---
title: 'Senior Site Reliability Engineer - Linux Systems & Application Observability at tastylive'
canonical: 'https://feeny.ai/job/senior-site-reliability-engineer-linux-systems-application-observability-z49nxdwm67a4'
type: 'job'
last_seen: '2026-09-12'
---

# Senior Site Reliability Engineer - Linux Systems & Application Observability at tastylive

- **Company:** tastylive
- **Location:** Chicago, IL
- **Posted:** 2026-09-08
- **Last confirmed live:** 2026-09-12
- **Apply:** https://job-boards.greenhouse.io/tastylive/jobs/6185526004

## Job description

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-on experience designing fault-tolerant, self-healing distributed systems — not just describing the patterns, but having shipped them.
- Deep understanding of one or more: distributed systems, Linux systems, cloud-native architectures, containerization.
- Experience running gap analyses on observability/telemetry systems: identifying what's not instrumented, not alerted on, or not visible until it's too late.
- A track record scaling systems under real production load, including capacity planning and architectural bottleneck identification.
- 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.
- Working knowledge of SLOs and error budgets as a tool, not the job description; HashiCorp Nomad, Consul, or Vault experience is a strong plus.
- Strong programming skills in a language such as Python, Ruby, Java, or similar.

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](https://tastytrade.com/) | [tastylive](https://www.tastylive.com/)  | [tastyfx](https://www.tastyfx.com/) 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 tastylive

## Company Overview
- **One-liner**: tastylive is a financial network and media company that provides live, educational content and analysis for options and futures trading.
- **Entity Type**: Private (Total Funding: $47M, Series C in 2018)
- **Headquarters**: Chicago, Illinois, United States
- **Founded**: 2017 (as tastylive; the broader tastytrade ecosystem has earlier roots)
- **Founders**: Tom Sosnoff

## Core Business
- Primary industry/industries: Financial Services, Financial Media, Fintech
- Target customers: B2C retail investors and traders, primarily focused on options and futures derivatives trading
- Mission or purpose statement: To make investing fun and provide actionable, educational market talk to individual investors.

## Products & Services
- **tastylive (Network/Media)**: A live, daily financial network broadcasting 8 hours of market talk during market hours (7:00am CT). Shows include *Market Measures*, *Good Trade Bad Trade*, and *Bootstrapping in America*.
- **tastytrade (Brokerage)**: A retail brokerage subsidiary providing professional-grade technology for trading equities, equity options, futures, and futures options at industry-leading prices. (Wholly owned subsidiary of tastytrade, part of the same family).
- **tastyworks (Trading Platform)**: The platform and tools for trading derivatives.
- **The Small Exchange**: Retail-accessible futures products.
- **Quiet Foundation**: A free investment advisory service.
- **dough**: A content-filled, easy-to-use stock-trading app.
- **luckbox**: A monthly print and digital financial magazine.

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed.
- **Key Metric**: Total Funding of $47.0M (Series C led by TCV in 2018).
- **Notable Investors/Partners**: TCV (lead investor, Series C).
- **Growth Signals**: Part of a broader family of companies (tastytrade, tastyworks, Small Exchange) that serve the full lifecycle of an individual investor. Headcount is 50 employees, though down ~19.5% YoY.

## Competitive Advantages
- **Integrated Ecosystem**: Offers a unique, vertically integrated suite of services: a live financial network (tastylive), a brokerage (tastytrade), a trading platform (tastyworks), and educational content (dough, luckbox).
- **Founder-Led & Experienced**: Led by Tom Sosnoff, a veteran with decades of experience in the financial industry, having previously co-founded thinkorswim.
- **Educational Focus**: Strong emphasis on making complex derivatives trading accessible and understandable through live, entertaining content.
- **Community & Brand**: Cult-like following among retail options traders, built on a transparent, "no-BS" approach to market analysis.

## Strategic Focus
- **Deepening the Vertical**: Continuing to fill the financial vertical with products for every stage of the investor journey (education, analysis, brokerage, advisory).
- **Digital Asset Expansion**: The company has a Head of Digital Assets, indicating a strategic push into cryptocurrency and digital asset-related trading products and content.
- **Global Reach**: Presence in Bangladesh and Italy, with a Lead of Chinese Market Development, suggesting a focus on international market expansion.

## Why Work Here
- **Culture**: Described as collaborative, innovative, and transparent. Employee reviews on LinkedIn rate the culture at 4.6/5.0.
- **Work-Life Balance**: Rated highly by employees at 4.7/5.0.
- **Compensation & Career**: Compensation rated 4.5/5.0, Career opportunities rated 4.4/5.0.
- **Work Model**: In-Office. All jobs listed are based at the Chicago HQ (1330 W Fulton Market, #620, Chicago, IL 60607).
- **Notable Perks**: Opportunity to work at the intersection of finance and media, with a direct impact on products used by a passionate trading community. Tech stack includes Python, React, Ruby, Java, and modern tools (Salesforce, Workday, Slack, etc.).

## Sources
1. [tastylive Careers Page](http://job-boards.greenhouse.io/tastylive)
2. [tastylive Official Website](https://www.tastylive.com/)
3. [LinkedIn Company Profile](https://www.linkedin.com/company/tastyliveshow)
4. [Built In Chicago Company Profile](https://builtin.com/company/tastylive)
5. [tastylive Contact Page](https://www.tastylive.com/contact-us)

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