Product Support Specialist

Tastytrade is a company focused on democratizing trading and empowering individual investors, and they are seeking a Product Support Specialist for their Open API. In this role, you will provide technical support for the public API, gather insights to shape the product roadmap, 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

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