Entrylevel Java Developer Startup Jobs in Illinois

Company Name: tastytrade

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.  

About IGNA + tasty  
IG North America is home to tastytrade, tastylive & 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 - built on scale, trust, and proof. 

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 tastylive 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. The bar is high - bring a curious and forward-thinking mindset and we'll give you the platform to define what comes next. Join us at IG|tasty - the future gets built here.  
Location:Our office is in the West Loop - Chicago's growing center of tech, great cuisine, and high-end bars.  

tastytrade | tastylive | tastyfx  
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!