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Technical Support Representative

TRADESTATION and Careers
Chicago, IL Full Time
POSTED ON 1/8/2026
AVAILABLE BEFORE 3/8/2026
#WeAreTradeStation
Who We Are:
TradeStation is the home of those born to trade. As an online brokerage firm and trading ecosystem, we are focused on delivering the ultimate trading experience for active traders and institutions. We continuously push the boundaries of what's possible, encourage out-of-the-box thinking, and relentlessly search for like-minded innovators.
At TradeStation, we are building an AI-First culture. We expect team members to embrace AI as a core part of their daily workflow, whether that’s using AI to accelerate development, enhance decision-making, improve client outcomes, or streamline internal processes. We hire, grow, and promote people who can harness AI responsibly and creatively. We treat AI as a partner in problem-solving, not just a tool; following our governance standards to ensure AI is used ethically, securely, and transparently. If you join us, you’re joining a culture where AI is how we work.
Are you ready to make yourself at home?
What We Are Looking For:
The Technical Support Representative is responsible for education and support of the TradeStation client base across different trading technology platforms (mobile, web and desktop). This position requires extensive troubleshooting skills and ability to effectively partner with other departments to insure proper service. The candidate will need to be detail oriented and will be required to learn different aspects and terminology in different markets.
This is an on-site position in our Chicago office at 120 South Riverside Plaza, Suite 1650, Chicago, IL 60606.
What You’ll Be Doing:
  • Assist clients and internal team members with escalated technical issues via telephone and email
  • Train clients on our proprietary trading software, acting as a subject matter expert for our customers
  • Act as liaison with other departments to drive resolutions for escalated issues
  • Ability to take ownership of issue reporting and resolution follow-up
  • Deliver Client Service and Account assistance for web, mobile and platform access points
  • Troubleshoot client software and hardware to resolve customer impacting items
  • Gather and document data for Quality Assurance teams regarding client cases, de-bugging, and software rollouts
  • Participate in product testing and QA review
The Skills You Bring:
  • Constantly strive to educate and train other employees and clients
  • Strong desire to help others
  • Ability to deliver customer service excellence in all actions
  • Possess superior oral and written communication skills
  • Must be dependable, punctual and able to work in a dynamic fun work environment
  • Must have a confident and positive attitude that supports the goals of service excellence
  • Team player with strong leadership skills
  • Proficient in the areas of Technical Support and Client Services
  • Troubleshooting skills, with the ability to work through complex application and reported issues
Minimum Qualifications:
  • Bachelor’s degree (Preferably Computer Science, MIT, IT, Finance or related discipline)
  • 3-5 years of Technical Support experience
  • Microsoft Technology Associate (MTA), Microsoft Certified Solutions Associate (MCSA), Microsoft Certified Solutions Expert (MCSE)
Desired Qualifications:
  • CompTIA Core Certification (IT Fundamentals, A , Network , Security )
  • Securities Industry qualifications: Series 7, 63 & 3
What We Offer:
  • Collaborative work environment
  • Competitive Pay
  • Yearly bonus and generous 401k plan
  • Comprehensive benefits for you and your family starting Day 1, including a Veterinary Discount Plan!
  • Generous Paid Time Off plans
  • Flexible working environment
  • TradeStation Account employee benefits, as well as full access to trading education materials
  • Pay Range (US) $55-60K (Countries outside of the US have differing ranges in accordance with local labor markets)

TradeStation provides equal employment opportunities to current and prospective employees, without regard to race, color, religion, sex, national origin, ancestry, sexual orientation, age, pregnancy, disability, handicap, citizenship, veteran or marital status, or any other legally recognized status entitled to protection under federal, state, or local anti-discrimination laws.

Salary : $55,000 - $60,000

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