Full-Time

Senior Site Reliability Engineer

Tastylive

Tastylive

51-200 employees

Real-time trading insights and education platform

Compensation Overview

$180k - $200k/yr

+ 15-20% performance bonus + Stock purchase options

Chicago, IL, USA

Hybrid

Three days on-site per week required.

Category
DevOps & Infrastructure (1)
Required Skills
TCP/IP
Python
Grafana
Ruby
Java
OpenTelemetry
Prometheus
HashiCorp Nomad
Linux/Unix

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Requirements
  • Production-quality coding experience in Ruby and/or Java, plus Python for automation.
  • Experience embedding site reliability engineering practices within engineering teams, including service-level objectives, error budgets, and burn-rate alerting.
  • Hands-on experience with OpenTelemetry, Prometheus, and Grafana, including instrumenting 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 without direct ownership.
Responsibilities
  • Define customer-meaningful service-level objectives and set error budgets with multi-window burn-rate alerting for critical brokerage flows, including order execution and market data delivery.
  • Author the company's first reliability standards, including service-level objective methodology, error-budget policy, an observability instrumentation guide, and a Production Readiness Review checklist.
  • Contribute reliability patterns, including circuit breakers, retries with backoff, bulkheads, and load-shedding, directly into Ruby, Java, and Elixir services.
  • Extend the observability stack using Prometheus, Honeycomb, and OpenTelemetry, and guide teams as they scale workloads across the 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.
Desired Qualifications
  • Experience with HashiCorp Nomad, Consul, or Vault.

Tastylive is a real-time online financial network that provides live streams, educational content, and actionable trade ideas for options, stocks, and futures. It streams over 100 original segments with more than 20 on-air traders, available seven days a week. The platform blends entertainment with education by delivering practical market insights and strategies from experienced traders. Its goal is to help traders navigate complex markets with confidence through reliable, timely information and ongoing support.

Company Size

51-200

Company Stage

Series C

Total Funding

$1B

Headquarters

Chicago, Illinois

Founded

2011

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Simplify Jobs

Simplify's Take

What believers are saying

  • Tastylive launched intraday margin coverage on June 4, 2026, expanding retail trading access.
  • The July 2026 show calendar stayed active, signaling daily programming and audience retention.
  • Free courses and over 120 segments keep top-of-funnel acquisition cheap and recurring.

What critics are saying

  • FINRA fined Tastytrade $850,000 on July 23, 2026 for best-execution failures.
  • FINRA fined Tastytrade $200,000 on June 2, 2026 for 71 unreported complaints.
  • Tastylive depends on personality-led education; Tom Sosnoff left in September 2025, weakening the franchise.

What makes Tastylive unique

  • Tom Sosnoff and ex-floor traders teach live options tactics seven days weekly.
  • Tastylive combines free streaming, courses, and brokerage distribution across YouTube, Roku, and Apple TV.
  • The brand owns niche credibility in probability-driven options education, not generic market commentary.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Mental Health Support

Commuter Benefits

401(k) Retirement Plan

Gym Membership

Paid Holidays

Paid Vacation

Paid Sick Leave

Wellness Program

Employee Stock Purchase Plan

Performance Bonus

Phone/Internet Stipend

Pet Insurance

Charitable Donation Matching

Flexible Work Hours