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Assistant General Counsel – Litigation & Regulatory Affairs

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: CoinFlip
Full Time position
Listed on 2026-02-08
Job specializations:
  • Law/Legal
Salary/Wage Range or Industry Benchmark: 150000 - 200000 USD Yearly USD 150000.00 200000.00 YEAR
Job Description & How to Apply Below

Overview

Coin Flip is a global digital currency platform company focused on providing consumers simple and secure access to buy and sell cryptocurrency. The company operates the world s largest network of cryptocurrency kiosks by transaction volume with more than 5,500 kiosks across 49 U.S. states, Puerto Rico, Canada, Australia, New Zealand, South Africa, Italy, Panama, Brazil, Mexico, and Spain. Coin Flip s digital currency kiosks make buying and selling major cryptocurrencies accessible and safe for consumers who wish to purchase their digital currency using cash.

Coin Flip also operates Coin Flip Preferred, a personalized over-the-counter service that provides investors with custom, white glove support for their cryptocurrency transactions. In 2022, Coin Flip launched Coin Flip Ventures, an investment group offering coaching, funding, and networking support to early-stage crypto and web3 projects.

Coin Flip was founded in 2015 by Daniel Polotsky, Kris Dayrit, Alan Gurevich, and Ben Weiss. Headquartered in Chicago, Coin Flip placed in the top 500 on the 2021, 2022, and 2023 Inc. 5000 list, and on the 2022 and 2023 Deloitte Technology Fast 500, was named the 2021 and 2022 #1 fastest-growing company in Chicago by Crain s, ranked in Chicago Tribune’s Top Workplaces in 2021 and 2022, and was awarded the 2021 and 2022 Stevie Awards for Customer Service.

To learn more about Coin Flip and how to get started on your digital currency journey, visit www.

Coin Flip.tech.

Position

Coin Flip is seeking an experienced Assistant General Counsel to support the Chief Legal Officer and General Counsel across litigation, regulatory matters, and strategic legal initiatives. This is a unique opportunity for a seasoned litigator and/or regulatory attorney to help shape the future of digital asset compliance and risk management at a leading fintech. At Coin Flip, you ll work on the front lines of litigation and regulation in a fast-paced environment where innovation meets accountability— and where your work will directly influence how crypto infrastructure evolves in the U.S. and abroad.

While the primary focus of this role is on U.S. legal and regulatory matters, Coin Flip is actively expanding internationally—and this position will play a key role in advising on cross-border issues and supporting global legal operations as new markets come online.

The ideal candidate brings strong litigation experience and a background in financial services, preferably including money services businesses (MSBs) and/or cryptocurrency or fintech. The Assistant General Counsel will serve as a trusted legal advisor to the business, balancing legal risk with operational and strategic objectives in a rapidly evolving regulatory landscape.

Key Responsibilities
  • Litigation & Dispute Management:
    Manage and oversee all aspects of litigation, arbitration, and dispute resolution, including consumer, commercial, regulatory, and employment matters.
  • Collaborate with the Chief Legal Officer and General Counsel on litigation.
  • Collaborate with and manage outside counsel; control costs and ensure high-quality legal representation.
  • Draft, review, and supervise pleadings, motions, discovery, and legal memoranda.
  • Advise senior leadership on litigation exposure, trends, and mitigation strategies.
Regulatory & Financial Services Advisory
  • Provide legal guidance on federal and state financial services laws, including BSA/AML, MSB regulations, money transmitter laws, and crypto-related regulatory frameworks.
  • Support regulatory inquiries, examinations, enforcement matters, and investigations.
  • Partner closely with Compliance, Risk, and Operations teams to interpret regulatory requirements and support policy development.
  • Monitor legal and regulatory developments impacting crypto kiosks, OTC trading, and digital asset services.
  • Collaborate with the Government Affairs team on legislative and policy matters, including advising on proposed regulations, drafting comment letters, and, where appropriate, representing the company at public hearings or providing testimony in legislative or regulatory proceedings.
Other Responsibilities
  • Stay current on litigation trends, financial…
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