Technical Support Engineer Jobs in Chicago, IL
Technical Support Engineer jobs in Chicago are in strong demand, concentrated in the Loop, River North, and the Fulton Market tech corridor across enterprise software, managed services, healthcare IT, and financial technology. Employers actively posting include PwC, United Airlines, and Huron Consulting. Find a role that fits below and apply directly.
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INTRODUCTION
Iterable is the leading AI-powered customer engagement platform that helps leading brands like Redfin, SeatGeek, Priceline, Calm, and Box create dynamic, individualized experiences at scale. Our platform empowers organizations to activate customer data, design seamless cross-channel interactions, and optimize engagement—all with enterprise-grade security and compliance. Today, nearly 1,200 brands across 50+ countries rely on Iterable to drive growth, deepen customer relationships, and deliver joyful customer experiences. Our success is powered by extraordinary people who bring our core values—Be an Owner, Growth Mindset, Run as One, Transparency—to life. We foster a culture of innovation, collaboration, and inclusion, where ideas are valued and individuals are empowered to do their best work. That’s why we’ve been recognized as one of Inc’s Best Workplaces and Fastest Growing Companies, and were recognized on Forbes’ list of America’s Best Startup Employers in 2022. Notably, Iterable has also been listed on Wealthfront’s Career Launching Companies List and has held a top 10 ranking on the Top 25 Companies Where Women Want to Work. With a global presence—including offices in San Francisco, New York, Denver, London, and Lisbon, plus remote employees worldwide—we are committed to building a diverse and inclusive workplace. We welcome candidates from all backgrounds and encourage you to apply. Learn more about our story and mission on our Culture and About Us pages. Let’s shape the future of customer engagement together!
ROLE AND RESPONSIBILITIES
The Senior Technical Support Specialist role offers an exciting opportunity for individuals with a passion for learning, problem-solving, and technology. If you're enthusiastic about startups and tech, this position allows you to support customers while playing a key role in shaping their business use cases using the Iterable platform. Reporting to the Manager of Premier Support on the East Coast, you'll collaborate with cross-functional teams to grow both your technical and digital marketing skills in the SaaS space. You’ll join a leading support team, working closely with your manager to develop your career and goals while delivering exceptional service to customers. In this role, you will partner with strategic accounts, acting as a proactive, strategic partner to help customers achieve success with their business goals. You’ll work cross-functionally, ensuring alignment and collaboration internally while providing clear, timely updates to customers. This includes fostering strong relationships, addressing concerns, and ensuring smooth operations across teams and customer interactions. At Iterable, we value a growth mindset, and we encourage all applicants to apply, as we appreciate the diverse skills you bring beyond what's listed in the job description. Only candidates in the US EST or CST time zones will be considered for this role.
In this role, you will:
- Become an Iterable product expert for our Premier customers.
- Provide top-tier customer service to delight them.
- Build and maintain strong customer relationships, driving successful business outcomes by understanding their use cases and architecture.
- Answer customer inquiries through email, live chat, Zendesk, and phone.
- Categorize and prioritize customer inquiries.
- Write and update support documentation.
- Escalate complex issues to Customer Success Managers and the Engineering team.
- Present support topics in customer meetings, such as Quarterly Business Reviews.
- Share your expertise across the Support team and other departments at Iterable.
- Lead projects to address technical or process gaps for yourself or the team.
BASIC QUALIFICATIONS
We are looking for people who:
- Have a strong ability to build and nurture customer relationships.
- Have experience with High-Priority Accounts and a strong track record of managing multiple complex customer issues while maintaining quality and timeliness in responses.
- Are skilled at working closely with teams like Engineering, Product, and Customer Success to troubleshoot, foresee, and prevent issues within customer organizations. They’ll also be a customer advocate, ensuring customer needs are prioritized.
- Can actively participate in recurring customer meetings, workshops, and occasional onsite visits, providing valuable insights and building stronger relationships with key accounts.
- Effectively use internal tools like Datadog Dashboards to analyze, monitor, and identify issues in real-time, contributing to faster problem-solving.
- Can solve highly technical problems and answer both product and technical questions related to Iterable and to its integration ecosystem.
- Are eager to teach new and existing customers about the platform.
- Are passionate about startups, software, and SaaS products.
PREFERRED QUALIFICATIONS
Bonus Points:
- Previous experience in a B2B technical support role at a SaaS company.
- Experience with email, push or SMS platforms.
- Experience with JIRA or Zendesk or similar tools.
- Experience with Datadog or similar tools.
- Familiarity with APIs, email infrastructure, DNS, HTML, CSS, and Javascript or JS Frameworks.
PERKS & BENEFITS
- Paid parental leave
- Competitive salaries, meaningful equity, & 401(k) plan
- Medical, dental, vision, & life insurance
- Community Impact Days
- Fertility & Adoption Assistance
- Paid Sabbatical
- Flexible PTO
- Monthly Employee Wellness allowance
- Monthly Professional Development allowance
- Pre-tax commuter benefits
- Complete laptop workstation
COMPENSATION
The US base salary range for this position at the start of employment is $72,000 - $112,000. Within this range, individual pay is determined by specific US work location, as well as additional factors, including job-related skills, experience, relevant education or training, and internal equity considerations. Please note that the range listed above reflects only base salary. The total compensation package includes variable pay (where applicable), equity, plus a range of benefits, including medical, dental, vision, and financial. In addition, we offer perks such as generous stipends for health & fitness and learning & development, among others.
RECRUITMENT DISCLAIMER
Please be aware that Iterable, Inc. (“Iterable”) and our official professional recruiting agencies and platforms do not:
- Send job offers from free email services like Gmail, Yahoo mail, Hotmail, etc.
- Request money, fees, or payment of any kind from prospective candidates to apply to Iterable, for employment, or for the recruitment process (e.g. for home office supplies, or training, etc.).
- Request or require personal documents like bank account details, tax forms, or credit card information as part of the recruitment process prior to the candidate signing an engagement letter or an employment contract with Iterable.
You may see all job vacancies on our official Iterable channels:
- Official Iterable website, Careers page
- Official LinkedIn Jobs page
Iterable is not affiliated in any way to these impostors and we hereby confirm that such individuals/entities are not authorized, encouraged, or sponsored to act on behalf of Iterable. Such job opportunities are entirely fake and not valid. Therefore, please disregard any written or oral request for a job offer or an interview that you believe is or might be fraudulent or suspicious and immediately reach out to us via email at talent-ops@iterable.com upon receiving a suspicious job offer. Criminal and/or civil liabilities may arise from such actions, and Iterable expressly reserves the right to take legal action, including criminal action, against such individuals/entities whenever such phenomena occur.
In any case, please note that under no circumstances shall Iterable and any of its affiliates be held liable or responsible for any claims, losses, damages, expenses or other inconvenience resulting from or in any way connected to the actions of these impostors.
Iterable is an Equal Employment Opportunity employer that proudly pursues and hires a diverse workforce. Iterable does not make hiring or employment decisions on the basis of race, color, religion or religious belief, ethnic or national origin, nationality, sex, gender, gender-identity, sexual orientation, disability, age, military or veteran status, or any other basis protected by applicable local, state, or federal laws or prohibited by Company policy. Iterable also strives for a healthy and safe workplace and strictly prohibits harassment of any kind. Pursuant to the San Francisco Fair Chance Ordinance and other similar state laws and local ordinances, and its internal policy, Iterable will also consider for employment qualified applicants with arrest and conviction records.
See All 88 Technical Support Engineer Jobs in Chicago
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Find JobsTechnical Support Engineer Job Market in Chicago
Who's Hiring
- PwC4

