AI Engineering Trainer, (1099 Contractor)

AI Engineering Trainer, (1099 Contractor) Fearless Solutions - 4.4 Baltimore, MD Job Details Full-time | Contract 17 hours ago Qualifications AI models Application Integration Practical exercises Software engineering Data Integration (Data management) Engineering development testing Phone communication Software implementation Generative models Python instruction Computational framework User training (technical support) Enterprise software systems development Prompt engineering Teaching technology education Technical solutions implementation Production systems Curriculum implementation Application design Instructor-led training (training delivery method) Laboratory sessions (educational delivery method) Technical troubleshooting support Machine learning frameworks Teaching engineering Adult learning Developer tools Python Adult education Professional development training Generative AI Full Job Description Category: Other reqId: P-100279 Posted Date: 09/28/2026 Work Environment: Remote Exempt widget: Contract (1099) Location: Baltimore, Maryland, United States None No Travel Job Requirements AI Engineering Trainer (1099 Contractor) At Fearless, we are seeking a 1099 contractor to serve as an AI Engineering Trainer for a 10-week intensive workforce development program focused on AI-enabled software engineering and modernization. The trainer will lead a cohort of experienced technical professionals through a structured curriculum designed by Team Fearless, combining live instruction, hands-on labs, technical demonstrations, collaborative projects, and individualized coaching. This role requires both hands-on AI engineering experience and the ability to translate complex technical concepts into practical skills. The trainer will help participants design, develop, integrate, test, troubleshoot, and securely deploy AI-enabled and agentic AI solutions within realistic enterprise environments. Training will include AI engineering fundamentals, agentic AI, AI-assisted software development, Python, data and integration patterns, secure software delivery, responsible AI, and modernization of legacy systems. The curriculum is provided by Fearless; the trainer is not expected to develop the curriculum independently but may supplement it with additional examples, exercises, or resources that strengthen the learning experience. This is a fully remote 1099 contractor engagement requiring 40 hours per week for 10 weeks, with work performed between 9:00 a.m. and 5:00 p.m. EST Your Responsibilities in this Role: Deliver live, instructor-led technical training focused on AI engineering, agentic AI, and AI-enabled software development. Lead hands-on labs, technical demonstrations, practical exercises, and collaborative projects that require participants to design, build, integrate, test, debug, and troubleshoot AI-enabled solutions. Teach and reinforce practical application of Python, AI/LLM tools and frameworks, APIs, data engineering concepts, source control, testing, and modern software delivery practices. Guide participants through AI-assisted engineering workflows, including code generation, testing, automation, debugging, and legacy application modernization. Provide instruction and coaching on prompt engineering, Retrieval-Augmented Generation (RAG), AI orchestration patterns, and agentic AI concepts as applicable to the approved curriculum. Reinforce secure AI integration, responsible AI practices, data governance, privacy, security, and risk mitigation throughout technical exercises and projects. Provide real-time technical assistance during labs and project work, including troubleshooting, debugging, code review, and problem-solving support. Review participant technical work and provide individualized feedback, coaching, and remediation to strengthen identified skill gaps. Assess participant progress through labs, assignments, knowledge checks, technical demonstrations, and capstone activities. Support team-based capstone work requiring participants to demonstrate an AI-enabled or agentic solution within a realistic enterprise modernization scenario. Collaborate with program leadership and other instructors to monitor participant progress, identify areas requiring additional reinforcement, and maintain alignment with the approved training plan. Work Experience Project Specific Skill and Experience Requirements Minimum of 5 years of professional experience in AI/ML engineering, software engineering, data engineering, or a closely related technical discipline. Demonstrated hands-on experience designing, developing, deploying, troubleshooting, optimizing, or maintaining AI and/or agentic AI solutions in production or comparable enterprise environments. Demonstrated experience delivering technical instruction, hands-on training, developer enablement, mentoring, coaching, or workforce development for adult technical learners. Strong working knowledge of Python and modern AI/LLM development tools, frameworks, and engineeri