Lead Instructor, Cyber & OSINT

Build a Safer World.

TRM Labs provides AI-powered intelligence solutions that help public and private sector agencies investigate and disrupt crime. TRM's platforms enable investigators to trace illicit activity, build cases, and construct operating pictures of threat networks. Leading agencies and businesses worldwide rely on TRM to make the world safer and more secure.

TRM Labs is on a mission to build a safer world by fighting crime and protecting the people who investigate it. We started as a blockchain intelligence company — helping law enforcement, government agencies, financial institutions, and businesses detect, investigate, and disrupt crypto-enabled crime — and today our platform reaches well beyond the blockchain. We fuse on-chain data with cyber and open-source intelligence (OSINT) so investigators can move from a single crypto address to the full story behind a criminal network. Our blockchain intelligence and AI intelligence platforms turn fragmented signals into fast, defensible investigative leads for the teams protecting public safety and national security every day.

To accomplish this mission, TRM Academy delivers a personalized learning platform where anyone, anywhere can learn at their own pace how to detect and prevent fraud and financial crime involving cryptocurrencies. It is a global community of Learners including the world's experts in blockchain, crypto compliance, and financial crime investigations. Learners also get access to personalized courses, instructional videos, practice exercises, exclusive events, and more.

About the Role

As the Lead Instructor, Cyber & OSINT, you will own the design and delivery of TRM Academy training on cyber investigations, open-source intelligence (OSINT), and cyber threat intelligence (CTI) for public-sector and government audiences — turning complex tradecraft into practical, mission-ready skills. You'll teach across TRM's AI intelligence and blockchain intelligence platforms, showing analysts and investigators how to pivot from cyber and open-source signals to on-chain activity and build a complete picture of the actors behind a threat. While the role centers on government audiences, you should be equally comfortable training private-sector teams — such as security and threat intel teams, crypto businesses, and financial institutions.

As a member of the Training Team at TRM, you will be responsible for building the content and programs that enable others — learners, customers, and fellow instructors — to rapidly upskill. Our team is made up of master instructors who can command a room, build engaging content, and speak to every level of expertise. We know how our products are used in the real world and help our customers become humble masters too.

We stay sharp on the threat landscape by conducting ad hoc investigations, supporting time-sensitive analysis for our partners, and developing solutions that allow TRM to scale rapidly and effectively. You will collaborate with an experienced team of intelligence experts, engineers, and data scientists to deliver cutting-edge support to TRM's clients.

The Impact You'll Have Here

• Program manage and conduct live and virtual training on cyber, OSINT, and CTI tradecraft for a global community of public-sector and government learners.

• Design and build curriculum, learning modules, labs, and practical exercises — in writing, mixed media, and in-person briefings — that enable learners and other instructors to deliver and apply the material.

• Teach across TRM's AI intelligence and blockchain intelligence platforms, helping analysts combine cyber and OSINT tradecraft with on-chain tracing to build complete, defensible cases.

• Develop train-the-trainer materials, instructor guides, and reusable content so TRM Academy can scale its cyber and OSINT offerings.

• Proactively identify, build, and manage relationships with government and industry partners to add new Learners to the TRM Academy cadre.

• Keep course materials current with the evolving threat landscape — including ransomware, nation-state activity, phishing, account takeovers (ATOs), sim swaps, hacks and exploits, and other cyber-enabled crime.

• Maintain a working proficiency in cyber investigative techniques, OSINT methodology, threat actor tracking, and intelligence analysis and reporting.

• Please note: This role requires travel of 50–75%.

What We're Looking For

• 3–5+ years of experience instructing courses, leading trainings, or delivering technical instruction.

• Hands-on experience in cyber investigations, OSINT, and/or cyber threat intelligence (CTI) (core requirement).

• Experience working in or with the public sector / government — for example, in a cyber division, intelligence unit, or agency cyber program — or a proven track record training these audiences.

• Proven experience building course content — curriculum, labs, practical exercises, and appropriate testing — that enables others to learn and teach.

• Comfortable training private-sector audiences as well, such as security teams, crypto businesses/VASPs, and financial institutions.

• Excellent oral and written communication skills.

• Ability to command the room.

• AI fluency (this is part of our new performance review process and is also part of the interview process!)

Nice to Have

• Law enforcement experience — federal and/or state, local, and education (SLED).