- United Airlines4

- Huron Consulting4

- Boston Consulting3

- EY2

Top Industries Hiring
- Consulting & Professional Services17
- Technology & Software11
- Accounting & Auditing7
- Investment & Asset Management7
- Healthcare & Medical Services5
Technical Support Engineer Jobs in Chicago: Frequently Asked Questions
How do I get a technical support engineer job in Chicago?
Chicago's strongest hiring comes from enterprise software companies in Fulton Market, managed service providers headquartered in the Loop, and healthcare IT firms on the North Side and in surrounding suburbs like Schaumburg and Lisle. Candidates who know ticketing systems like ServiceNow or Zendesk, hold a CompTIA A+ or Network+ certification, and can demonstrate hands-on troubleshooting experience stand out in this market.
Which companies hire technical support engineers in Chicago?
Chicago technical support engineer roles are posted by PwC, United Airlines, and Huron Consulting and others right now, based on current listings on Migrate Mate as of June 2026. Chicago's mix of large enterprise tech firms, fintech headquarters, and regional managed service providers makes it one of the Midwest's most active markets for this role.
Are there remote technical support engineer jobs in Chicago?
Yes, though availability depends on the role: software-focused and cloud support positions are frequently remote, while hardware, network infrastructure, and on-site enterprise roles are typically in person. About 26% of technical support engineer openings tied to Chicago are remote or hybrid as of June 2026, with enterprise SaaS companies in River North and Fulton Market leading remote flexibility.
How can I get a technical support engineer job in Chicago with little or no experience?
The most realistic entry path in Chicago is through a tier-one help desk or IT support specialist role at a managed service provider or mid-size enterprise, many of which are based in the Loop and western suburbs like Oak Brook. Community colleges like Wilbur Wright and Oakton offer CompTIA-aligned programs, and Chicago's fintech and healthtech startups regularly hire entry-level candidates who can show hands-on lab work or a home lab portfolio.
Which industries hire the most technical support engineers in Chicago?
Most technical support engineer openings in Chicago sit in Consulting & Professional Services, Technology & Software, and Accounting & Auditing, per current listings on Migrate Mate as of June 2026. Chicago's status as a Midwest hub for financial services, health systems, and enterprise software development keeps steady demand across all three sectors throughout the year.
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