Helpdesk Technician II - VIP Support & Desktop Specialist

SpotOn; Chicago (IL); On-site; USD 55,000 - 75,000; Full time

Benefits offered by this job

Stock options

401k with company match

Paid vacation and holidays

Medical, Dental and Vision Insurance

Tuition reimbursement up to 2000/year

Home office stipend

Job summary

Spot On is seeking a proactive Helpdesk Technician to support employees and contractors in Chicago. The role focuses on tickets as the majority of the day, serving as the initial escalation point for issues while handling frontline tasks and special projects.

You will manage user onboarding/offboarding, desktop support, licensing, asset tracking, and regular maintenance. This position requires regular office hours and contributes to IT operations across Spot On.

Qualifications

• Requires solid troubleshooting for desktop hardware and software.
• Experience with onboarding/offboarding and user/group management.
• Proficiency in Google Workspace and Okta administration.
• Strong communication skills in English; multilingual is a plus.
• Experience with VoIP/telephony and networking basics.

Responsibilities

• Handle tickets as frontline and escalation point for a broad range of IT tasks.
• Provide desktop support for hardware, software, and services.
• Manage user provisioning, licensing, and access control.
• Track and retire assets; perform regular audits and maintenance.
• Lead or participate in special IT projects and administrative tasks.
• respond to unexpected issues and maintain service quality.

Skills

English communication

Desktop troubleshooting

PC hardware upgrading

Networking technologies

VoIP telephony

Macintosh and Windows configuration

Google Workspace admin

Okta admin

Education

High school diploma

CompTIA A+/Network+/Tech+ or similar

Tools

Google Workspace Admin Console

Okta Admin Console

Job description

Spot On is seeking a proactive Helpdesk Technician to support employees and contractors in Chicago. The role focuses on tickets as the majority of the day, serving as the initial escalation point for issues while handling frontline tasks and special projects.

You will manage user onboarding/offboarding, desktop support, licensing, asset tracking, and regular maintenance. This position requires regular office hours and contributes to IT operations across Spot On.