Technical Support Specialist

| Chicago
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tastyworks is a retail brokerage that provides professional-grade, world-class technology to retail traders at industry-leading prices. We focus on derivatives trading and offer equities, equity options, futures, and futures options. Built from the ground up by a team with decades of experience in the financial industry, we’re a modern brokerage for the current financial climate.


We are seeking an experienced IT/Technical Support professional to join our team. This person would assist customers via phone, email, and chat on a wide range of technical issues encompassing everything from basic website and platform navigation to software installation.


  • Troubleshoot hardware and software issues
  • Assist users with installation, navigation, and settings issues
  • Create tickets as necessary for any found bugs, feature suggestions, functionality requests, or custom settings
  • Provide input and recommendations to development team for improvements regarding current features and functionalities for software
  • Manage office hardware inventory


  • Experience with technology, the cloud, and web-based and downloadable application
  • Familiarity with basic Mac, Windows, Android, and iOS operating systems, interfaces, and system settings (Linux is a bonus)
  • Ability to navigate efficiently through a program’s interface functionality while assisting customers to do the same on their machines using only spoken instructions
  • Understanding of program file location and management
  • Basic knowledge of office hardware, monitors, and common cables (HDMI, Display, Lightning Cables, USB-C, etc.)
  • Well-spoken and ability to efficiently communicate with customers
  • Ability to listen, understand, assess, and assist with any customer issues, asking questions as needed and giving detailed directions in response


  • Casual, modern office
  • Daily catered lunch
  • Full kitchen with snacks and beverages
  • Dog-friendly
  • In-building gym
  • Park-like roof with games and herb-garden
  • Dental, vision, and medical coverage
  • 401(k) matching


*tastyworks is a wholly owned subsidiary of tastytrade and part of a broader family of companies that work to serve all the needs of an individual investor. We aim to fill the financial vertical with: tastytrade, educational content; tastyworks, a platform and tools for trading derivatives; The Small Exchange, retail-accessible futures products; Quiet Foundation, a free investment advisory service; dough, a content-filled, easy-to-use stock-trading app; and luckbox, a monthly print and digital financial magazine.


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Technology we use

  • Engineering
    • C++Languages
    • JavaLanguages
    • JavascriptLanguages
    • RubyLanguages
    • SwiftLanguages
    • Objective-CLanguages
    • ReactLibraries
    • Ember.jsFrameworks
    • Ruby on RailsFrameworks
    • React NativeFrameworks
    • AkkaFrameworks
    • PostgreSQLDatabases
    • RedisDatabases
    • CouchbaseDatabases
    • DynamoDBDatabases


Rich with restaurants and culture, Fulton Market, once a meatpacking district, now exists as one of the hottest neighborhoods for tech companies.

An Insider's view of tastytrade

What’s the vibe like in the office?

We’re in a fast-paced industry, but no matter how busy people get, no one’s ever too busy to help a colleague out. We’re surrounded by smart, driven people and the collaboration amongst the teams is definitely the reason why we are constantly growing. Plus, there’s free food and puppies to get you through the day!


Customer Account Specialist

How does the company support your career growth?

tastytrade is a small group doing big things. Everywhere you look there’s a new major project getting off the ground, and it’s possible to have a real impact on any of them. Going from being one of thousands of devs for a huge corporation to one of a couple dozen has presented me with more opportunities to lead and grow than I ever had elsewhere.


Software Developer

What's something quirky about your company?

tastytrade allows for the full extension of my creative expression within the confines of a 'traditional' company. No one ever gets told that finance is funny. But here I get a multitude of chances every day to amplify my voice to create content across a variety of sources—print, digital, podcast—with the full support of my bosses. And that rocks.


Writer / Co-Host

What are tastytrade Perks + Benefits

Volunteer in local community
This year, our employees Vonetta and Tracy helped raise money for Chicago Reads, a program to send every child home with a book to read this summer!
Friends outside of work
Eat lunch together
Daily stand up
Open door policy
Open office floor plan
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
Pet Insurance
Wellness Programs
Our employee assistance program provides support on stress management, dependent/elder care, fitness, and legal and financial issues.
Onsite Gym
Team workouts
Mental Health Benefits
Our employee assistance program provides employees and their families with counseling services (general, bereavement, tobacco cessation).
Retirement & Stock Options Benefits
401(K) Matching
Performance Bonus
Child Care & Parental Leave Benefits
Generous Parental Leave
Family Medical Leave
Vacation & Time Off Benefits
Generous PTO
Perks & Discounts
Casual Dress
Commuter Benefits
tastytrade offers pre-tax commuter benefits for all employees (both public transport and rideshare).
Company Outings
Free Daily Meals
Game Room
We have a Ping Pong pong table and Pop-A-Shot at our tastyworks location.
Stocked Kitchen
Pet Friendly
Professional Development Benefits
Job Training & Conferences
Promote from within
Mentorship program
Our engineering team hosts a mentorship program for younger or newer additions to the team.
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