Operations Analyst

Cumberland - a DRW Company is the cryptoasset arm of DRW, established in 2014 after early interest in cryptoassets and their underlying technology. Today, Cumberland is a global leader in cryptoassets, uniquely positioned between the traditional financial markets and the cryptoasset ecosystem. From our offices around the world, we provide 24‑hour access to a wide array of cryptoassets while helping the crypto ecosystem grow and evolve in a responsible, sustainable way.

As an Operations Analyst in our Chicago office, you’ll help manage the day‑to‑day operations of our cryptoasset trading business. You will work closely with a variety of internal teams and external counter parties and exchanges to efficiently manage daily workflows and continually refine operational procedures.

• Provide operational support for cryptoasset trading business, with an emphasis on optimizing reconciliation and post‑trade settlement procedures
• Monitor pending settlements and liaise with counter parties and exchanges as needed to reduce settlement risk
• Collaborate with internal cash management and operations teams to maintain optimal cash reserves for settlements and platform funding
• Identify opportunities for process improvement, technology upgrades and automation
• Utilize technology skills (Excel, VBA, Python or other programming background) to automate operational processes and perform analysis on large data sets
• Provide timely response to counter party inquiries and requests for settlement information
• Provide additional administrative support to the team as needed

• Very strong attention to detail and excellent organizational skills
• Prior settlements and/or trading reconciliation experience; previous experience with Cryptoassets preferred
• Proficiency in Excel (VBA experience a big plus); previous experience working with other tools and/or programming languages for automation and process improvement also highly preferred
• Experience dealing with money transfers/wires and banking platforms with an ability to understand and minimize costs related to overnight funding
• Solid understanding of financial product clearing and settlement processes
• Previous experience working in fast‑paced, high‑pressure environment
• High sense of urgency and dedication to efficiency
• Demonstrated ability to work independently and complete assigned tasks and projects autonomously
• Ability to provide support in off hours, as needed, to ensure operational continuity in a 24/7 business
• Proven analytical and problem‑solving skills

The annual base salary range for this position is $90,000 to $135,000, 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, 401(k) (with discretionary employer match), short and long‑term disability, life and AD&D insurance, health savings accounts, and flexible spending accounts.

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As set forth in DRW’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.