Head Counselor Jobs in Silver Spring, MD (NOW HIRING)

Rain makes the next generation of payments possible across the globe. We’re a lean and mighty team of passionate builders and veteran founders. Our infrastructure makes stablecoins usable in the real-world by powering card transactions, cross-border payments, B2B purchases, remittances, and more. We partner with fintechs, neobanks, and institutions to help them launch solutions that are global, inclusive, and efficient. You will have the opportunity to deliver massive impact at a hypergrowth company that is funded by some of the top investors in fintech, crypto, and SaaS, including Sapphire Ventures, Norwest, Galaxy Ventures, Lightspeed, Khosla, and several more. If you’re curious, bold, and excited to help shape a borderless financial future, we’d love to talk.

We believe in an open and flat structure. You will be able to grow into the role that most aligns with your goals. Our team members at all levels have the freedom to explore ideas and impact the roadmap and vision of our company.

As a Head of Licensing, you’ll be responsible for driving our regulatory licensing strategy across the U.S. and international markets. This role sits at the heart of our legal, compliance, and expansion roadmap, ensuring we have the approvals in place to operate globally. You will:

• Contribute to Rains’s overall US and international licensing strategy

• Support the end-to-end process of obtaining and maintaining Money Transmitter Licenses (MTLs) across U.S. states and other licenses internationally (e.g., EMI, VASP, payment institution, or equivalent licenses depending on jurisdiction)

• Draft, review, and submit licensing applications and supporting documentation, ensuring accuracy and timeliness

• Coordinate with Legal, Compliance, Finance, and Operations teams to ensure license obligations are embedded into day-to-day operations

• Monitor regulatory developments globally and flag changes that may impact licensing strategy or requirements

• Contribute to process improvements to make licensing more scalable, efficient, and audit-ready

• Build a team for license renewals, maintenance, and regulatory audit preparedness

• Minimum 10 years’ experience in regulatory licensing in the U.S., Europe, and other international markets (preferably within virtual asset, fintech, payments, or financial services)

• Hands-on experience with MTLs or similar financial regulatory licenses

• Strong understanding of U.S. state-level financial regulation and/or international licensing regimes

• Exceptional organizational skills—able to manage multiple applications, renewals, and regulatory engagements simultaneously

• Clear, confident communicator, comfortable working with regulators, counsel, and cross-functional internal teams

• Detail-oriented with excellent writing and documentation skills

• Bonus: Prior experience scaling licensing processes for a high-growth fintech or crypto company

• Unlimited time off 🌴 Unlimited vacation can be daunting, so we require Rainmakers to take at least 10 days off.

• Flexible working ☕ We support a flexible workplace. If you feel comfortable at home, please work from home. If you’d like to work with others in an office, feel free to come in. We want everyone to be able to work in the environment in which they are their most confident and productive selves. New Rainmakers will receive a stipend to create a comfortable home environment.

• Easy to access benefits 🧠For US Rainmakers, we offer comprehensive health, dental, and vision plans for you and your dependents, as well as a 100% company subsidized life insurance plan.

• Retirement goals💡Plan for the future with confidence. We offer a 401(k) with a 4% company match.

• Equity plan 📦 We offer every Rainmaker an equity option plan so we can all benefit from our success.

• Rain Cards 🌧️ We want Rainmakers to be knowledgeable about our core products and services. To support this mission, we issue a card for our team to use for testing.

• Health and Wellness 📚 High performance begins from within. Rainmakers are welcome to use their card for eligible health and wellness spending like gym memberships/fitness classes, massages, acupuncture - whatever recharges you!

• Team summits ✨ Summits play an important role at Rain! Time spent together helps us get to know each other, strengthen our relationships, and build a common destiny. Expect team and company off-sites both domestically and internationally.

Compensation Range: $161K - $258K