• Blockchain, cryptocurrency, or digital assets knowledge, including on-chain investigations or money laundering typologies.

• Relevant certifications (e.g., GIAC such as GCTI or GOSI, or similar cyber/OSINT credentials).

A Note on AI Fluency

TRM is an AI-native company. We expect our instructors to already be using AI tools in their day-to-day work — to accelerate research, author and refine training content, and speed up investigative and analytical workflows. AI fluency is not "awareness" or interest; it's production usage. It is evaluated in our interview process and is part of our performance review process.

Why This Role Matters

Government teams are on the front lines of cyber-enabled crime and national security threats. By teaching them to combine cyber, OSINT, and threat intelligence tradecraft with blockchain intelligence on TRM's platforms, you directly increase how quickly and confidently they can detect, investigate, and disrupt the threats that put people at risk. Every course you build and every cohort you train turns abstract concepts into concrete skills analysts can apply to active cases that week.

About the Team:

• You will join TRM Academy’s Training and Certification team, a group of master instructors who build engaging content and teach to every level of expertise.

• The work is intellectually demanding: you maintain real investigative proficiency across on-chain, cyber and OSINT while translating it into teachable, defensible skills.

• Mission-first, execution-oriented culture that values speed, high delivery quality and measurable business impact through education.

• AI-native team: instructors use AI in daily work and build reusable assets the whole cadre adopts.

Team Operating Rhythms:

• Distributed, not distant: a US-based team that collaborates across time zones with regular overlap for syncs and co-delivery.

• Slack-first, async communication; @mention for timely responses.

• Weekly 1:1s and team syncs, plus regular cohort planning and retro rhythms.

• Frequent travel for in-person delivery at agency and partner sites.

Required online and collaboration hours:

• Schedule: US business hours with overlap across US time zones for internal syncs and co-delivery.

On-Call Responsibilities:

• No on-call responsibilities

Travel Requirements:

• Schedule: In-person delivery at federal, SLED and partner sites across the United States.

• Frequency: 50 to 75%.

Onsite Requirements:

• Schedule: Frequent in-person cohort delivery; no single fixed office requirement.

• Frequency: As needed for customer and agency training.

Learn about TRM Speed in this position:

• Within your first 30 days, scope a requested training program and stand up a first version, using AI to draft the slides, workbook and assessment so live instruction can happen that same month.

• Within 60 days, ship reusable, AI-generated scenario and assessment assets that at least one other instructor adopts, raising delivery consistency across the cadre.

• Within 90 days, turn a live law enforcement cohort into measurable follow-through by handing off engaged Learners to Sales/CS/GI and standardizing the play so it repeats.

The following represents the estimated range of compensation for this role:

• Individual pay is determined by skills, qualifications, experience, and location. The compensation details listed in this posting reflect the US base salary only

• The estimated base salary range for this role is $155,000 - $175,000.

• Additionally, this role may be eligible to participate in TRM’s equity plan.

Application Instructions

If you’re interested in joining TRM, we encourage you to apply directly. Every application is reviewed by our Talent team.

Before applying, review the job description carefully and highlight the experience and impact that best demonstrate the required qualifications. Please also provide thoughtful and accurate answers to the application questions, as these will be used to evaluate your skills and qualifications for the role.

If you send your resume directly to someone at TRM, we can’t guarantee it will reach the appropriate hiring team. Applying directly is the best way to ensure your application will be considered.

Interviewing with TRM

Our process is designed to understand how you think, solve problems, and deliver impact, while allowing you to evaluate TRM. Most interview processes include a case study, an AI skills assessment, and a Leadership Principles interview.

• Recruiter Intro: Qualifications, motivations, and alignment with the role.

• Hiring Manager: Deep dive into your relevant experience, skills, and impact.

• First Round: 1–2 interviews focused on the skills most critical to the role.

• Final Round: Hands-on case study. This is usually a panel-style session where we go deeper into your craft, problem-solving, and alignment with TRM.

• References: Former colleagues who can provide insight into your work and impact.

• Offer: Congrats! Your recruiter will present the offer and compensation details.

• Welcome to TRM: We're excited to build a safer world with you!

Your recruiter will share your specific interview plan and preparation guidance along the way.

AI Fluency at TRM

AI fluency is a baseline expectation at TRM.

