---
title: 'Site Reliability Engineer - Algorithmic Trading at DRW'
canonical: 'https://feeny.ai/job/site-reliability-engineer-algorithmic-trading-drw-chicago-pm0wbfw5d981'
type: 'job'
last_seen: '2026-09-06'
---

# Site Reliability Engineer - Algorithmic Trading at DRW 

- **Company:** DRW 
- **Location:** Chicago, IL
- **Posted:** 2026-05-14
- **Last confirmed live:** 2026-09-06
- **Apply:** https://job-boards.greenhouse.io/drweng/jobs/7921972

## Job description

DRW is a diversified trading firm with over 3 decades of experience bringing sophisticated technology and exceptional people together to operate in markets around the world. We value autonomy and the ability to quickly pivot to capture opportunities, so we operate using our own capital and trading at our own risk.

Headquartered in Chicago with offices throughout the U.S., Canada, Europe, and Asia, we trade a variety of asset classes including Fixed Income, ETFs, Equities, FX, Commodities and Energy across all major global markets. We have also leveraged our expertise and technology to expand into three non-traditional strategies: real estate, venture capital and cryptoassets.

We operate with respect, curiosity and open minds. The people who thrive here share our belief that it’s not just what we do that matters–it's how we do it. DRW is a place of high expectations, integrity, innovation and a willingness to challenge consensus.

The Algorithmic Trading Team is looking for a Site Reliability Engineer for our Chicago office.  The SRE team is critical to the success of our trading – ensuring that our production trading systems, test environment and research pipeline are working flawlessly.

We’re looking for a Site Reliability Engineer who thrives at the intersection of software, trading and infrastructure – someone who creates observability that surfaces issues before they ever cause a problem, owns the response when things go wrong, and relentlessly drives automation that eliminates friction and keeps our team focused on our goals.

What you will do:

- Work with software engineers and traders to provide 24/7 first line support of our trading, testing, and research environment.
- Proactively monitor and identify issues before they impact trading.  Define and automate observability around application SLAs and build anomaly detectors that surface problems early.
- Oversee and maintain our test trading environment.  Keep the environment running smoothly and pursue automation of routine interventions required to maintain a stable test platform for development.
- Standardize CI/CD and operational processes across development teams to reduce friction and speed up delivery.  Improve deployment scripts and release verification processes.
- Perform stress tests and verify SLAs under load. Work with application and devops engineers to design and improve support for this type of testing.
- Work closely with traders, engineers, system administrators, data centers, networking, and other shared services.

What you will need:

- Bachelor's degree in computer science or equivalent practical background.
- 3-10+ years of hands-on software development or SRE Experience
- Demonstrated experience with observability tools – logging, metrics and tracing
- Hands on development experience in scripting languages like Bash, Python, or Ruby
- An automation-first approach to problem solving – you understand that manual processes don’t scale, and your instinct is to eliminate them before they become a bottleneck.
- Demonstrated knowledge of network communications including comprehensive understanding of the Linux TCP-IP stack, use of multicast networking, and network protocol interactions.
- Solid diagnostic capabilities from the application layer through the network and low-level hardware.
- Experience with network capture and time synchronization.
- High level of ownership and accountability, reliability, and strong follow through.
- Positive AI mentality and experience with AI agents to accelerate SRE tasks.

The annual base salary range for this position is $130,000 to $225,000 depending on the candidate’s experience, qualifications, and relevant skill set. The position is also eligible for an annual discretionary bonus. In addition, DRW offers a comprehensive suite of employee benefits including group medical, pharmacy, dental and vision insurance, 401k (with discretionary employer match), short and long-term disability, life and AD&D insurance, health savings accounts, and flexible spending accounts.

For more information about DRW's processing activities and our use of job applicants' data, please view our Privacy Notice at https://drw.com/privacy-notice.

California residents, please review the California Privacy Notice for information about certain legal rights at https://drw.com/california-privacy-notice.

## #LI-GV1

## About DRW 

## Company Overview
- **One-liner**: DRW is a diversified principal trading firm that leverages technology, research, and risk management to capture trading and investment opportunities globally across traditional and cryptoasset markets.
- **Entity Type**: Private (Privately Held)
- **Headquarters**: Chicago, Illinois, United States
- **Founded**: Year not publicly specified on the website, but linked data suggests operations since at least the early 2000s (acquired Chopper Trading in 2015).
- **Founders**: Founders are not publicly named on the company website or in standard public profiles.

