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tastytradetastytradeChicago, IL

Technical Support Specialist

Provides frontline technical support for a trading platform across desktop, web, and mobile environments. The role requires 1–3 years of support experience, strong operating-system and networking knowledge, and the ability to document and escalate issues effectively.

55k – 65k/yr
On-site1+ YOESupport Engineering

About the role

Responsibilities

Technical Troubleshooting

  • 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.

Customer Support

  • Provide professional support via phone, email, and chat.
  • Guide customers through troubleshooting steps with clear instructions tailored to their skill level.
  • Document interactions thoroughly in Salesforce.
  • Manage multiple support channels while maintaining high-quality service.
  • Escalate complex issues to Trade Desk Representatives or Engineering when needed.

Platform and User Education

  • Assist with platform navigation, customization, and workspace optimization.
  • Guide users through settings, preferences, and configuration options.
  • Help customers transition between desktop, web, and mobile platforms.

Engineering Collaboration

  • 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 the Product Content team to improve help documentation.

Requirements

Experience

  • 1–3 years of experience in customer service, support, help desk, or technical support.
  • Experience supporting users across multiple operating systems and devices.
  • Familiarity with ticketing systems such as JIRA, Confluence, and Salesforce is preferred.
  • Financial services or trading platform experience is a plus.
  • Curiosity and willingness to learn about financial services.

Technical Skills

  • Strong proficiency with Mac, Windows, iOS, and Android operating systems.
  • Understanding of DNS, IP addressing, ports, firewalls, and VPNs.
  • Knowledge of Chrome, Safari, Firefox, and Edge, including browser settings and developer tools.
  • Familiarity with monitors, cables, and peripherals.
  • Ability to read error logs and diagnostic information.
  • Proficiency with Salesforce, Microsoft 365, JIRA, and Slack.
  • Familiarity with remote support tools for screen sharing.
  • Fast typing skills, with a minimum speed of 50 WPM.

Communication and Problem-Solving

  • 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.
  • Adaptability and willingness to learn quickly.

Compensation and Benefits

  • Salary range: $55,000–$65,000.
  • Discretionary performance bonus of 5–10% of base salary based on individual and company performance.
  • Stock purchase options.
  • 401(k) plan.
  • Medical, dental, and vision benefits.
  • 20 paid vacation days, plus an additional paid vacation day during the employee's birthday month.
  • 10 paid sick days.
  • Gym membership reimbursement and in-building gym.
  • Commuter benefits and shuttle to/from Metra.
  • Pet insurance.
  • Wellness and mental health programs.
  • Charitable donation matching.
  • Two paid volunteer days off.
  • Daily catered lunch and an office kitchen with snacks and beverages.

Skills

macWindowsiOSAndroidLinuxDNSvpnfirewallsJiraConfluenceSalesforcemicrosoft 365Slacktwo-factor authenticationnetwork troubleshooting
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