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
*Don't meet every single requirement? Studies have shown that women and people of color are less likely to apply to jobs unless they have every single qualification. Our team is dedicated to building a diverse, inclusive, and authentic workplace, so if you're excited about this role, but your experience doesn't align perfectly, we encourage you to apply anyway. You may be just the right candidate for this or other roles!
