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Help Desk Analyst II - Careers at Robert Half

Robert Half

Help Desk Analyst II - Careers at Robert Half

contractPosted: Feb 4, 2026

Job Description

Help Desk Analyst II - Join Robert Half in Chicago, IL

Are you a skilled IT professional passionate about delivering top-tier technical support? Robert Half is seeking a motivated Help Desk Analyst II for an exciting part-time, on-site opportunity in the heart of Chicago, Illinois. This contract-to-permanent role offers a flexible schedule, making it perfect for professionals balancing other commitments while pursuing long-term career growth. As a key player in our IT support team, you'll provide essential Tier 2 assistance, leveraging cutting-edge tools like Active Directory, Windows 11, PowerShell, and Intune to resolve complex issues and enhance user productivity. With Chicago's thriving tech scene, this position positions you at the forefront of IT innovation in one of America's most dynamic cities.

About the Role

In this Help Desk Analyst II position at Robert Half, you'll dive into advanced troubleshooting and support tasks that go beyond basic help desk duties. Located in Chicago, Illinois, United States, this part-time role (approximately 20-25 hours per week) is designed for reliability and flexibility, with shifts that accommodate your lifestyle. Transitioning from contract to permanent employment, it offers stability and progression in a supportive environment. You'll work on-site, collaborating directly with teams to maintain seamless IT operations. Ideal for those with 2-4 years of experience, this role emphasizes proactive problem-solving, scripting automation, and exceptional end-user service. Robert Half, a leader in staffing and consulting, ensures you're equipped with the resources to succeed while building a rewarding career in IT support.

Key Responsibilities

As a Help Desk Analyst II, your impact will be immediate and far-reaching. Here's what you'll tackle daily:

  • Deliver Tier 2 technical support for hardware, software, and network issues, prioritizing and resolving service desk tickets efficiently to minimize downtime.
  • Troubleshoot complex problems in Active Directory, Windows 11 environments, and Mobile Device Management (MDM) systems, restoring functionality swiftly.
  • Harness PowerShell scripting to automate repetitive tasks, streamline workflows, and boost overall IT efficiency.
  • Manage Intune configurations expertly, ensuring secure device enrollment, policy enforcement, and compliance across mobile and endpoint devices.
  • Excel in customer service by communicating solutions clearly, professionally, and empathetically to end-users at all levels.
  • Conduct routine system checks, apply updates, and monitor IT infrastructure for peak performance and security.
  • Guide end-users through technical challenges, providing training and best practices to empower self-sufficiency.
  • Partner with IT colleagues to pinpoint process gaps and implement innovative improvements that elevate service quality.
  • Maintain meticulous documentation of all support incidents, resolutions, and knowledge base articles for team reference and audits.
  • Demonstrate unwavering punctuality and reliability, honoring on-site commitments in Chicago's fast-paced setting.

Required Qualifications

To thrive as our Help Desk Analyst II, bring these qualifications to the table:

  • 2+ years in Tier 2 help desk or desktop support roles, with proven success in hardware/software/network troubleshooting.
  • Deep expertise in Active Directory administration, Windows 11 deployment, and MDM platforms.
  • Proficiency in PowerShell scripting for automation and task efficiency.
  • Hands-on experience with Microsoft Intune for device management and security policies.
  • Outstanding interpersonal skills, with a track record of delivering exceptional customer service.
  • Comfortable in on-site environments, with strong time management and reliability.
  • Familiarity with ITIL practices or ticketing systems (e.g., ServiceNow, Zendesk) is a plus.
  • Associate's or Bachelor's degree in IT, Computer Science, or related field preferred.
  • Ability to pass background checks and maintain professionalism in a corporate setting.

We're looking for candidates who embody motivation, technical acumen, and a collaborative spirit—perfect for Chicago's competitive job market.

Why Join Us at Robert Half?

