Remote Position - must reside in Florida, Texas, Illinois, New York, New Jersey, Colorado, Idaho, Massachusetts, Michigan, Minnesota, Missouri, North Carolina, South Carolina, Utah or Virgina

Who We Are:

TradeStation is an online brokerage firm seeking to level the playing field for self-directed investors and traders, empowering them to claim their individual financial edge.  At TradeStation, we're continuously pushing the boundaries of what's possible, encouraging out-of-the-box thinking and relentless search for innovation.

What We Are Looking For:

We’re seeking a Director of AI Product Platforms to turn TradeStation’s AI strategy into reality. Reporting to the Sr. Director of AI, Data Science & Enterprise Data, this role combines product management leadership with hands-on platform execution. You’ll define roadmaps, write requirements, and ship AI capabilities into production—while ensuring platforms are scalable, secure, and compliant.

You’re a proven AI product operator who has designed, deployed, and scaled AI solutions in production (ideally in financial services or another regulated environment). You thrive on execution: translating strategy into working systems and measurable business impact.

You will drive delivery across three core areas:

• Customer-facing AI experiences for active traders.
• Internal AI automation to improve speed and efficiency.
• AI tools for Product Management (prompt libraries, agents, frameworks) to accelerate decision-making.

You can navigate SEC/FINRA frameworks, align InfoSec, Legal, and Compliance, and carve a repeatable path to market for AI products—from roadmap vision to hands-on execution.

If you’re a hands-on AI builder with strong product management skills, the drive to deliver measurable outcomes, and the ability to navigate the challenges of operating in a regulated brokerage environment, we want to talk to you.

What You’ll Be Doing:

• Own the AI product lifecycle — define roadmaps, write requirements, and deliver AI-powered features and platforms from concept through launch.
• Drive the three legs of AI delivery:
  • Customer-facing AI — embed AI into trading platforms and tools for differentiated active trader experiences.
  • Internal operational AI — design and deploy automations that reduce inefficiency and increase scale.
  • Product Management enablement — build prompt libraries, retrieval/semantic search, and agent frameworks that accelerate PM decision-making.
• Build and operate AI platforms — configure, deploy, and run LLMs, agent frameworks, and semantic pipelines in production with monitoring, guardrails, and incident readiness.
• Experimentation & POC scaling — design A/B tests and controlled experiments, triage proofs-of-concept for technical/business viability, and scale the most impactful into production.
• Responsible AI & compliance — implement fairness, explainability, transparency, and auditability guardrails; align with InfoSec, Legal, and Compliance to create repeatable approval playbooks (SEC/FINRA aware).
• Monitoring & optimization — track adoption, quality, drift, and cost/latency tradeoffs; plan retrains and continuous improvements to AI models and platforms.
• Influence adoption across the enterprise — ensure AI platform capabilities are adopted across product lines and business units.
• Report outcomes, not activity — communicate milestones and progress to leadership tied directly to measurable business impact.
• Continuous improvement & horizon scanning — stay ahead of emerging AI technologies, industry trends, and platform best practices to keep TradeStation on the cutting edge.

The Skills You Bring:

• Hands-on AI Builder & Stack Fluency — deep experience designing, prototyping, and deploying AI automations, LLMs, agents, and prompt-driven workflows, with familiarity in AWS AI/ML services (e.g., SageMaker, Bedrock), Copilot/ChatGPT, vector databases/RAG, and orchestration frameworks such as Databricks MCP
• Product Management Discipline — roadmaps, requirements, acceptance criteria, launch readiness, and iterative delivery in agile environments
• Outcome-Oriented — skilled at defining KPIs (adoption, ROI, latency/SLOs, approval cycle times) and driving teams to measurable impact
• Regulatory Navigation — proven ability to align with SEC/FINRA, InfoSec, Legal, and Compliance to accelerate approvals while ensuring safe deployment
• Experimentation, POC Triage & Scaling — hands-on experience with A/B testing, causal methods, and rapid assessment of POCs to scale winners into production
• Responsible AI & Monitoring — bias mitigation, explainability, auditability logs, incident response, drift detection, and feedback loops for continuous improvement
• Collaboration & Enterprise Data Integration — ability to partner across Product, Data Science, Enterprise Data, Ops, and Engineering; experience integrating AI platforms with enterprise data platforms (e.g., Snowflake, Databricks) and governance tools (Collibra, Alation, Informatica)
• Ecosystem & Vendor Awareness — ability to evaluate and integrate third-party AI/fintech solutions that accelerate delivery
• Brokerage Domain Knowledge (preferred) — understanding of equities, options, futures, and brokerage workflows (back office, middle office, risk, compliance)

Minimum Qualifications:

• 7–10 years in product/platform roles, including 5+ years building or operating AI/ML-powered products or large-scale workflow automations in regulated environments
• 3–5 years leading cross-functional delivery teams (PM/Eng/Data); proven record of shipping to production with quantifiable impact
• Demonstrated experience embedding AI into customer experiences and internal operations with measurable KPIs

Desired Qualifications:

• Advanced degree in a relevant field (e.g., Computer Science, Financial Engineering, Data Science, MBA)

What We Offer:

• Collaborative work environment
• Competitive Salaries
• Yearly bonus
• Comprehensive benefits for you and your family starting Day 1
• Unlimited Paid Time Off
• Flexible working environment
• TradeStation Account employee benefits, as well as full access to trading education materials
• Pay Range (US) $200-210K (Countries outside of the US have differing ranges in accordance with local labor markets)

TradeStation provides equal employment opportunities to current and prospective employees, without regard to race, color, religion, sex, national origin, ancestry, sexual orientation, age, pregnancy, disability, handicap, citizenship, veteran or marital status, or any other legally recognized status entitled to protection under federal, state, or local anti-discrimination laws.

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