tastytrade ยท 21 hours ago
Technical Support Specialist
Chicago, IL
Full-time
Onsite
Entry Level
$55K/yr - $65K/yr
1+ years exptastytrade is a financial services company focused on democratizing trading and empowering individual investors. They are seeking a Technical Support Specialist to resolve technical issues for customers, assist with platform navigation, and collaborate with the Engineering team to document bugs and feature requests.
FinanceFinancial ServicesFinTechTrading Platform
Responsibilities
Diagnose and resolve hardware and software issues across Mac, Windows, iOS, Android, and Linux
Troubleshoot platform access, login problems, two-factor authentication, and connectivity issues
Resolve network problems, VPN configurations, firewall settings, and ISP conflicts
Assist with software installation, updates, and version compatibility
Troubleshoot display issues, multi-monitor setups, data feeds, and order entry system errors
Provide friendly, professional support via phone, email, and chat
Guide customers through troubleshooting steps using clear, verbal instructions tailored to their skill level
Document all interactions thoroughly in Salesforce
Manage multiple support channels while maintaining high-quality service
Escalate complex issues to Trade Desk Representatives or Engineering when needed
Assist with platform navigation, customization, and workspace optimization
Guide users through settings, preferences, and configuration options
Help customers transition seamlessly between desktop, web, and mobile platforms
Create detailed JIRA tickets for bugs, feature requests, and functionality issues
Document technical issues with reproduction steps, screenshots, and error messages
Identify patterns in customer issues and communicate systemic problems to Engineering
Test platform updates in staging environments
Collaborate with Product Content team to improve help documentation
Qualification
Required
1-3 years in customer service, support, help desk, or technical support role
Experience supporting users across multiple operating systems and devices
Strong proficiency with Mac, Windows, iOS, and Android operating systems
Understanding of networking concepts (DNS, IP addressing, ports, firewalls, VPNs)
Knowledge of web browsers (Chrome, Safari, Firefox, Edge) including settings and developer tools
Familiarity with monitors, cables (HDMI, DisplayPort, USB-C, Lightning), and peripherals
Ability to read error logs and diagnostic information
Exceptional verbal and written communication skills
Ability to explain technical concepts clearly to non-technical users
Active listening, patience, and empathy with frustrated customers
Strong analytical and systematic troubleshooting approach
Detail-oriented with excellent documentation skills
Adaptable and quick learner
Proficient with Salesforce, Microsoft 365, JIRA, and Slack
Remote support tools for screen sharing
Fast typing skills (minimum 50 WPM)
Preferred
Familiarity with ticketing systems (JIRA, Confluence, Salesforce)
Financial services or trading platform experience
Benefits
Performance Bonuses
Stock Purchase Options
401k Plan
Medical/Dental/Vision Benefits
20 Paid Vacation Days (plus an additional paid vacation day the month of your birthday!)
10 Paid Sick Days
Gym Membership Reimbursement
Commuter Benefits
Pet Insurance
Wellness & Mental Health Programs
Charitable Donation Matching
Two Paid Volunteer Days Off
Daily catered lunch when in the office
Full kitchen with snacks and beverages
In-building gym
Shuttle to/from Metra
Company
tastytrade
Trade options, stock, and futures at one of the premiere brokerage firms in the industry.
201-500 employees
H1B Sponsorship
tastytrade has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2023 (1)
2021 (3)
2020 (3)
Funding
Current Stage
Growth StageTotal Funding
unknown2021-01-21Acquired
2020-01-01Private Equity
Leadership Team
Scott Sheridan
CEO
C
Christopher Ingebrigtsen
Chief Technology Officer
Recent News
2025-11-01
2025-10-31
Investor's Business Daily
2025-10-10
Company data provided by crunchbase