Product Support Specialist

Remote, USA
Posted Jun 12, 2026
Full-time

tastytrade is a company focused on democratizing trading and empowering individual investors. As a Product Support Specialist for Open API, you will provide technical support for the public API and collaborate with Engineering and Product teams to enhance the developer experience.

Responsibilities

  • Manage the Open API support inbox, triaging and resolving developer inquiries with aggressive same-day and 2 business day resolution expectations
  • Debug complex API integration issues including authentication flows, WebSocket connections, request/response formatting, and rate limiting challenges
  • Reproduce bugs in local development environments, create minimal reproducible examples, and document technical issues for Engineering escalation
  • Coordinate regular touchpoints with Product Manager and Engineering Manager to resolve advanced technical questions and facilitate knowledge transfer
  • Monitor developer communities (Reddit, Discord, forums, GitHub) to proactively address questions and emerging issues
  • Create and maintain internal canned responses in Salesforce for common API questions, including code snippets and troubleshooting workflows
  • Develop external customer-facing FAQs, integration guides, and code examples on the developer portal
  • Build and maintain the tastyworks-public-api Postman collection with working examples for all instrument types, order types, and complex trading strategies
  • Create sample integration code in multiple languages demonstrating authentication, order placement, market data streaming, and error handling
  • Identify gaps in public API documentation each quarter and contribute directly to documentation improvements with technical accuracy
  • Aggregate feedback from support tickets, community forums, and direct developer interactions to identify patterns in pain points and feature requests
  • Analyze API usage patterns, error logs, and integration challenges to surface systemic issues and enhancement opportunities
  • Transform developer insights into actionable product recommendations with technical specifications that enhance API functionality
  • Collaborate with Product Managers to prioritize feature requests and bug fixes based on developer impact
  • Track enhancement requests and monitor resolution progress, providing technical context to stakeholders

Skills

  • Bachelor's degree in Computer Science, Software Engineering, or related technical field, or equivalent practical experience
  • Experience in technical support, API support, developer relations, or software engineering roles
  • Strong understanding of RESTful API architecture, HTTP/HTTPS protocols, authentication methods (OAuth 2.0, session tokens), and WebSocket connections
  • Experience with API testing tools (Postman, curl, Insomnia) and ability to craft complex API requests, troubleshoot responses, and validate payloads
  • Familiarity with version control (Git), API documentation tools, and development workflows
  • Understanding of basic trading concepts (order types, instrument types, market mechanics) or demonstrated ability to quickly learn domain-specific technical systems
  • Analytical mindset: Ability to diagnose technical issues systematically, identify root causes, and document reproduction steps clearly
  • Customer-focused communication: Excellent at translating technical concepts for varied audiences while maintaining technical accuracy
  • Self-directed learner comfortable with complex technical systems and emerging technologies
  • Strong preference for obtaining securities licensing (SIE and Series 7) within 60 days of starting the role
  • Experience with financial services APIs or trading platform integrations
  • Contributions to open-source projects or public GitHub repositories
  • Knowledge of options trading, futures, or equity market mechanics
  • Experience with monitoring tools, logging systems, or API analytics platforms

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
  • Office located in the West Loop - Chicago's growing center of tech, great cuisine, and high-end bars

Company Overview

  • tastylive is a financial media company that offers trade and finance-related edutainment content for traders and investors. It was founded in 2011, and is headquartered in Chicago, Illinois, USA, with a workforce of 51-200 employees. Its website is https://www.tastylive.com.

  • Company H1B Sponsorship

  • tastylive has a track record of offering H1B sponsorships, with 2 in 2025, 2 in 2024. Please note that this does not guarantee sponsorship for this specific role.

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