TRM Labs is a blockchain intelligence company committed to fighting crime and creating a safer world. By leveraging blockchain data, threat intelligence, and advanced analytics, our products empower governments, financial institutions, and crypto businesses to combat illicit activity and global security threats. At TRM, you'll join a mission-driven, fast-paced team made up of experts in law enforcement, data science, engineering, and financial intelligence, tackling complex global challenges daily. Whether analyzing blockchain data, developing cutting-edge tools, or collaborating with global organizations, you'll have the opportunity to make a meaningful and lasting impact. At TRM, we're building the future of trust in digital assets — and that starts with a world-class employee experience. We're hiring a Head of Benefits to lead one of the most strategic shifts in our People roadmap: transitioning to a fully self-funded health insurance model. This is a unique opportunity to design and own the future of benefits at a fast-scaling, mission-driven company. You’ll lead the entire process — from strategy to vendor selection to rollout — ensuring it’s seamless for employees and delivers meaningful business value. You'll operate with a high degree of autonomy and collaborate cross-functionally to build a scalable, modern benefits infrastructure. The impact you will have: Lead the strategy, vendor evaluation, and implementation of TRM’s first-ever self-funded health insurance plan Design a seamless transition that supports employee understanding, adoption, and trust Own the administration, compliance, and continuous optimization of all health and wellness programs Introduce automation and process improvements across HR Operations to improve data accuracy and speed Partner cross-functionally with leadership to ensure benefits align with broader business priorities What we’re looking for: Experience leading a company through the transition from fully insured to self-funded health insurance A strong grasp of plan design, stop-loss insurance, TPA management, and regulatory compliance Operational excellence and ability to drive complex initiatives independently A systems mindset — comfortable building and automating for scale Confidence collaborating with executive leaders across Finance, Legal, and People About the Team: We’re a small but mighty People team, supporting a high-performing and fast-scaling global workforce We care deeply about clarity, ownership, and craft — and we approach benefits design with the same discipline as product design The team collaborates through async tools and shared rituals, with regular syncs to drive aligned decision-making We value thoughtful systems thinkers who love solving messy problems and building for the long term Learn about TRM Speed in this position: We launch benefits changes with crisp cross-functional comms and stakeholder training — often in under a week from final decision We proactively monitor plan data and conduct quarterly reviews to adjust strategy before issues arise We’re ruthless about automating low-value workflows to keep the People team focused on impact, not admin Life at TRM Labs Leadership Principles Our Leadership Principles shape everything we do—how we make decisions, collaborate, and operate day to day. Impact-Oriented Trailblazer – We put customers first, driving for speed, focus, and adaptability. Master Craftsperson – We prioritize speed, high standards, and distributed ownership. Inspiring Colleague – We value humility, candor, and a one-team mindset. Accelerate your Career  At TRM, you’ll do work that matters—disrupting terrorist networks, recovering stolen funds, and protecting people around the world. You will: Work alongside top experts and learn every day. Embrace a growth mindset with development opportunities tailored to your role. Take on high-impact challenges in a fast-paced, collaborative environment. Thrive in a culture of coaching, where feedback is fast, direct, and built to help you level up.  What to Expect at TRM TRM moves fast— really fast . We know a lot of startups say that, but we mean it. We operate with urgency, ownership, and high standards. As a result, you’ll be joining a team that’s highly engaged, mission-driven, and constantly evolving. To support this intensity, we’re also intentional about rest and recharge. We offer generous benefits, including PTO, Holidays, and Parental Leave for full time employees. That said, TRM may not be the right fit for everyone . If you're optimizing for work life balance, we encourage you to: Ask your interviewers how they personally approach balance within their teams, and Reflect on whether this is the right season in your life to join a high-velocity environment. Be honest with yourself about what energizes you—and what drains you We’re upfront about this because we want every new team member to thrive—not just survive. The Stakes Are Real Our work has direct, real-world impact: Jumping online after hours to support urgent government requests tracing ransomware payments. Delivering actionable insights during terrorist financing investigations. Collaborating across time zones in real time during a major global hack. Building new processes in days, not weeks, to stop criminals before they cash out. Analyzing blockchain data to recover stolen savings and dismantle trafficking networks. Thrive as a Global Team   As a remote-first company, TRM Labs is built for global collaboration. We cultivate a strong remote culture through clear communication, thorough documentation, and meaningful relationships. We invest in offsites, regional meetups, virtual coffee chats, and onboarding buddies to foster collaboration. By prioritizing trust and belonging, we harness the strengths of a global team while staying aligned with our mission and values. Join our mission! We’re looking for team members who thrive in fast-paced, high-impact environments and love building from the ground up. TRM is remote-first, with an exceptionally talented global team. If you enjoy solving tough problems and seeing your work make a difference for billions of people, we want you here. Don’t worry if your experience doesn’t perfectly match a job description— we value passion, problem-solving, and unique career paths. If you’re excited about TRM’s mission, we want to hear from you. Recruitment agencies TRM Labs does not accept unsolicited agency resumes. Please do not forward resumes to TRM employees. TRM Labs is not responsible for any fees related to unsolicited resumes and will not pay fees to any third-party agency or company without a signed agreement. Privacy Policy By submitting your application, you are agreeing to allow TRM to process your personal information in accordance with the TRM Privacy Policy Learn More : Company Values | Interviewing  |  FAQs