IT Helpdesk II

Posted 5 Days Ago
Be an Early Applicant
Chicago, IL, USA
In-Office
27-32 Hourly
Mid level
eCommerce • Fintech • Payments • Software
Helping businesses to compete and win with intuitive software, point-of-sale systems, and payment solutions.
The Role
Provides Level II helpdesk support for employees and contractors, handling user administration, desktop troubleshooting, licensing, hardware requests, VIP support, asset tracking, audits, maintenance, patching, product specialization, and special projects. The role requires regular in-office attendance, ticket ownership, response to unexpected issues, and occasional equipment handling.
Summary Generated by Built In

About SpotOn

We’re not just building restaurant tech, we’re giving independent restaurants the tools to compete and win. From our award-winning point-of-sale to AI-powered profit tools, everything we do helps operators boost profit, work smarter, and keep their best people. And every solution is backed by real humans who actually give a sh*t about helping restaurants succeed.

  • Named the #1 Restaurant POS by G2 (Summer 2026), based on ratings from real users

  • Rated the top-rated point-of-sale (POS) for restaurants, bars, retail, and small businesses by Capterra users

  • Awarded Great Places to Work and Built In’s Best Workplaces for multiple years running

We move fast, care hard, and fight for independent restaurant operators to do what they love, and love doing it. If you’re looking to make an impact with heart and hustle, SpotOn is the place for you.

Helpdesk Technicians support Spot On Employees and Contractors requiring attention to confidentiality. This is a generalist role involving a broad range of tasks. Level II Technicians focus on tickets for the majority of their day – both frontline and as an initial escalation point of contact. Helpdesk also works on recurring tasks and special projects, including handling a wide range of responsibilities within the office to which they are assigned.


ESSENTIAL FUNCTIONS
  • Keep regular office hours in assigned SpotOn office

  • Handling tickets for tasks such as;

    • User administration (onboarding, offboarding, changes, resets, unlocks, etc)

    • Desktop support (hardware, software, and services)

    • Licensing (provisioning and deprovisioning)

    • Hardware requests

  • First response for issues from VIP (ELT & EAs)

  • Asset tracking (assignment, return, retirement)

  • Auditing (User and Accounts)

  • Regular maintenance and patching

  • Specialist for specific products and services

  • Takes ownership of special projects as needed

  • Respond to unexpected issues

  • Other duties and projects as assigned


MINIMUM QUALIFICATIONS
  • Intermediate Knowledge of Okta User/Group Management

  • Intermediate Knowledge of Google Workspace User/Group Management/Administration

  • Intermediate Knowledge of Macintosh and Windows Configuration and Administration

  • Moderate Skill in Troubleshooting Desktop Hardware

  • Basic Skill in Upgrading and basic repair of PC hardware

  • Moderate Knowledge with Networking Technologies

  • Moderate Knowledge in VoIP Softphone and Telephony Services

  • Good US English verbal and written communication skills (multi-lingual preferred)

EXPERIENCE REQUIREMENTS

  • 3 year in similar Helpdesk role

  • 2 years with Google Apps for Business or similar service

  • 2 years with Okta or similar service


EDUCATION REQUIREMENTS

  • High school diploma

  • CompTIA A+, Network+, and/or Tech+ or similar preferred


PHYSICAL AND MENTAL REQUIREMENTS AND WORKING CONDITIONS
  • Must be able to remain in a stationary position a minimum of 50% of the work day

  • The person in this position needs to occasionally move about inside the office to access file cabinets, office machinery, etc.

  • Occasionally lifts and carries equipment in the office weighing up to 20 pounds

We will never ask candidates to pay fees, purchase equipment, or share sensitive personal or financial information during the hiring process. All legitimate communication from our recruiting team will come from an official company email address (@spoton.com). If something seems suspicious, please contact us at [email protected].

SpotOn is an equal employment opportunity employer. Qualified candidates are considered for employment without regard to race, religion, gender, gender identity, sexual orientation, national origin, age, military or veteran status, disability, or any other characteristic protected by applicable law.
For U.S. based roles, work authorization in the U.S. is required. Visa sponsorship is not available for this role.

SpotOn is an E-Verify company.

Skills Required

  • Intermediate knowledge of Okta user and group management
  • Intermediate knowledge of Google Workspace user and group administration
  • Intermediate knowledge of macOS and Windows configuration and administration
  • Moderate skill troubleshooting desktop hardware
  • Basic skill upgrading and repairing PC hardware
  • Moderate knowledge of networking technologies
  • Moderate knowledge of VoIP softphone and telephony services
  • Good US English verbal and written communication skills
  • Three years of experience in a similar helpdesk role
  • Two years of experience with Google Apps for Business or a similar service
  • Two years of experience with Okta or a similar service
  • High school diploma
  • Multilingual communication skills
  • CompTIA A+, Network+, Tech+, or similar certification

SpotOn Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about SpotOn and has not been reviewed or approved by SpotOn.

  • Healthcare Strength Health, dental, vision, life and disability insurance, plus mental‑health resources, are included and framed as comprehensive core coverage. Public benefits pages highlight strong marks for the quality of medical offerings.
  • Retirement Support A 401(k) with company match is part of the standard package alongside equity grants. Materials position retirement support as a meaningful component of total rewards.
  • Parental & Family Support Generous parental leave and family medical leave are emphasized in the package. Benefits summaries indicate these family supports are well regarded.

SpotOn Insights

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The Company
HQ: San Francisco, CA
2,000 Employees
Year Founded: 2017

What We Do

We’re not just building restaurant tech—we’re giving independent restaurants the tools to compete and win. From our award-winning point-of-sale to AI-powered profit tools, everything we do helps operators boost profit, work smarter, and keep their best people. And every solution is backed by real humans who actually give a sh*t about helping restaurants succeed.

Why Work With Us

Named the #1 Restaurant POS by G2 (Fall 2025), based on ratings from real users Rated the top-rated point-of-sale (POS) for restaurants, bars, retail, and small businesses by Capterra users Awarded Great Places to Work and Built In’s Best Workplaces for multiple years running

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