Learning & Development Generalist

Ride Connection • Portland, OR

5d • $47,528 - $71,282 • Hybrid

About The Position

The Learning & Development Generalist drives organization-wide growth by designing, delivering, and scaling inclusive education programs that support employee success, organizational effectiveness, and continuous improvement. This role supports the building of a continuous learning culture with an emphasis on Diversity, Equity, Inclusion, and Accessibility (DEIA) training, new hire orientation, dynamic workshop facilitation, and the adoption of new HR systems, tools, and processes. As a cross-organizational teaching resource, this position collaborates with every department to elevate internal instructional skills, build psychologically safe classrooms, support professional development and upskilling, and ensure organizational values actively live within all training environments.

Ride Connection is a private, nonprofit organization based in Portland, Oregon, committed to meeting community transportation needs one person at a time. Our mission is to move lives by providing safe, personalized transportation for people who need it, helping individuals access healthcare, essential services, and opportunities to thrive. By giving people the means to get around, we promote independence, inclusion, and improved quality of life throughout the communities we serve.

Requirements

• High school diploma or equivalent combination of education and relevant experience.
• Proficiency with Microsoft Office, Learning Management Systems (LMS), virtual meeting platforms, and related workplace technology.
• Demonstrated experience developing, delivering, and evaluating impactful DEIA, learning, or training programs in a corporate, nonprofit, or mission-driven setting.
• Proven facilitation and public speaking skills, including the ability to navigate sensitive topics, manage group dynamics, and create inclusive learning environments.
• Ability to communicate respectfully and effectively with people across diverse backgrounds, skill levels, abilities, and business units.
• Strong relationship-building skills with the ability to build trust and partner collaboratively with stakeholders across the organization.
• Solid organizational and project management skills, including the ability to prioritize work, manage multiple projects, meet deadlines, and adapt to changing needs.
• Ability to work both independently and as part of a team, exercise sound judgment with minimal supervision, and follow written and verbal instructions.
• Effective listening, problem-solving, and decision-making skills.

Nice To Haves

• Bachelor’s degree in Human Resources, Education, Organizational Development, or equivalent practical experience, plus 3–5 years of dedicated L&D experience.
• Strong foundational knowledge of instructional design models (e.g., ADDIE, SAM) and adult learning methodologies.

Responsibilities

• Support the development, maintenance, and continuous improvement of comprehensive DEIA learning modules covering unconscious bias, microaggressions, psychological safety, cultural competency, and related curriculum focused on organizational processes, HR systems, and workplace practices.
• Review existing operational training materials across all departments to ensure accessible language, universal design for learning (UDL), and diverse perspectives.
• Establish metrics to evaluate the effectiveness of DEIA education initiatives and report on behavioral changes across the organization.
• Facilitate highly engaging, interactive live and virtual workshops for diverse audiences of all career levels.
• Own, design, and deliver the cultural and strategic components of the New Hire Orientation program to anchor new employees in organizational values.
• Oversee the end-to-end administration of learning events, including scheduling, learning management system (LMS) tracking, and post-session feedback loops.
• Serve as the organizational instructor, coaching subject matter experts (SMEs) across IT, Product, Service, etc. on how to teach effectively.
• Upskill departmental leads in modern facilitation methods, adult learning principles, and inclusive presentation techniques.
• Facilitate cross-departmental knowledge sharing, peer-to-peer learning circles, and collaborative workshops to break down internal silos.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: High school or GED