Technical Product Manager, Infrastructure and Dev Ops

About this role

<p style="line-height: 1;"><strong><span data-contrast="none">Department:</span></strong><span data-contrast="none"> Product</span><span data-ccp-props="{}">&nbsp;</span></p> <p style="line-height: 1;"><strong><span data-contrast="none">Reports To:</span></strong><span data-contrast="none"> Head of Product</span></p> <p style="line-height: 1;"><strong><span data-contrast="none">Employment Type:</span></strong><span data-contrast="none">&nbsp;Full-Time</span><span data-ccp-props="{}">&nbsp;<br><br><strong><span data-contrast="auto">Location:&nbsp;</span></strong><span data-contrast="auto">Chicago, IL – In-Person</span><br></span></p> <p style="line-height: 1;"><strong><span data-contrast="none">Salary</span></strong><span data-contrast="none">: $140,000 – $180,000</span><span data-ccp-props="{}">&nbsp;</span></p> <p style="line-height: 1;">&nbsp;</p> <p><strong>Technical Product Manager, Infrastructure &amp; DevOps</strong></p> <p><strong>Location:</strong> Chicago, IL (West Loop) - Hybrid</p> <p><strong>Reports to:</strong> Head of Product</p> <h2><strong>About the Role</strong></h2> <p>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.</p> <p>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.</p> <h2><strong>What You'll Do</strong></h2> <ul> <li>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.</li> <li>Work with backend teams (Ruby and Java) to understand where infrastructure or tooling gaps are slowing down delivery or creating risk.</li> <li>Prioritize and sequence infrastructure work against the needs of application teams building customer-facing trading platforms, account opening flows, and internal tools.</li> <li>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.</li> <li>Partner with infrastructure engineers to improve build/test/deploy workflows so engineers can ship changes to production quickly and safely.</li> <li>Lead build-vs-buy evaluations for infrastructure tooling and vendors (e.g., containerization, observability, config management), weighing cost, speed, security, and long-term scalability.</li> <li>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).</li> <li>Communicate roadmap, tradeoffs, risks, and progress clearly to engineering leadership and stakeholders.</li> </ul> <h2><strong>What We're Looking For</strong></h2> <ul> <li>3+ years of product management experience, with meaningful time spent owning infrastructure, DevOps, platform, or developer-productivity products.</li> <li>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.</li> <li>Track record of shipping infrastructure or platform improvements with measurable impact on reliability, cost, or engineering velocity.</li> <li>Experience partnering with engineering, security, and compliance teams, ideally in a regulated industry (fintech, brokerage, financial services, or similar).</li> <li>Strong prioritization instincts and the ability to navigate tough tradeoff conversations across multiple stakeholder groups.</li> <li>Comfortable presenting strategy and tradeoffs to both engineers and leadership.</li> <li>Self-directed: you can create clarity and a roadmap out of ambiguity with minimal oversight.</li> <li>Bachelor's degree in Computer Science, Engineering, or relevant STEM field, or equivalent practical experience.</li> </ul> <h2><strong>Nice to Have</strong></h2> <ul> <li>Prior experience as a software or infrastructure engineer before moving into product management.</li> <li>Familiarity with options/futures trading systems, market data, or order execution infrastructure.</li> </ul> <div><strong>Company Perks + Benefits: </strong></div> <ul> <li>Performance Bonuses&nbsp;</li> <li>Stock Purchase Options&nbsp;</li> <li>Medical/Vision/Dental Benefits </li> <li>401k Plan&nbsp;</li> <li>20 Paid Vacation Days (plus an additional paid vacation day the month of your birthday!)&nbsp;</li> <li>10 Paid Sick Days&nbsp;</li> <li>Gym Membership Reimbursement&nbsp;</li> <li>Commuter Benefits&nbsp;</li> <li>Pet Insurance&nbsp;</li> <li>Wellness &amp; Mental Health Programs&nbsp;</li> <li>Charitable Donation Matching&nbsp;</li> <li>Two Paid Volunteer Days Off&nbsp;</li> <li>Daily catered lunch when in the office&nbsp;</li> <li>Full kitchen with snacks and beverages&nbsp;</li> <li>In-building gym&nbsp;</li> <li>Shuttle to/from Metra&nbsp;</li> </ul> <div><strong>Discretionary Performance Bonus: </strong>10-12% of base salary based on individual and company performance.</div> <div>&nbsp;</div> <div><strong>About IGNA + tasty</strong><br>IG North America is home to tastytrade, tasty<em>live</em>, 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 – b