We believe AI meaningfully changes how top performers operate. We expect every team member to use AI to accelerate and reimagine their craft, not just automate surface tasks.

At TRM, AI fluency means you are among the top 10 percent of operators in your function in how you apply AI to:

• Accelerate repeatable workflows

• Structure and solve problems

• Improve output quality

• Increase speed and leverage

You will be evaluated on applied AI fluency during the interview process.

Life at TRM

We are building a safer world. That promise shows up in how we work every day.

TRM moves FAST. We are a high-velocity, high-ownership team that expects clarity, follow-through, and impact. People who thrive here are energized by hard problems, experimentation, and continuous feedback. If something takes months elsewhere, it will ship here in days.

Our work sits at the intersection of AI, national security, and fighting crime. The problems are complex, the stakes are real, and the environment evolves quickly. The pace and intensity of the work reflect the importance of the mission. As a result, the way we operate requires a high level of ownership, adaptability, collaboration, and creative problem-solving.

At TRM, you should expect:

• Priorities and targets to change quickly

• Operating with a high degree of ambiguity

• A high level of personal ownership and accountability

• Close collaboration across teams and functions

• Frequent, high-touch communication

• Creative problem-solving and out-of-the-box thinking

• A pace that rewards urgency, adaptability, and outcomes

This environment is energizing for people who enjoy building, solving hard problems, and making progress in situations that are not always fully defined. It also requires thriving in ambiguity, adjusting course as new information emerges, and maintaining focus and positivity in a fast-moving and intense environment.

We also recognize that this style of operating is not for everyone. If you are primarily optimizing for predictability or a consistently balanced workload, we encourage you to use the interview process to pressure-test whether this environment is truly the right fit. We want teammates who thrive here, not just survive here.

If you are excited by meaningful problems, motivated by ambitious goals, and energized by working alongside mission-driven colleagues, there is a good chance you will find TRM to be an exceptional place to grow and contribute.

Leadership Principles

We hire and grow against three leadership principles. They’re the standards for how we operate, treat each other, and make decisions.

• Impact-Oriented Trailblazer: We put customers first and move with speed, focus, and adaptability. We treat every plan like an experiment – test, ship, measure, and iterate quickly.

• Master Craftsperson: We care deeply about our craft. We balance speed with high standards, own outcomes end‑to‑end, and invest in getting better everyday.

• Inspiring Colleague: We add clarity and energy, not noise. We bring humility, candor, and a one‑team mindset — giving and receiving feedback to make the team stronger.

Join our Mission

At TRM, we care deeply about our craft. We are looking for individuals who want their work to matter, who experiment with speed and rigor, and who take pride in building a safer world for billions of people. If you’re excited by TRM’s mission but don’t check every box, we encourage you to apply — we hire for slope, judgment, and the will to learn fast.

TRM is a Series C company with $220M in total funding, backed by Goldman Sachs, Bessemer, Y Combinator, Thoma Bravo, and others. Headquartered in San Francisco, TRM operates as a distributed-first company with hubs in Los Angeles, San Francisco, New York, Washington D.C., London, and Singapore.

Privacy Policy and Additional Information

By submitting your application, you agree to allow TRM Labs to process your personal information in accordance with our Privacy Policy.

We collect the information you provide (such as your resume, work history, and contact details) solely for the purpose of evaluating your candidacy for current and future roles at TRM.

Because our hiring cycles for certain positions may span 24 to 36 months, we retain your personal information for up to 36 months from the date of your application. After that period, your data is deleted unless a different retention period is required or permitted by law.

If you are located in the European Economic Area, the United Kingdom, or another jurisdiction with applicable data protection laws, you have the right to access, correct, or request deletion of your personal data at any time before that period ends. To exercise any of these rights, contact us at [email protected].

To notify TRM Labs that you believe this job posting is non-compliant, please submit a report through this form. No response will be provided to inquiries unrelated to job posting compliance.

The use of AI tools of any kind (including but not limited to notetakers, interview assistants, and real-time coaching tools such as Otter.ai, Fireflies, Fathom, Cluey, or similar) during TRM interviews is not permitted without prior approval from TRM. TRM uses its own internal tools for note-taking to ensure a consistent and confidential experience for all candidates.

We are committed to providing reasonable accommodations to applicants with disabilities, and requests can be made via this form.

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.