## Core Business
- **Primary industry/industries**: Financial Services, Proprietary Trading, Cryptoassets, Real Estate, Venture Capital
- **Target customers**: Institutional counterparties (for Cumberland, its crypto subsidiary); the firm trades its own capital across global markets (B2B/institutional focus).
- **Mission or purpose statement**: The company describes itself as a team of "innovative and ambitious individuals who use the power of free markets to solve challenging problems, capture opportunities, and pursue positive change." [drw.com](https://www.drw.com/work-at-drw)

## Products & Services
- **Proprietary Trading**: DRW trades a wide range of asset classes including fixed income, ETFs, equities, FX, commodities, and cryptoassets, using sophisticated technologies to provide liquidity and capture opportunities.
- **Cumberland**: A subsidiary that provides deep liquidity in cryptoassets to large institutional counterparties and explores DeFi solutions. [drw.com](https://drw.com/our-subsidiaries)
- **DRW Venture Capital**: A VC practice that takes a disciplined approach to investing in financial and enterprise technology companies. [drw.com](https://drw.com/our-subsidiaries)
- **DRW Real Estate**: A fully integrated real estate investment arm that invests in bespoke projects. [drw.com](https://drw.com/our-subsidiaries)
- **NX**: A team that designs, builds, and operates a sophisticated global network for the firm. [drw.com](https://drw.com/our-subsidiaries)
- **Artemeter**: A subsidiary providing full-service carbon financing solutions to help clients achieve decarbonization goals. [drw.com](https://drw.com/our-subsidiaries)

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed (private company).
- **Key Metric**: Annual Revenue estimated at **$485.0M** (per LinkedIn data). [linkedin.com](https://www.linkedin.com/company/drw)
- **Notable Investors/Partners**: Not applicable (privately held and self-funded). Notable subsidiaries include Cumberland (crypto).
- **Growth Signals**: Headcount growth of **+10.6% YoY** (adding 233 people), reaching 1,628 employees. Active job postings increased **+53.8% YoY**. [linkedin.com](https://www.linkedin.com/company/drw)

## Competitive Advantages
- **Diversified Approach**: Unlike many trading firms that focus on a single asset class, DRW trades across many asset classes and instruments, with horizons from seconds to years. [drw.com](https://www.drw.com/work-at-drw)
- **Technology & Research**: Heavy investment in sophisticated technology, research, and risk management to find and capture opportunities globally.
- **Low Ego, Little Hierarchy**: The company explicitly states a culture of "low ego, little hierarchy and a commitment to continuous learning." [drw.com](https://www.drw.com/work-at-drw)
- **Stability & Startup Spirit**: Described as offering "the best of both worlds: the opportunity and spirit of a startup and the benefits and stability of an established, experienced firm." [drw.com](https://www.drw.com/work-at-drw)

## Strategic Focus
- **Expansion into Non-Traditional Strategies**: The firm has expanded beyond traditional trading into real estate, venture capital, and cryptoassets, indicating a focus on long-term, strategic, and diversified growth. [drw.com](https://drw.com/our-subsidiaries)
- **Continuous Innovation**: Focus on solving challenging problems, discussing technical and research topics, and challenging consensus to achieve high standards. [drw.com](https://www.drw.com/work-at-drw)
- **Global Reach**: Operates in 29 countries with offices in the US, UK, Canada, Singapore, Netherlands, and Israel, signaling a commitment to global market participation. [linkedin.com](https://www.linkedin.com/company/drw)

## Why Work Here
- **Culture & Philosophy**: The company emphasizes "low ego, little hierarchy," "challenge consensus," "integrity," and "continuous learning." It seeks curious problem solvers with quantitative mindsets. [drw.com](https://www.drw.com/work-at-drw)
- **Compensation & Benefits**: Rated 4.3/5.0 on compensation. [linkedin.com](https://www.linkedin.com/company/drw) Perks include daily catered breakfast & lunch, monthly tastings, massages, yoga classes, meditation, gym subsidy, game room, and social events. [drw.com](https://www.drw.com/work-at-drw)
- **Work Environment**: Offers flexible work arrangements. The culture is described as fast-paced, collaborative, and intellectually rigorous. [drw.com](https://www.drw.com/work-at-drw)
- **Engineering Culture**: A significant portion of the workforce is technical (615 employees, 25% of total). Roles include Quantitative AI Strategist, Python Software Engineer, Data Developer, HPC Specialist, and Trading Systems Engineer. [linkedin.com](https://www.linkedin.com/company/drw)
- **Global Offices**: Hybrid/office presence in Chicago (HQ), New York, London, Amsterdam, Singapore, Montreal, Tel Aviv, and more. [drw.com](https://www.drw.com/work-at-drw/listings)

## Sources
1. [drw.com - Work at DRW](https://www.drw.com/work-at-drw)
2. [drw.com - Our Subsidiaries](https://drw.com/our-subsidiaries)
3. [linkedin.com - DRW Company Profile](https://www.linkedin.com/company/drw)
4. [greenhouse.io - DRW Engineering Jobs](http://job-boards.greenhouse.io/drweng)

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