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Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # Lead Instructor, Cyber & OSINT - **Company:** TRM MUSIC ACADEMY, LLC - **Location:** United States (Remote available) - **Experience:** Expert - **Salary:** $155,000.0 - $175,000.0 - **Contract:** Temporary contract - **Skills:** Artificial Intelligence, Computer Telephony Integration, Digital Assets, Intelligence Analysis, Open Source Technology, Open Source Intelligence, Blockchain, Anti-Phishing, Build Management - **Published:** October 2, 2026 - **Apply:** https://startup.jobs/lead-instructor-trmlabs-com-10255952 ## About the Role * 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!), * 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)., * Priorities and targets to change quickly as we experiment and iterate * Work that often requires 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 comfort navigating 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. At the same time, many people find this work deeply rewarding. 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. Learn more about Interviewing at TRM ## Description 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%., * 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., 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., 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 privacy@trmlabs.com. 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.