Senior Ruby Software Engineer

Tastylive
Chicago, IL

Company: tastytrade
Role: Senior Ruby Software Engineer

As a Senior Ruby Software Engineer, you’ll be part of a team of engineers that builds out the technology that powers our retail brokerage business and supports our other business initiatives. 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 business grows and we face different technical challenges, but always with a focus on practicality and performance. You'll help by modifying existing systems, taking on ownership of current systems as well as green field projects, and troubleshooting issues as they arise. Our engineers work with a plethora of tools including C++, Java, JavaScript, and Ruby. You'll work on front-end and back-end systems in an effort to expand and improve our product suite.

What you’ll do:


  • Work in multiple languages across different parts of the tastytrade stack and / or front-end trading client applications

  • Provide technical leadership for more junior members of the team, by both managing small project teams and providing general technical mentorship

  • Provide concise, constructive, and thoughtful peer reviews for both more junior engineers as well as for other senior engineers. Your peer reviews will cover general codecraft, quality of implementation, and overall business domain correctness.

  • Translate requirements and technical direction into production-quality code

  • Evaluate and build proof of concept implementations leveraging new technology or novel architecture in order to spike a path for new projects

  • Contribute to scaling existing technology by profiling current architecture and refactoring existing code and / or leveraging new technology within existing systems

  • Write comprehensive tests for your code

  • Perform infrastructure work as necessary with support from the infrastructure team to support application development projects

  • Take ownership over several of tastytrade's systems

Who you are:


  • The ability to learn quickly in areas in which you don't already have deep expertise

  • A mastery of one language and framework, and the ability / willingness to deploy and manage production systems built using these in a production context

  • The ability to jump into a brand new framework or language and quickly become productive in it

  • 5+ years of professional experience working as a software engineer on a team, preferably with some experience as a technical lead or mentor

Team Perks:


  • 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

  • Office located in the West Loop - Chicago's growing center of tech, great cuisine, and high-end bars

Salary Range: $156,672 - $182,272
The actual salary offered will be based on the candidate's level of experience and qualifications

About Us:

The tasty house of brands empowers individual traders differently. tastylive, founded in 2011, is an online financial media network, tastytrade (previously known as tastyworks) is a self-directed retail brokerage firm that launched in 2017, tasty Software Solutions and tastyfx, is a registered Forex broker-dealer. In 2021, London-based IG Group acquired tastylive, Inc. (previously known as tastytrade) and assigned it to lead business in North America. tastyfx is the fastest-growing forex broker in the US over the past few years. Changing the IG US name to tastyfx marks the next chapter, in aligning with the tasty brand family and offering a more forex-focused experience. This combined team has years of experience like institutional brokers, but also a passion for disrupting the entire trading industry.   

Our dream is simple: we want more people to find more success with a better trading experience. That’s why we’re investing heavily in the right people, technology, and media to make that happen in the US and across the globe.  

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!  

Posted 2026-02-10

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