Department: Product
Reports To: Head of Product
Employment Type: Full-Time
Location: Chicago, IL - In-Person
Salary: $140,000 - $180,000
Technical Product Manager, Infrastructure & DevOpsLocation: Chicago, IL (West Loop) - Hybrid
Reports to: Head of Product
About the Roletastytrade is looking for a Technical Product Manager to own the roadmap for our infrastructure and DevOps capabilities - the systems that keep our trading platforms fast, stable, and secure, and that our engineers rely on to ship code confidently. You'll drive the strategy for our CI/CD pipelines, cloud infrastructure, and infrastructure-as-code, working closely with the engineers who build and operate them.
This is a hands-on, technical role. You'll be trusted to dig into architecture and tooling decisions alongside engineers, make prioritization calls, and represent infrastructure priorities clearly to leadership.
What You'll Do- Own the roadmap for infrastructure and DevOps priorities - including CI/CD pipelines infrastructure-as-code and our AWS cloud environment - in partnership with the infrastructure engineering team.
- Work with backend teams (Ruby and Java) to understand where infrastructure or tooling gaps are slowing down delivery or creating risk.
- Prioritize and sequence infrastructure work against the needs of application teams building customer-facing trading platforms, account opening flows, and internal tools.
- Define what "healthy infrastructure" looks like for tastytrade - tracking metrics like deployment frequency, incident frequency/MTTR, and infra cost, and using them to justify roadmap decisions.
- Partner with infrastructure engineers to improve build/test/deploy workflows so engineers can ship changes to production quickly and safely.
- Lead build-vs-buy evaluations for infrastructure tooling and vendors (e.g., containerization, observability, config management), weighing cost, speed, security, and long-term scalability.
- Ensure infrastructure and deployment practices meet the security, compliance, and audit expectations of a regulated brokerage (tastytrade is regulated by FINRA/NFA and is part of IG Group).
- Communicate roadmap, tradeoffs, risks, and progress clearly to engineering leadership and stakeholders.
What We're Looking For- 3+ years of product management experience, with meaningful time spent owning infrastructure, DevOps, platform, or developer-productivity products.
- Technical depth: you can discuss CI/CD systems, cloud architecture (AWS), infrastructure-as-code and distributed systems with engineers without everything needing to be explained to you.
- Track record of shipping infrastructure or platform improvements with measurable impact on reliability, cost, or engineering velocity.
- Experience partnering with engineering, security, and compliance teams, ideally in a regulated industry (fintech, brokerage, financial services, or similar).
- Strong prioritization instincts and the ability to navigate tough tradeoff conversations across multiple stakeholder groups.
- Comfortable presenting strategy and tradeoffs to both engineers and leadership.
- Self-directed: you can create clarity and a roadmap out of ambiguity with minimal oversight.
- Bachelor's degree in Computer Science, Engineering, or relevant STEM field, or equivalent practical experience.
Nice to Have- Prior experience as a software or infrastructure engineer before moving into product management.
- Familiarity with options/futures trading systems, market data, or order execution infrastructure.
Company Perks + Benefits: - Performance Bonuses
- Stock Purchase Options
- Medical/Vision/Dental Benefits
- 401k Plan
- 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
Discretionary Performance Bonus: 10-12% of base salary based on individual and company performance.
Location: Our office is in the West Loop - Chicago's growing center of tech, great cuisine, and high-end bars.
tastytrade | tastylive | tastyfx1330 W Fulton Market, Chicago, IL 60607
