Technical Product Manager, Infrastructure and Dev Ops Chicago, IL

tastylive, Inc.; Chicago, Northern (IL, KY); Hybrid; USD 120,000 - 180,000; Full time

Benefits offered by this job

Performance Bonuses

Stock Purchase Options

401k Plan

Paid Vacation Days

Paid Sick Days

Pet Insurance

Wellness & Mental Health Programs

Charitable Donation Matching

Daily catered lunch

Full kitchen with snacks and beverages

Shuttle to/from Metra

Job summary

tastytrade is seeking a Technical Product Manager to own the roadmap for infrastructure and DevOps, including CI/CD pipelines, cloud infrastructure, and IaC. You will work closely with infrastructure engineers and back-end teams to optimize delivery, security, and cost while aligning with product strategy and leadership.

The role is hands-on and technical, requiring deep discussion of architecture with engineers, prioritization decisions, and clear representation of infra priorities to

Qualifications

• 3+ years of product management experience owning infrastructure, DevOps, or developer-productivity products.
• Proficiency discussing CI/CD systems, AWS cloud architecture, and IaC with engineers.
• Track record shipping infrastructure or platform improvements with measurable impact.

Responsibilities

• Own the roadmap for infrastructure and DevOps priorities (CI/CD, IaC, AWS).
• Collaborate with backend teams to identify infra gaps that slow delivery or raise risk.
• Prioritize infra work aligned with application-team needs and customer-facing platforms.
• Define what healthy infrastructure looks like with metrics (deployment freq, MTTR, infra cost).
• Improve build/test/deploy workflows so engineers ship changes faster and safely.
• Lead build-vs-buy evaluations for tooling with cost, speed, security, scalability in mind.
• Ensure infra practices meet security, compliance, and audit requirements of a regulated brokerage.
• Communicate roadmap, tradeoffs, risks, and progress to engineering leadership.

Skills

Infrastructure product

DevOps product

Roadmap ownership

Stakeholder communication

Technical depth

Prioritization

Strategic thinking

Education

Bachelor's degree in CS/Engineering

Tools

AWS

CI/CD

Infrastructure as Code

Job description

Technical Product Manager, Infrastructure and Dev Ops

Chicago, IL

Department: Product

Reports To: Head of Product

Employment Type: Full-Time

Location: Chicago, IL – In-Person

Technical Product Manager, Infrastructure & DevOps

Location: Chicago, IL (West Loop) - Hybrid

Reports to: Head of Product

About the Role

tastytrade 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
• 401k Plan
• 20 Paid Vacation Days (plus an additional paid vacation day the month of your birthday!)
• 10 Paid Sick Days
• Pet Insurance
• Wellness & Mental Health Programs
• Charitable Donation Matching
• Daily catered lunch when in the office
• Full kitchen with snacks and beverages
• Shuttle to/from Metra

Discretionary Performance Bonus: 10-12% of base salary based on individual and company performance.

About IGNA + tasty

IG North America is home to tastytrade, tastylive, and tastyfx—a family of brands built to democratize trading and empower individual investors. Founded in Chicago by the creators of thinkorswim, acquired by London-based IG Group in 2021, we combine startup innovation with the backing of a FTSE 100 fintech operating across five continents serving over 1.3m customers and handling billions of dollars in transactions – built on scale, trust, and proof.

From our headquarters in Chicago's Fulton Market, our team builds award-winning trading platforms, produces live financial education content daily, and creates technology that makes complex markets accessible. tastytrade is our retail brokerage for self-directed investing and trading, with tastylive providing content to educate our customers. tastyfx is the fastest-growing forex broker in the US.

We're a lean, collaborative team that values autonomy, pragmatism, and impact. Whether you're building technology, creating content, serving customers, or supporting operations, you'll work alongside people who are passionate about disrupting traditional finance and genuinely care about helping traders succeed. Our culture rewards initiative, embraces experimentation, and measures success by the value we create for our users. The bar is high – bring a curious and forward-thinking mindset and we'll give you the platform to define what comes next. Join us at IG|tasty – the future gets built here.

Location:Our office is in the West Loop - Chicago's growing center of tech, great cuisine, and high-end bars. tastytrade | tastylive | tastyfx

1330 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!