Training & Curriculum Lead

ABOUT ROCKWOOD Rockwood supports leaders to transform themselves, their communities, and the world towards equity, liberation, and sustainability for all. We provide powerful and effective training to individual leaders and cohorts, strengthening the organizations and movements they represent. Since 2000, we have trained over 11,000 alum—of which 69% are people of color, 79% are women or non-binary, and 33% LGBTQ-identified. Our values guide what we do and how we do it. Rockwood’s core values include: Trust and integrity Love, laughter, and holding each other in community Transformation Healing, sustainability, and self-care Equity THE NEW ROLE We’re looking for an experienced facilitator and curriculum developer with significant, recent leadership experience in social justice or progressive movements. You have led teams, guided groups through change, and worked in challenging external conditions. You understand the demands of leadership today because you have experienced them yourself. In this moment, leaders must guide people through uncertainty, fear, and grief while protecting their collective ability to keep thinking, relating, and acting. We believe leadership requires steadiness and discernment, alongside the ability to build trust, make sound decisions, and act together. Rockwood’s programs bring leaders across communities, organizations, and movements together to learn and practice these capacities. We center individual growth and transformation while aiming to strengthen the leadership relationships and infrastructure movements need to navigate this period and shape what comes next. The Training & Curriculum Lead will collaboratively co-lead programs and develop curriculum. You’ll learn Rockwood’s established content and approaches, bring insights from your own leadership experience, and work with colleagues to develop and test what comes next. You’ll help ensure that what we learn from participants, partners, and training practice informs our curriculum and program decisions. You’ll work with staff and consultant trainers. Our Associate Director of Strategic Projects will onboard, train, and partner closely with you, and you’ll report to the Managing Director. We expect the person in this role to start in the first quarter of 2027. Working At Rockwood The salary for this full-time, remote, exempt position is $120,000. Rockwood offers a 32-hour, Monday through Thursday work week with work on Fridays as needed. This role requires substantial travel to lead programs and attend events, amounting to up to 60% of work time. When work trips include Fridays or weekends, we offer flex time off. We care about your wellbeing, growth, and success. As such, we offer a comprehensive benefits package that includes 100% coverage of employee premiums for medical, dental, vision, life, disability, and accident insurance; an HSA and an FSA; a $1,000 annual wellness stipend; and a 403(b) retirement plan with 3% employer match. We also offer org-wide professional development opportunities (including attendance at one of our own Art of Leadership programs) and, separately, a $1,000 stipend/year and time off for professional development. Candidates must live in the United States and have U.S. work authorization. Because we work remotely, it is crucial that you have access to a workspace with reliable internet and conditions that support focused work, online meetings, and online facilitation. What You’ll Do Co-Lead Transformative Leadership Trainings Move from Learning to Leading Trainings: Develop a strong working understanding of our core programs, their histories, and the evolution of their content. Prepare to facilitate established curriculum and new offerings in partnership with fellow trainers. Co-Facilitate Rockwood Trainings: Collaboratively prepare and lead in-person and online trainings. Adapt delivery to participants’ needs while maintaining clear learning goals and a coherent group experience. Build Connection & Trust in the Room: Create conditions for participants to learn from one another, engage across differences, practice new skills, and work through challenges. Attend to identity and power dynamics, moments of conflict and grief, and respond thoughtfully to what emerges in the room. Inspire & Equip Leaders to Persist: Help participants strengthen the purpose, practices, relationships, and tools they need to lead effectively, sustain their work, and take coordinated action in today’s conditions. Drive Evolution of Curriculum & Organizational Learning Develop Curriculum Collaboratively: Work closely with staff and fellow trainers to identify curriculum priorities and develop learning objectives, content, exercises, and facilitator materials. Draw on colleagues’ expertise, participants’ experience, and the conditions leaders face to shape new and revised offerings. Refine Rockwood Trainings through Practice & Data: Use facilitation experience, partner and participant feedback, and program evaluation data to identify what’s working and what needs to change. Test improvements to content and facilitation, assess their impact, and revise accordingly. Codify, Document & Share Learning: Maintain clear, usable curriculum materials and capture lessons from training practice. Share effective approaches, emerging participant needs, and findings from new content so colleagues can apply them across programs and inform future decisions. What You’ll Bring Recent, Relevant, Rooted, & Relational Leadership Experience: You know the challenges of leading today through personal experience. You examine your own patterns and practices, take feedback, and change behaviors that don’t align with your vision or values. You bring experience practicing what we ask participants to do. Extraordinary Facilitation Skills: You prepare thoughtfully, read the room, navigate power dynamics, and adapt to participants’ needs. You center their knowledge and create conditions for reflection, creativity, and practical learning in person and online. Deep Curriculum Development Experience: You have developed and revised multi-session training curriculum, translating learning goals into content, exercises, and facilitator materials. You use feedback and evaluation findings to improve it. A Collaborative Design Approach: You exercise discernment and nimbleness, knowing when to adjust facilitation and when to revise curriculum. You bring sharp insight, welcome colleagues’ expertise and feedback, and follow through on shared plans. Ability to Ground Leaders & Inspire Purpose, Vision, and Persistence : You help leaders build their capacity to act strategically, make decisions under pressure, foster safety and healthy culture, make alternative pathways real, and interdependently persist towards a more liberated horizon.