Assistant General Counsel – Litigation & Regulatory Affairs

CoinFlip•Chicago, IL

8d•$180,000 - $220,000•Remote

About The Position

CoinFlip 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. CoinFlip’s digital currency kiosks make buying and selling major cryptocurrencies accessible and safe for consumers who wish to purchase their digital currency using cash. CoinFlip also operates CoinFlip Preferred, a personalized over-the-counter service that provides investors with custom, white glove support for their cryptocurrency transactions. In 2022, CoinFlip launched CoinFlip Ventures, an investment group offering coaching, funding, and networking support to early-stage crypto and web3 projects. CoinFlip was founded in 2015 by Daniel Polotsky, Kris Dayrit, Alan Gurevich, and Ben Weiss. Headquartered in Chicago, CoinFlip 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 CoinFlip and how to get started on your digital currency journey, visit www.CoinFlip.tech. CoinFlip 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 CoinFlip, 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, CoinFlip 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.

Requirements

Juris Doctor (JD) from an accredited law school.
Active bar membership in at least one U.S. jurisdiction (Illinois preferred or ability to obtain).
7–10+ years of relevant legal experience with litigation experience.
Proven experience managing outside counsel and complex litigation matters.
Background in financial services, fintech, or other regulated industries.
Strong legal drafting, analytical, and communication skills.
Ability to operate independently while collaborating closely with senior legal leadership.

Nice To Haves

Experience with money services businesses (MSBs), payments, banking, or cryptocurrency companies.
Familiarity with BSA/AML, OFAC, consumer protection laws, and state licensing regimes.
In-house experience at a fintech or regulated financial institution.
Experience advising high-growth or technology-driven companies.

Responsibilities

Litigation & Dispute Management Manage and oversee all aspects of litigation, arbitration, and dispute resolution, including consumer, commercial, regulatory, and employment matters.
Work closely 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 services regulation, and crypto industry developments.
Support special projects and initiatives led by the Chief Legal Officer, General Counsel or Global Head of AML.
Additional duties as assigned.

Benefits

Annual bonus
Federal holidays and unlimited PTO
Flexible work from home policy
Comprehensive benefits (medical, dental, vision, 401(k) with match)
Reimbursement for ARDC annual dues, professional organization expenses, legal conferences and CLEs
competitive health, dental, and vision insurance plans through BlueCross BlueShield (employer subsidized)
a generous retirement savings plan with company match up to 4%
performance based bonuses and paid time off

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