Senior Infrastructure Engineer, tastytrade

$177.8-202k

+ Performance Bonuses: 8-12% (Level I, II), 15-20% (Level III) of base salary based on individual and company performance + Stock Purchase Options

Redis

Linux

Postgres

Terraform

Puppet

Chef

RabbitMQ

Prometheus

Grafana

Senior and Expert level

Chicago

3+ days a week in office

Options trading, futures & stock trading brokerage

Be an early applicant

Options trading, futures & stock trading brokerage

201-500 employees

FintechB2CTradingMobile

Be an early applicant

$177.8-202k

+ Performance Bonuses: 8-12% (Level I, II), 15-20% (Level III) of base salary based on individual and company performance + Stock Purchase Options

Redis

Linux

Postgres

Terraform

Puppet

Chef

RabbitMQ

Prometheus

Grafana

Senior and Expert level

Chicago

3+ days a week in office

201-500 employees

FintechB2CTradingMobile

Company mission

To help traders succeed through sophisticated technology, favorable pricing and exceptional customer service.

Job

Company

Role

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
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!

What the job involves

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
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

Our take

With the aim of "making investing fun”, Unicorn-verified tastytrade has amassed a following in the hundreds of thousands, delivering technology and support for "do-it-yourself" investors.

Founded in 2011, the company supplies not only a trading platform but trading education resources as well. It has launched dozens of podcasts and online video channels focusing on investment strategies and trading, as well as learning courses for those looking to get their start in the space.

Acquired by IG Group, a global player in trading, in 2021, tastytrade has since employed this added strength to scale up its business and expand into international markets. This increasing visibility - at a time when markets are especially unpredictable and its platform an invaluable asset - has enabled tastytrade to continue its upward momentum, reporting record demand in 2025. This strong performance highlights the growing importance of its platform in an ever-evolving market.

Freddie

Company Specialist at Welcome to the Jungle

Insights

23% employee growth in 12 months

Glassdoor (4.5)

Trustpilot (3.7)

Company

Funding (last 2 of 3 rounds)

Jun 2018

$20m

SERIES C

Jun 2013

$7m

EARLY VC

Total funding: $47m

Company benefits

3 Medical Plans Choice
Dental & Vision Benefits
Generous Paid Time Off
Paid Holidays - All Market Holidays Off
401(k) with Company Match
Generous Parental Leave
Disability Leave & Disability Insurance
Commuter Benefits
Pet Insurance
Wellness & Mental Health Programs
Performance Bonuses
Subsidized Engineering Training Program
Stock Purchase Options
Gym Membership Reimbursement
Charitable Donation Matching
Healthcare FSA
Two Paid Volunteer Days Off
Daily Catered Lunch
Fully-stocked Kitchen with Snacks and Drinks
Onsite Gym
Casual Dress
Sustainable Work Day
CTA stop a block away, Shuttle to/from Metra
Shared rooftop with greenery overlooking the city
West Loop Location - Chicago's Tech Center

Company HQ

Fulton Market, Chicago, IL

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