Trading Support Analyst in Chicago

Company Name: tastytrade Role: Senior Site Reliability Engineer - Linux Systems & Application Observability 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 harden the systems behind order execution and market data delivery — designing for fault tolerance, closing gaps in our telemetry, and making sure our HashiCorp Nomad-based service fabric scales cleanly as trading volume grows. You'll work embedded alongside our infrastructure and application engineering teams, contributing directly to our Ruby, Java, and Elixir services. 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) • Build self-healing, fault-tolerant infrastructure and internal tooling that automates repetitive operational work and reduces toil for Platform and Application teams. • Run gap analysis across our observability stack to find blind spots in telemetry, logging, and alerting coverage, then close them so failures surface before customers feel them. • Own scalability work across our HashiCorp Nomad service fabric: capacity planning, load testing, and identifying architectural bottlenecks before they become incidents. • Extend our observability stack (Prometheus, Honeycomb, OpenTelemetry) with the instrumentation needed to actually see the failure modes above. • Set SLOs and error budgets with multi-window burn-rate alerting for critical brokerage flows, once the fault-tolerance and telemetry foundation is in place. • Mentor engineers across teams to build a culture of site reliability champions so the practice outlives any one person. Who You Are (Skills Needed) • Hands

Company Name: tastytrade Role: Staff Software Engineer, Order Handling and Ledger Team Location: Chicago, IL - Hybrid (3 days/week in office) About the Role : The tasty family of companies empowers individual investors and traders by providing educational media, intuitive and powerful trading software, high-speed order execution, competitive pricing, and innovative financial products. The diversity of our offerings and the technology that powers them give our engineers exposure to a broad set of tools and the opportunity to dig deep into specific problems. We are an ideal environment for engineers who are self-motivated, pragmatic, and genuinely enjoy creating and operating large, highly available, performant systems. Our team is lean, and our management philosophy values the autonomy of our people. At tastytrade, you'll be part of the team that builds our retail brokerage business. We care about the speed and stability of our backend systems. Our architecture evolves continually as the business grows and new technical challenges emerge, always with a focus on practicality and performance. What You'll Do : Design, build, and own the backend systems behind our order handling, ledger, and settlement flows Partner with product to scope features, build implementation plans, and oversee execution in collaboration with cross-functional teams Provide technical leadership across the team, both by leading project teams and by mentoring more junior engineers Deliver concise, constructive, and thoughtful code reviews covering design and quality, business-domain correctness, stability, and performance Monitor the external technology landscape and experiment with new tools to solve hard problems or improve the quality of existing solutions Define engineering-wide standards and guidance, and be the person colleagues across the organization seek out for critical work and decisions &nbs

Department: Product Reports To: Head of Product Employment Type: Full-Time Location: Chicago, IL – In-Person Salary : $140,000 – $180,000 Technical Product Manager, Infrastructure & DevOps Location: Chicago, IL (West Loop) - Hybrid Reports to: Head of Product About the Role tastytrade is looking for a Technical Product Manager to own the roadmap for our infrastructure and DevOps capabilities — the systems that keep our trading platforms fast, stable, and secure, and that our engineers rely on to ship code confidently. You'll drive the strategy for our CI/CD pipelines, cloud infrastructure, and infrastructure-as-code, working closely with the engineers who build and operate them. This is a hands-on, technical role. You'll be trusted to dig into architecture and tooling decisions alongside engineers, make prioritization calls, and represent infrastructure priorities clearly to leadership. What You'll Do Own the roadmap for infrastructure and DevOps priorities — including CI/CD pipelines infrastructure-as-code and our AWS cloud environment — in partnership with the infrastructure engineering team. Work with backend teams (Ruby and Java) to understand where infrastructure or tooling gaps are slowing down delivery or creating risk. Prioritize and sequence infrastructure work against the needs of application teams building customer-facing trading platforms, account opening flows, and internal tools. Define what "healthy infrastructure" looks like for tastytrade — tracking metrics like deployment frequency, incident frequency/MTTR, and infra cost, and using them to justify roadmap decisions. Partner with infrastructure engineers to improve build/test/deploy workflows so engineers can ship changes to production quickly and safely. Lead build-vs-buy evaluations for infrastructure tooling and vendors (e.g., containerization, observability, config management), weighing cost, speed, security, and long-term scalability. Ensure infrastr

Crypto.com | Derivatives North America (“CDNA”) presents a unique opportunity for a full time Analyst to join its Market Regulation team. CDNA is a U.S. derivatives exchange registered with and regulated by the CFTC as a contract market and clearing organization. CDNA currently offers fully-collateralized event contracts and will be offering traditional futures products in the near future. The Market Regulation Department is responsible for enforcing the Exchange’s rules through market advisories, investigations, trade surveillance, and disciplinary actions. In this position you will be responsible for detecting and investigating trading activity in derivatives markets to detect potential violations of Exchange rules and CFTC Regulations applicable to trading across multiple asset classes traded on CDNA markets, and provide guidance to market participants based on their dynamic needs. You must be professional, proactive, analytical, able to collaborate with others and create efficient, innovative approaches to gathering and analyzing data, and communicate clearly and concisely. Responsibilities Real-Time Market Monitoring Perform real-time monitoring of all exchange activity, security feeds, and product safety data to identify potential market abuse (wash trading, spoofing, etc.) and ensure price discovery is fair and not manipulated. Monitor real-time market data to ensure participant compliance with margin requirements and position limits. Utilize surveillance tools and dashboards to flag anomalies and escalate concerns. Trade Analysis & Investigation Conduct post-trade reviews and forensic analysis of flagged transactions. Conduct investigations of potential rule violations by obtaining testimony, compiling records and drafting investigative reports for presentation to the Chief Regulatory Officer.

Company: tastytrade Role: Software Engineer (Ruby) Location: Chicago, IL — Hybrid Salary: $130,000-$150,000 As a Software Engineer you will be part of a team that builds out the technology powering our retail brokerage business and supporting 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 distributed and 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 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 Java, Javascript, and Ruby. You'll work primarily in Ruby but will have opportunities to expand your skill set into areas where your interests and our technology intersect. Ruby doesn't have to be your primary language today. If you're strong in another object-oriented language — Java, for example — and you're genuinely keen to make Ruby your day-to-day, we'd like to hear from you. Our technical interview is conducted in Ruby wherever possible, so you'd need to be comfortable enough to code in it by the time we meet. What You'll Do Work in multiple languages across different parts of the tastytrade stack and/or front-end trading client applications. Design, build and maintain services in a distributed architecture, thinking about failure modes, latency and data consistency as you go. Provide guidance and leadership to more junior members of the team when questions arise about language or implementation specifics, and contribute in a meaningful way to our peer review process. Translate requirements and technical direction into production-quality code with lightweight guidance from a senior engin

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