---
title: 'IT Helpdesk II at SpotOn'
canonical: 'https://feeny.ai/job/it-helpdesk-ii-spoton-chicago-gc5rw2fna583'
type: 'job'
last_seen: '2026-09-07'
---

# IT Helpdesk II at SpotOn

- **Company:** [SpotOn](https://feeny.ai/companies/spoton)
- **Location:** Chicago, IL
- **Employment:** full-time
- **Posted:** 2026-09-03
- **Last confirmed live:** 2026-09-07
- **Apply:** https://jobs.ashbyhq.com/spoton/5c55344f-20e6-4035-aad6-4723142c1171

## Job description

## 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 http://spoton.com). If something seems suspicious, please contact us at careers@spoton.com.

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.

Work authorization in the U.S. is required. Visa sponsorship is not available for this role.

SpotOn is an E-Verify company.

## About SpotOn

## Company Overview
- **One-liner**: SpotOn provides cloud-based point-of-sale (POS), payments, and software solutions to help restaurants and small-to-medium-sized businesses (SMBs) compete and grow.
- **Entity Type**: Private (backed by top-tier venture capital)
- **Headquarters**: San Francisco, California, USA (with offices in Chicago, Illinois; Southfield, Michigan; Austin, Texas; and Raleigh, North Carolina)
- **Founded**: 2017
- **Founders**: Zach Hyman, Kevin Bryla

## Core Business
- **Primary industries**: Restaurant Technology, Financial Services, Payments, SMB Software
- **Target customers**: Independent and multi-location restaurants, small and medium-sized businesses (B2B)
- **Mission/Purpose**: To help local businesses compete and win with intuitive software, point-of-sale systems, and payment solutions.

## Products & Services
- **SpotOn Point-of-Sale (POS)**: A flexible, cloud-based restaurant management system that handles payments, orders, and operations. It includes countertop terminals, handheld devices for tableside ordering/payments, kitchen display systems, and customer-facing displays.
- **SpotOn Order**: A commission-free online ordering platform that integrates directly with the POS, including a white-labeled ordering app (GoTo Place), menu management, delivery integrations, and order pacing.
- **SpotOn Teamwork**: An all-in-one labor management solution that syncs with the POS for scheduling, tip management, and payroll integration.
- **SpotOn Profit Assist**: An AI-powered tool that analyzes restaurant P&L data to identify profit leaks and improve margins.
- **SpotOn Terminal**: A simple POS terminal for small businesses, featuring offline mode, cellular connectivity, tipping prompts, and employee tracking.
- **Payment Processing**: End-to-end payment gateway and processing services, including options for surcharging/dual pricing.

## Market Standing
- **Valuation**: Not publicly disclosed (privately held)
- **Key Metric**: Total employees ~2,000 (as of mid-2025). As a private company, revenue is not publicly disclosed.
- **Notable Investors/Partners**: Dragoneer Investment Group, Andreessen Horowitz (a16z), 01 Advisors, DST Global, Franklin Templeton.
- **Growth Signals**:
    - Named one of *Fast Company*’s Most Innovative Companies in 2024.
    - Certified as a Great Place to Work (2023, 2024).
    - Ranked #1 restaurant point-of-sale on G2 based on user reviews, outpacing Toast and Square in key categories like quality of support and satisfaction.
    - Expanded product suite with AI-powered profit analysis (Profit Assist) and comprehensive labor management (Teamwork).

## Competitive Advantages
- **Integrated, end-to-end platform**: Combines POS, payments, online ordering, marketing, labor management, and AI analytics in a single system that syncs seamlessly.
- **Commission-free online ordering**: A major differentiator for restaurants looking to keep more of their revenue.
- **High-touch support**: Backed by 24/7 support from real people, which drives industry-leading customer satisfaction scores on third-party review sites.
- **Focus on independent restaurants**: Deep specialization in the needs of local and independent operators, not just large chains.

## Strategic Focus
- **AI and data-driven tools**: Continued investment in AI features like Profit Assist to help operators improve margins.
- **Product expansion**: Growing the suite beyond POS into labor management, marketing automation, and advanced analytics.
- **Scale with quality**: Maintaining a high-touch, customer-first support model while scaling to serve more businesses across the U.S.

## Why Work Here
- **Culture**: Emphasizes “Be the Client,” diversity of thought, and a supportive community. Values include honesty, respect, transparency, and a “heart and hustle” mentality.
- **Work Model**: Hybrid and remote options available depending on role and location. Offices in San Francisco (HQ), Chicago, Austin, Southfield (MI), and Raleigh.
- **Benefits**: Medical, dental, vision insurance; 401k with company match; equity grants; flexible time off and holidays; generous parental leave; transit benefits; mental health resources; technology stipend; tuition reimbursement (up to $2k/year).
- **Engineering Culture**: Uses modern tech stacks; is actively hiring for Staff AI Engineers and Senior Software Engineers. Recognized as a Built In 2024 Best Place to Work.
- **Diversity**: Active Employee Resource Groups (ERGs) and a commitment to diversity of culture, background, experience, and thought.

## Sources
1. [spoton.com](https://www.spoton.com/)
2. [spoton.com/careers](https://www.spoton.com/careers/)
3. [builtin.com](https://builtin.com/company/spoton)
4. [linkedin.com](https://www.linkedin.com/company/spoton)
5. [greatplacetowork.com](https://www.greatplacetowork.com/certified-company/7045280)

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