Senior Regulatory Counsel

drweng· Cumberland
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About this role

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.

Cumberland - a DRW Company, is the cryptoasset arm of DRW, established in 2014 after pursuing an early interest in cryptoassets and their underlying technologies. Today, Cumberland is a global leader in cryptoassets, uniquely positioned between the traditional financial markets and the cryptoasset ecosystem. From our offices in Chicago, London and Singapore, Cumberland provides 24-hour access to a wide array of cryptoassets while helping the crypto ecosystem evolve in a responsible, sustainable way.

We are currently seeking a Senior Regulatory Counsel to join our global legal team and work on a wide variety of regulatory and strategic matters. This role will be located in either Chicago or Washington D.C.  Candidates from other U.S. locations may also be considered, depending on experience.

Core Duties:

  • Regulatory Counsel: Provide practical, risk-weighted legal and regulatory advice to the Cumberland team in connection with new business opportunities and day-to-day operations.
  • Strategic Direction: Provide thought leadership and strategic direction on innovative Cumberland initiatives, including on-exchange and over-the-counter trading, venture capital investments and strategic partnerships. Work directly with Cumberland’s executive team to structure and develop cutting-edge opportunities in the crypto space.
  • Project Execution: Collaborate across functional groups within Cumberland and DRW globally to drive strategic objectives, including internal legal colleagues, outside counsel, tax, HR, accounting, treasury and trading operations.
  • Regulatory Engagement: Monitor legislative and regulatory developments impacting Cumberland's business and collaborate with internal stakeholders to develop positions and, where necessary, engage with industry groups, policymakers, and regulators with respect to such positions.

Required Skills and Experience:

  • J.D. from an accredited law school and admission to a state bar
  • 5-10 years of legal experience with a focus on financial laws and regulations, particularly SEC and CFTC
  • Experience analyzing legal and regulatory issues relating to both cryptoassets and “TradFi” products
  • Understanding of U.S. regulatory regimes applicable to cryptoasset trading (SEC, CFTC, NYDFS, AML)
  • Some experience with non-U.S. cryptoasset regulatory matters is a plus
  • Experience with and interest in crypto and TradFi policy is also a plus (e.g., SEC and CFTC rulemakings, comment letters, policy advocacy, market structure issues, etc.)
  • Must be comfortable working independently in a fast-paced environment
  • Ability to effectively collaborate with diverse stakeholders and communicate at all levels of the firm and across all functional groups

The annual base salary range for this position is $150,000 to $275,000 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.

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Frequently Asked Questions

Is the salary disclosed for the Senior Regulatory Counsel position at drweng?
The salary for this Senior Regulatory Counsel role at drweng is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
Where is the Senior Regulatory Counsel position at drweng located?
This Senior Regulatory Counsel role at drweng is based in Chicago, New York, Washington D.C.. The position is listed as on-site or hybrid. Check the full job description or apply directly to confirm the work arrangement.
Which team or department does the Senior Regulatory Counsel at drweng belong to?
This Senior Regulatory Counsel position is part of the Cumberland department at drweng. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Senior Regulatory Counsel position at drweng?
Click the "Apply Now" button on this page. You will be redirected to drweng's official application portal hosted on greenhouse where you can submit your application directly.
When was the Senior Regulatory Counsel job at drweng posted?
This Senior Regulatory Counsel position at drweng was posted on Jun 5, 2026. Apply as soon as possible — early applications are often reviewed first.
Senior Regulatory Counsel
drweng
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