Robert Half offers more than just a job; we provide a launchpad for your IT career. Enjoy a part-time flexible schedule that fits your life, with the security of a contract-to-permanent path. Benefit from competitive compensation (around $32.75/hour, equating to $62K-$75K annualized for full-time equivalent), professional development opportunities, and a collaborative Chicago team. Work in a modern office amid the city's cultural hubs, with perks like skill-building workshops, networking events, and Robert Half's renowned reputation for career placement. This role isn't just support—it's your gateway to senior IT positions, all while contributing to vital business operations. With over 70 years of excellence, Robert Half connects top talent like you to transformative opportunities. Apply now and elevate your career in Chicago's booming tech landscape! (Word count: 852)

Locations

  • Chicago, Illinois, United States

Salary

Estimated Salary Rangehigh confidence

62,000 - 75,000 USD / yearly

* This is an estimated range based on market data and may vary based on experience and qualifications.

Skills Required

  • Tier 2 Technical Supportintermediate
  • Active Directoryintermediate
  • Windows 11intermediate
  • Mobile Device Management (MDM)intermediate
  • PowerShell Scriptingintermediate
  • Intune Configurationintermediate
  • IT Troubleshootingintermediate
  • Customer Serviceintermediate
  • System Administrationintermediate
  • Network Supportintermediate

Required Qualifications

  • Experience providing Tier 2 technical support for hardware, software, and network issues (experience)
  • Proficiency in troubleshooting Active Directory, Windows 11, and MDM systems (experience)
  • Strong skills in PowerShell scripting for IT process automation (experience)
  • Hands-on experience managing and maintaining Intune configurations (experience)
  • Excellent customer service and communication skills (experience)
  • Ability to perform routine system checks and updates (experience)
  • Proven reliability and punctuality for on-site commitments (experience)
  • Collaborative mindset for process improvements (experience)
  • Experience documenting support activities accurately (experience)

Responsibilities

  • Provide Tier 2 technical support for hardware, software, and network issues, ensuring timely resolution of service desk tickets
  • Troubleshoot and resolve issues related to Active Directory, Windows 11, and Mobile Device Management systems
  • Utilize PowerShell scripting to streamline IT processes and improve efficiency
  • Manage and maintain Intune configurations for secure and effective device management
  • Deliver exceptional customer service by communicating effectively and maintaining professionalism in all interactions
  • Perform routine system checks and updates to ensure optimal performance of IT infrastructure
  • Offer guidance and support to end-users, assisting them with technical challenges and training needs
  • Collaborate with team members to identify and implement improvements in IT support processes
  • Maintain accurate documentation of support activities and resolutions for future reference
  • Ensure punctuality and reliability in meeting scheduled on-site commitments

Benefits

  • general: Part-time flexible schedule tailored to your availability
  • general: Contract-to-permanent opportunity with clear path to full-time employment
  • general: Long-term growth and career advancement potential
  • general: On-site role in vibrant Chicago, IL location
  • general: Supportive team environment fostering collaboration and innovation
  • general: Professional development through hands-on IT projects
  • general: Competitive pay rate with potential for increase upon conversion
  • general: Work-life balance with part-time commitment
  • general: Access to Robert Half's extensive resources and training
  • general: Opportunity to contribute to essential IT infrastructure in a dynamic organization

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Robert Half CareersJobs in Chicago, ILHelp Desk AnalystIT Support JobsTier 2 SupportPowerShell JobsIntune SpecialistChicago Tech JobsFinanceAccountingAdmin

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Robert Half logo

Help Desk Analyst II - Careers at Robert Half

Robert Half

Help Desk Analyst II - Careers at Robert Half

contractPosted: Feb 4, 2026

Job Description

Help Desk Analyst II - Join Robert Half in Chicago, IL

Are you a skilled IT professional passionate about delivering top-tier technical support? Robert Half is seeking a motivated Help Desk Analyst II for an exciting part-time, on-site opportunity in the heart of Chicago, Illinois. This contract-to-permanent role offers a flexible schedule, making it perfect for professionals balancing other commitments while pursuing long-term career growth. As a key player in our IT support team, you'll provide essential Tier 2 assistance, leveraging cutting-edge tools like Active Directory, Windows 11, PowerShell, and Intune to resolve complex issues and enhance user productivity. With Chicago's thriving tech scene, this position positions you at the forefront of IT innovation in one of America's most dynamic cities.

