Full-Time

Senior Site Reliability Engineer

Linux Systems & Application Observability

Posted on 9/8/2026

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
Distributed Systems
Ruby
Computer Networking
Java
OpenTelemetry
Docker
Prometheus
Observability
HashiCorp Nomad
Linux/Unix

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Requirements
  • Hands-on experience designing and shipping fault-tolerant, self-healing distributed systems.
  • Deep understanding of one or more of distributed systems, Linux systems, cloud-native architectures, and containerization.
  • Experience performing gap analyses on observability and telemetry systems.
  • Experience scaling systems under production load, including capacity planning and architectural bottleneck identification.
  • Hands-on experience with OpenTelemetry, Prometheus, and Grafana, including direct service instrumentation.
  • Strong Linux internals and networking fundamentals, including TCP/IP, UDP/multicast, packet capture, and flow analysis.
  • On-call experience supporting production systems and comfort building a blameless post-incident review process.
  • Working knowledge of service-level objectives and error budgets.
  • Strong programming skills in Python, Ruby, Java, or a similar language.
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 the observability stack to identify blind spots in telemetry, logging, and alerting coverage, and close those gaps.
  • Own scalability work across the HashiCorp Nomad service fabric, including capacity planning, load testing, and identifying architectural bottlenecks before incidents occur.
  • Extend the observability stack with instrumentation using Prometheus, Honeycomb, and OpenTelemetry.
  • Set service-level objectives and error budgets with multi-window burn-rate alerting for critical brokerage flows.
  • 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

  • FINRA's June 4, 2026 margin rule overhaul favors tastylive's trader-education positioning.
  • tastytrade announced immediate compliance readiness for FINRA's new intraday margin standards.
  • 2025 live events in London, Milan, and U.S. cities widen tastylive's acquisition funnel.

What critics are saying

  • FINRA fined tastytrade $200,000 on May 29, 2026 for 71 unreported complaints.
  • FINRA fined tastytrade $850,000 on July 22, 2026 for best-execution failures.
  • Tom Sosnoff left in September 2025; tastylive risks becoming a commoditized IG marketing asset.

What makes Tastylive unique

  • IG Group-owned tastylive pairs brokerage, media, and education in one retail-trading funnel.
  • Tom Sosnoff built a distinctive options-first brand around mechanical probability and volatility trading.
  • Seven-day live programming and archived segments keep audience engagement higher than static finance media.

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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