TradeStation is an online brokerage firm focused on delivering the ultimate trading experience for active traders and institutions. They are seeking an AI-native Product Manager to join their Active Trader Product team, responsible for writing structured specs and managing the product roadmap for the Active Trader segment.
Responsibilities:
- Write high-quality, machine-readable product specs using the TradeStation GitHub Spec Kit workflow (∕speckit.specify, ∕speckit.plan, ∕speckit.tasks) that agents can execute with minimal back-and-forth
- Generate BRDs, epics, and engineering-ready stories in hours using Claude and our internal pm-spec skills, not days
- Own the spec queue for your product area; maintain a pipeline deep enough that engineering agents are never starved for context
- Iterate on specs with AI agents rather than waiting for long sprint cycles — targeting 2–5 day feature cycles from intent to working prototype
- Use Cowork for desktop automation and Claude Code for direct agentic workflows, including prototyping and spec validation
- Manage the product roadmap for the Active Trader segment across TITAN X, HUB, and Mobile, with particular focus on complex options strategies, futures, and derivatives tooling
- Conduct customer discovery with VIP active traders and translate insights directly into spec-ready briefs — using AI to synthesize research, identify patterns, and prioritize with data
- Partner with design and engineering to ship features that deliver measurable improvements in trade volume, post-trade visibility, and retention of high-value active traders
- Use Claude to build and own self success measurement dashboards by leveraging internal MCP connections – monitor KPIs autonomously, surface signals early, and act without waiting for reports
- Contribute to TradeStation’s AI-First operating model by actively participating in spec review sessions, sharing workflows and learnings with the PM team, and help establish best practices for agentic product development
- Evaluate industry and competitive developments in FinTech, AI tooling, and the active trader space — proactively flag shifts that affect the roadmap
- Manage product launches with tight coordination between engineering, marketing, and CX; ensure documentation and communications are generated efficiently using AI tooling
Requirements:
- Bachelor's degree in business, finance, or related field
- 5+ years of experience in product management, with a focus on active trader in the financial services industry
- Demonstrated daily use of Claude, Claude Code, or equivalent LLM-based agentic tools in a professional context — not just familiarity, but active usage as a core workflow
- Ability to write precise, structured product specs that minimize ambiguity and serve as the primary artifact for engineering execution (replacing traditional user stories + lengthy PRDs)
- Experience with or willingness to rapidly master: GitHub Spec Kit (∕specify, ∕plan, ∕tasks), Claude Code (terminal-based agentic coding), and Cowork (desktop automation)
- Comfort with prompt engineering, context construction, and iterating on AI outputs — you know the difference between garbage-in/garbage-out and a well-structured brief
- Ability to review AI-generated code at a high level for quality and spec fidelity, even without writing it yourself
- Strong command of PM fundamentals: discovery, prioritization, road mapping, KPI definition, stakeholder communication, and go-to-market
- Track record of shipping software features in an agile environment with measurable business impact
- Ability to build self-service analytics dashboards (Amplitude, Databricks, or equivalent) — data fluency is expected, not optional
- Experience working directly with engineering teams and understanding technical trade-offs — you can have a meaningful conversation about API design, latency, and data models
- Working knowledge of active trading, with meaningful understanding of multi-leg options strategies, equity derivatives, and/or futures — enough to write accurate specs without needing a SME for every requirement
- Familiarity with broker-dealer platform conventions, order entry UX, and post-trade analytics
- Appreciation for what 'VIP-level' active trader UX looks like and what separates professional-grade tools from consumer-grade experiences
- A demonstrated growth orientation toward AI: you have proactively invested in building AI fluency and you treat it as a multiplier, not a novelty
- Highly organized with the ability to own multiple spec tracks simultaneously without losing precision
- Strong written communication — your clarity on paper directly determines what gets built
- Demonstrable proficiency with Claude or equivalent AI tooling in a professional product management or development workflow
- Experience writing detailed product specifications that have been used directly as engineering inputs
- Hands-on experience with Claude Code, GitHub Spec Kit, or Cowork preferrable
- Personal trading experience in options or futures — actual market participation creates intuition that is hard to teach preferrable
- Experience in a spec-driven or agentic development environment, where AI agents execute against PM-authored specifications preferrable
- Familiarity with Amplitude, Databricks, or similar analytics platforms for self-service product measurement preferrable
- Currently holding (or previously held) series 4, 7, 63, and 24 licenses