About the Role

In this Help Desk Analyst II position at Robert Half, you'll dive into advanced troubleshooting and support tasks that go beyond basic help desk duties. Located in Chicago, Illinois, United States, this part-time role (approximately 20-25 hours per week) is designed for reliability and flexibility, with shifts that accommodate your lifestyle. Transitioning from contract to permanent employment, it offers stability and progression in a supportive environment. You'll work on-site, collaborating directly with teams to maintain seamless IT operations. Ideal for those with 2-4 years of experience, this role emphasizes proactive problem-solving, scripting automation, and exceptional end-user service. Robert Half, a leader in staffing and consulting, ensures you're equipped with the resources to succeed while building a rewarding career in IT support.

Key Responsibilities

As a Help Desk Analyst II, your impact will be immediate and far-reaching. Here's what you'll tackle daily:

  • Deliver Tier 2 technical support for hardware, software, and network issues, prioritizing and resolving service desk tickets efficiently to minimize downtime.
  • Troubleshoot complex problems in Active Directory, Windows 11 environments, and Mobile Device Management (MDM) systems, restoring functionality swiftly.
  • Harness PowerShell scripting to automate repetitive tasks, streamline workflows, and boost overall IT efficiency.
  • Manage Intune configurations expertly, ensuring secure device enrollment, policy enforcement, and compliance across mobile and endpoint devices.
  • Excel in customer service by communicating solutions clearly, professionally, and empathetically to end-users at all levels.
  • Conduct routine system checks, apply updates, and monitor IT infrastructure for peak performance and security.
  • Guide end-users through technical challenges, providing training and best practices to empower self-sufficiency.
  • Partner with IT colleagues to pinpoint process gaps and implement innovative improvements that elevate service quality.
  • Maintain meticulous documentation of all support incidents, resolutions, and knowledge base articles for team reference and audits.
  • Demonstrate unwavering punctuality and reliability, honoring on-site commitments in Chicago's fast-paced setting.

Required Qualifications

To thrive as our Help Desk Analyst II, bring these qualifications to the table:

  • 2+ years in Tier 2 help desk or desktop support roles, with proven success in hardware/software/network troubleshooting.
  • Deep expertise in Active Directory administration, Windows 11 deployment, and MDM platforms.
  • Proficiency in PowerShell scripting for automation and task efficiency.
  • Hands-on experience with Microsoft Intune for device management and security policies.
  • Outstanding interpersonal skills, with a track record of delivering exceptional customer service.
  • Comfortable in on-site environments, with strong time management and reliability.
  • Familiarity with ITIL practices or ticketing systems (e.g., ServiceNow, Zendesk) is a plus.
  • Associate's or Bachelor's degree in IT, Computer Science, or related field preferred.
  • Ability to pass background checks and maintain professionalism in a corporate setting.

We're looking for candidates who embody motivation, technical acumen, and a collaborative spirit—perfect for Chicago's competitive job market.

Why Join Us at Robert Half?

Robert Half offers more than just a job; we provide a launchpad for your IT career. Enjoy a part-time flexible schedule that fits your life, with the security of a contract-to-permanent path. Benefit from competitive compensation (around $32.75/hour, equating to $62K-$75K annualized for full-time equivalent), professional development opportunities, and a collaborative Chicago team. Work in a modern office amid the city's cultural hubs, with perks like skill-building workshops, networking events, and Robert Half's renowned reputation for career placement. This role isn't just support—it's your gateway to senior IT positions, all while contributing to vital business operations. With over 70 years of excellence, Robert Half connects top talent like you to transformative opportunities. Apply now and elevate your career in Chicago's booming tech landscape! (Word count: 852)

Locations

  • Chicago, Illinois, United States

Salary

Estimated Salary Rangehigh confidence

62,000 - 75,000 USD / yearly

* This is an estimated range based on market data and may vary based on experience and qualifications.

