Company: tastytrade

Role: Senior Infrastructure Engineer

Location: Chicago, IL – Hybrid (3 days/week in-office)

As a Senior Infrastructure Engineer, you’ll be part of a small team of engineers who are ultimately responsible for the production infrastructure which powers our retail brokerage business. We care about the speed and stability of our back-end systems as much as we care about the customer-facing applications we build. Our architecture is consistently evolving as our growing business faces new technical challenges, with a focus on practicality and performance. You’ll help to maintain our infrastructure by working on existing configuration management code and troubleshooting unexpected issues. You’ll work on building its future state by participating in the architectural discussions, building proof of concept systems, writing new configuration management code, and standing up new production systems.

Our infrastructure is a hybrid of self-hosted hardware at multiple colocation facilities and cloud-managed services. We leverage technologies such as SaltStack, Terraform, Docker, and Nomad.

The markets are open 24 hours a day, 7 days a week, and our customers are trading throughout. We engineer for durability, but occasional outages do occur. The infrastructure and development teams work together to troubleshoot and remediate these issues. There would also be very occasional off-hours or weekend work required for higher risk deployments or changes.

What You’ll Do:

• Use configuration management tools (primarily Salt and Terraform) to build and maintain a hybrid infrastructure hosted both at colocation facilities and in the public cloud.
• Work directly with the development team to build supporting infrastructure for specific new application functionality.
• Run proof of concept projects on early-stage infrastructure improvements to validate the feasibility of an approach, evaluate performance, and spike an implementation.
• Manage a curated set of open source tools (PostgreSQL, RabbitMQ, Redis, etc.) via both configuration management tools and direct troubleshooting when required.
• Manage telemetry (Graphite, Grafana, Prometheus), log aggregation (Elastic Stack), and monitoring tools (Checkmk, Nagios, Icinga).
• Understand version control, create, and review pull requests as part of our mandatory peer review process.
• Help maintain existing build/deploy pipelines for both configuration management and application development (GitHub Actions).
• Implement security initiatives, identify risk, and mitigate or fix when required.

Who You Are:

• You should have 6 to 10 years of experience as a System Administrator or Engineer.
• You must be an expert Linux user with hands-on experience in shell scripting, process management, and troubleshooting in a production environment.
• You must have experience with declarative configuration management tools like Chef, Salt, or Puppet as well as IaC tooling like Terraform.
• You must be able to document processes and procedures clearly.
• You should enjoy or at least be comfortable working with critical production systems where real revenue is at stake.
• You must be able to work as part of a team, both giving feedback to more junior team members and taking direction from more senior team members.
• You must be able to make good critical decisions balancing technology, frameworks, strategy, and practical constraints.
• You must have knowledge of general networking principles and troubleshooting.
• You must be able to learn quickly in areas where you don’t have deep expertise.

Company Perks + Benefits:

• Performance Bonuses
• Stock Purchase Options
• Medical/Vision/Dental Benefits
• 401k Plan
• Annual educational / conference stipend
• Sustainable workday with minimal on-call responsibilities
• 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

Base Salary:  Level I - $177,750,  Level II - $192,250, Level III - $202,000

The actual salary offered will be based on the candidate’s level of experience and qualifications.

Discretionary Performance Bonus: 8-12% (Level I, II), 15-20% (Level III) of base salary based on individual and company performance.

About IGNA + tasty

IG North America is home to tastytrade, tasty live, tastyfx, and tastycrypto—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 global fintech leader with 50+ years of experience.

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 tasty _live_ providing content to educate our customers. tastyfx is the fastest-growing forex broker in the US. tastycrypto provides self-custody digital wallets for decentralized finance.

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.

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

tastytrade | tasty live | tastyfx | tastycrypto

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!