Senior Site Reliability Engineer

tastytrade$180K — $200K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • Production code experience in Ruby and/or Java, plus Python for automation.
  • Proven track record embedding SRE practices in engineering teams.
  • Hands-on experience with OpenTelemetry, Prometheus, and Grafana.
  • Solid understanding of Linux internals and networking fundamentals.
  • Experience with on-call production systems and blameless post-incident reviews.
  • Ability to influence standards across teams, experience with HashiCorp tools is a plus.

Responsibilities

  • Define customer-focused SLOs and manage error budgets for critical brokerage flows.
  • Write and establish tastytrade's reliability standards including SLO methodology and observability guide.
  • Implement reliability patterns in Ruby, Java, and Elixir services.
  • Enhance the observability stack and guide scaling efforts across HashiCorp Nomad.
  • Conduct fault-injection testing and tabletop exercises.
  • Mentor engineers to foster a culture of reliability across the organization.

Benefits

  • Performance bonuses
  • Stock purchase options
  • Comprehensive medical, vision, and dental coverage
  • 401k retirement plan
  • 20 paid vacation days plus an extra day for your birthday
  • 10 paid sick days
  • Gym membership reimbursement
  • Commuter benefits
  • Pet insurance
  • Wellness and mental health programs
  • Charitable donation matching
  • Two paid volunteer days off
  • Daily catered lunch in the office
  • Fully stocked kitchen with snacks and beverages
  • Onsite gym
  • Shuttle service to/from Metra station
Full Job Description
Role: Senior Site Reliability Engineer

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

Role Summary

Come join tastytrade, part of IG Group, as we build the reliability practice behind the brokerage platform that active options, futures, and equities traders rely on every market day. As our first Senior Site Reliability Engineer, you'll define what reliability means at tastytrade, from customer-meaningful SLOs on order execution and market data delivery to the error-budget policy and observability standards that guide every engineering team that follows. You'll work embedded alongside our infrastructure and application engineering teams, contributing reliability patterns directly into our Ruby, Java, and Elixir services and helping them scale across our HashiCorp Nomad-based service fabric. This is a rare opportunity to shape a practice and a culture from day one, on a platform where every order, quote, and position has to be right, because real client capital is on the line.

What You'll Do (Job Responsibilities)
  • Define customer-meaningful SLOs and set error budgets with multi-window burn-rate alerting for critical brokerage flows, including order execution and market data delivery.
  • Author tastytrade's first reliability standards, including SLO methodology, error-budget policy, an observability instrumentation guide, and a Production Readiness Review (PRR) checklist.
  • Contribute reliability patterns, such as circuit breakers, retries with backoff, bulkheads, and load-shedding, directly into our Ruby, Java, and Elixir services.
  • Extend our observability stack (Prometheus, Honeycomb, OpenTelemetry) and guide teams as they scale workloads across our HashiCorp Nomad service fabric.
  • Design and run tabletop exercises and fault-injection testing to stress-test the platform against real-world failure and volatility scenarios.
  • Mentor engineers across teams to build a culture of site reliability champions so the practice outlives any one person.

Who You Are (Skills Needed)
  • Production-quality coding experience in Ruby and/or Java, plus Python for automation.
  • A track record embedding SRE practices within engineering teams, including SLOs, error budgets, and burn-rate alerting.
  • Hands-on experience with OpenTelemetry, Prometheus, and Grafana, with the ability to instrument services directly.
  • Strong Linux internals and networking fundamentals, including TCP/IP, UDP/multicast, packet capture, and flow analysis.
  • On-call experience on production systems and comfort building a blameless post-incident review process.
  • Experience influencing standards across teams you don't own; HashiCorp Nomad, Consul, or Vault experience is a strong plus.

Company Perks + Benefits:
  • Performance Bonuses
  • Stock Purchase Options
  • Medical/Vision/Dental Benefits
  • 401k Plan
  • 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 Range: $180,000-$200,000 The actual salary offered will be based on the candidate's level of experience and qualifications.

Discretionary Performance Bonus: 15-20% of base salary based on individual and company performance.

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

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!

About tastytrade

tastytrade is a financial media company that provides online trading education, research, and financial news. The company was founded in 2011 by Tom Sosnoff and Kristi Ross, and has since grown to become one of the leading online trading platforms in the United States. tastytrade offers a wide range of financial products and services, including options trading, futures trading, and stock trading. The company is known for its innovative approach to trading education, which emphasizes the importance of risk management and probability-based trading strategies. tastytrade has received numerous awards and recognitions for its contributions to the financial industry.
Learn more about tastytrade
Size
200 employees
Industry
Founded
2011

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