Skills Required

  • Tier 2 Technical Supportintermediate
  • Active Directoryintermediate
  • Windows 11intermediate
  • Mobile Device Management (MDM)intermediate
  • PowerShell Scriptingintermediate
  • Intune Configurationintermediate
  • IT Troubleshootingintermediate
  • Customer Serviceintermediate
  • System Administrationintermediate
  • Network Supportintermediate

Required Qualifications

  • Experience providing Tier 2 technical support for hardware, software, and network issues (experience)
  • Proficiency in troubleshooting Active Directory, Windows 11, and MDM systems (experience)
  • Strong skills in PowerShell scripting for IT process automation (experience)
  • Hands-on experience managing and maintaining Intune configurations (experience)
  • Excellent customer service and communication skills (experience)
  • Ability to perform routine system checks and updates (experience)
  • Proven reliability and punctuality for on-site commitments (experience)
  • Collaborative mindset for process improvements (experience)
  • Experience documenting support activities accurately (experience)

Responsibilities

  • Provide Tier 2 technical support for hardware, software, and network issues, ensuring timely resolution of service desk tickets
  • Troubleshoot and resolve issues related to Active Directory, Windows 11, and Mobile Device Management systems
  • Utilize PowerShell scripting to streamline IT processes and improve efficiency
  • Manage and maintain Intune configurations for secure and effective device management
  • Deliver exceptional customer service by communicating effectively and maintaining professionalism in all interactions
  • Perform routine system checks and updates to ensure optimal performance of IT infrastructure
  • Offer guidance and support to end-users, assisting them with technical challenges and training needs
  • Collaborate with team members to identify and implement improvements in IT support processes
  • Maintain accurate documentation of support activities and resolutions for future reference
  • Ensure punctuality and reliability in meeting scheduled on-site commitments

Benefits

  • general: Part-time flexible schedule tailored to your availability
  • general: Contract-to-permanent opportunity with clear path to full-time employment
  • general: Long-term growth and career advancement potential
  • general: On-site role in vibrant Chicago, IL location
  • general: Supportive team environment fostering collaboration and innovation
  • general: Professional development through hands-on IT projects
  • general: Competitive pay rate with potential for increase upon conversion
  • general: Work-life balance with part-time commitment
  • general: Access to Robert Half's extensive resources and training
  • general: Opportunity to contribute to essential IT infrastructure in a dynamic organization

Target Your Resume for "Help Desk Analyst II - Careers at Robert Half" , Robert Half

Get personalized recommendations to optimize your resume specifically for Help Desk Analyst II - Careers at Robert Half. Takes only 15 seconds!

AI-powered keyword optimization
Skills matching & gap analysis
Experience alignment suggestions

Check Your ATS Score for "Help Desk Analyst II - Careers at Robert Half" , Robert Half

Find out how well your resume matches this job's requirements. Get comprehensive analysis including ATS compatibility, keyword matching, skill gaps, and personalized recommendations.

ATS compatibility check
Keyword optimization analysis
Skill matching & gap identification
Format & readability score

Tags & Categories

Robert Half CareersJobs in Chicago, ILHelp Desk AnalystIT Support JobsTier 2 SupportPowerShell JobsIntune SpecialistChicago Tech JobsFinanceAccountingAdmin

Answer 10 quick questions to check your fit for Help Desk Analyst II - Careers at Robert Half @ Robert Half.

Quiz Challenge
10 Questions
~2 Minutes
Instant Score

Related Books and Jobs

No related jobs found at the moment.