketing systems, monitoring tools, and remote access solutions.

Work Schedule: The hybrid work arrangement requires in-office presence on Tuesday and Thursday, with flexible working hours on other days.

πŸ“ Enhancement Note: iManage's work environment encourages a healthy work-life balance, with flexible working hours and remote work options.

πŸ“„ Application & Technical Interview Process

Interview Process:

  1. Phone Screen: A brief phone or video call to assess communication skills and cultural fit.
  2. Technical Assessment: A hands-on assessment of technical skills, focusing on problem-solving, critical thinking, and customer service abilities.
  3. On-site Interview: A face-to-face interview with the Service Desk Manager and other team members to discuss the role, team dynamics, and career growth opportunities.

Portfolio Review Tips:

  • Highlight relevant projects that demonstrate your experience with Microsoft Windows, Windows Server, VMWare, and IT policy management.
  • Showcase your problem-solving skills and ability to manage incidents and service requests through real-world examples.

Technical Challenge Preparation:

  • Brush up on your knowledge of Microsoft Windows, Windows Server, VMWare, and M365 technologies.
  • Practice problem-solving and critical thinking exercises to prepare for the technical assessment.

ATS Keywords: Windows Server, VMWare, M365, Active Directory, Networking Protocols, Security Systems, MacOS, SaaS Management, Problem Solving, Critical Thinking, Customer Service, Technical Communication, Team Collaboration.

πŸ“ Enhancement Note: iManage's interview process focuses on assessing technical skills, problem-solving abilities, and cultural fit. The company values candidates who can think creatively, work effectively in a fast-paced environment, and communicate technical information effectively.

πŸ›  Technology Stack & Web Infrastructure

Operating Systems: Microsoft Windows, Windows Server.

Virtualization: VMWare.

Cloud Platforms: Microsoft Azure, Amazon Web Services (AWS).

Networking: Cisco, Fortinet, Palo Alto Networks.

Security: McAfee, Symantec, CrowdStrike.

Monitoring Tools: SolarWinds, Datadog, New Relic.

Ticketing Systems: ServiceNow, JIRA Service Desk.

Collaboration Tools: Microsoft Teams, Slack, Google Workspace.

πŸ“ Enhancement Note: iManage's technology stack includes a mix of Microsoft, VMWare, and other industry-standard technologies. The company uses a combination of on-premises and cloud-based solutions to manage its IT infrastructure.

πŸ‘₯ Team Culture & Values

Web Development Values:

  • Customer Focus: Prioritize customer needs and strive to exceed expectations in every interaction.
  • Collaboration: Work together to achieve common goals and support each other's success.
  • Innovation: Embrace change, continuously learn, and drive progress through creative problem-solving.
  • Integrity: Act with honesty, transparency, and accountability in all aspects of work.
  • Excellence: Pursue high standards, continuous improvement, and a commitment to quality in all endeavors.

Collaboration Style:

  • Cross-functional Integration: Work closely with other teams, including sales, marketing, and product development, to ensure alignment with business objectives and user needs.
  • Code Review Culture: Encourage peer-to-peer code reviews and knowledge sharing to maintain high-quality standards and promote learning.
  • Mentoring and Knowledge Sharing: Foster a culture of mentoring and knowledge sharing to support the growth and development of team members.

πŸ“ Enhancement Note: iManage's team culture values collaboration, innovation, and customer focus. The company encourages continuous learning, growth, and high-quality standards in all aspects of work.

⚑ Challenges & Growth Opportunities

Technical Challenges:

  • User Experience Enhancement: Identify and address user experience pain points to improve IT services and policies.
  • IT Infrastructure Optimization: Optimize IT infrastructure to ensure scalability, performance, and security.
  • Emerging Technologies: Stay up-to-date with emerging technologies and evaluate their potential impact on iManage's IT services and user experience.

Learning & Development Opportunities:

  • Technical Skill Development: Enhance your technical skills through training, certifications, and hands-on experience.
  • Leadership Development: Develop your leadership skills through mentoring, coaching, and participation in company-wide initiatives.
  • Industry Networking: Connect with industry professionals, attend conferences, and join relevant online communities to expand your network and gain insights into emerging trends.

πŸ“ Enhancement Note: iManage offers opportunities for technical and professional growth, encouraging employees to develop new skills, take on challenging projects, and advance their careers within the organization.

πŸ’‘ Interview Preparation

Technical Questions:

  1. Windows Server Administration: Describe a complex Windows Server administration task you've handled and the steps you took to resolve it.
  2. VMWare Troubleshooting: Explain a VMWare-related issue you've encountered and how you diagnosed and resolved it.
  3. M365 Administration: Walk through the process of adding a new user to the M365 environment, including license assignment and permissions management.
  4. Networking Protocols: Describe a networking protocol-related issue you've faced and how you diagnosed and resolved it.

Company & Culture Questions:

  1. iManage Culture: How do you see yourself fitting into iManage's collaborative and innovative culture?
  2. Customer Focus: Describe a time when you went above and beyond to resolve a customer issue or improve their experience.
  3. Problem Solving: Walk through a challenging problem you faced and how you approached it, including any lessons learned.

Portfolio Presentation Strategy:

  • Project Selection: Choose projects that demonstrate your experience with Microsoft Windows, Windows Server, VMWare, and IT policy management.
  • Storytelling: Use real-world examples to illustrate your problem-solving skills and ability to manage incidents and service requests.
  • Technical Deep Dive: Prepare to discuss technical details and architecture decisions related to your projects.

πŸ“ Enhancement Note: iManage's interview process focuses on assessing technical skills, problem-solving abilities, and cultural fit. The company values candidates who can think creatively, work effectively in a fast-paced environment, and communicate technical information effectively.

πŸ“Œ Application Steps

To apply for this Systems Administrator - Service Desk position at iManage:

  1. Customize Your Resume: Tailor your resume to highlight your relevant experience with Microsoft Windows, Windows Server, VMWare, and IT policy management.
  2. Prepare Your Portfolio: Select projects that demonstrate your technical skills, problem-solving abilities, and customer service experience.
  3. Research iManage: Learn about iManage's products, services, and company culture to show your enthusiasm and preparation for the role.
  4. Prepare for Interviews: Practice common interview questions and brush up on your technical skills, focusing on Microsoft Windows, Windows Server, VMWare, and M365 technologies.
  5. Apply: Submit your application through the iManage careers portal and wait for a response from the hiring team.

πŸ“ Enhancement Note: iManage's application process is designed to assess technical skills, problem-solving abilities, and cultural fit. The company values candidates who can think creatively, work effectively in a fast-paced environment, and communicate technical information effectively.

Application Requirements

A minimum of 6+ years’ experience in enterprise IT Service Desk troubleshooting is required. Strong communication skills and advanced knowledge of various technologies including Microsoft Windows and VMWare are essential.