Learning and Development Manager - Costa Rica

Learning and Development Manager - Costa Rica

As Learning & Development Manager - Costa Rica, reporting to the US-based Director, Talent Management & Development, you will drive learning initiatives that foster workforce growth and capability across Costa Rica and support regional L&D priorities. You’ll leverage Cornerstone technology to deliver impactful, locally relevant programs that align with our global L&D vision. Through expert facilitation, onsite training delivery, innovative content design, and strong project management, you’ll empower employees, build critical skills, and advance our talent strategy.

In this role you will…

• Facilitate engaging, high-quality training sessions for Costa Rica-based employees, including onsite classroom sessions, workshops, and learning events that create exceptional learner experiences.
• Partner with site leadership and the People Team to identify local learning needs, coordinate onsite training logistics, and ensure programs are relevant, accessible, and aligned with business priorities.
• Design, curate, and deploy learning content and programs in partnership with the People Team and global colleagues.
• Execute learning programs in alignment with business strategy and defined skill requirements, working with senior leaders and regional stakeholders to support career development.
• Champion talent initiatives—including Development Conversations, cultural programs, and Onboarding—ensuring global consistency with local relevance.
• Drive innovation by leveraging AI tools to generate and adapt learning content, streamline training updates, analyze evaluation data, create interactive activities, and facilitate workshops that build workforce capabilities.
• Support the US-based Director, Talent Management & Development with additional responsibilities as needed.

You’ve got what it takes if you…

• Have 7–10+ years of experience in Learning & Development (SaaS industry highly preferred).
• Are adept at applying adult learning theories and instructional design principles to drive business outcomes.
• Bring experience facilitating onsite and virtual training for diverse employee audiences.
• Have strong proficiency in creating digital collateral using Camtasia and MS Office (Word, Excel, PowerPoint).
• Demonstrate proven ability to develop people managers, including in virtual, matrixed, and/or global environments.
• Possess excellent written and verbal communication, facilitation, and presentation skills.
• Exhibit creative problem-solving abilities and a growth mindset.
• Demonstrate strong change management skills and adaptability, supporting employees and teams through organizational change.
• Have experience using Cornerstone’s solutions.

Extra dose of awesome if you…

• Have contributed to or led organizational transformation initiatives, enabling workforce adoption of new technologies and driving change in culture, processes, or learning practices.
• Bring experience supporting learning programs in a site-based environment with responsibility for coordinating onsite delivery, space, materials, attendance, and stakeholder communication.

Our Growing Presence in Costa Rica

Cornerstone is excited to be building a new hub in Costa Rica as part of our continued investment in growing our global talent and capabilities. We are bringing together teams across a variety of functions, creating exciting opportunities for people to join us at the ground floor of this new chapter and help shape how we grow in the region.

We have invested in a new office in Costa Rica, with construction beginning soon, and we expect our presence and capabilities in the region to continue expanding over time. For those joining us now, this is a unique opportunity to help build something from the beginning, work alongside talented colleagues across Cornerstone globally, and be part of our longer-term growth in Costa Rica.

Employment Structure

As we establish our operations in Costa Rica and complete the process to operate under the country’s Free Trade Zone Regime, Cornerstone is partnering with Recluta, our local Employer of Record (EOR).

Our Culture

Spark Greatness. Shatter Boundaries. Share Success. Are you ready? Because here, right now – is where the future of work is happening. Where curious disruptors and change innovators like you are helping communities and customers enable everyone – anywhere – to learn, grow and advance. To be better tomorrow than they are today.

Who We Are:

At Cornerstone, we believe in AI that works in the service of people, amplifying their judgment to drive high-performing, future-ready organizations forward. Cornerstone Workforce AI™, the intelligence platform for workforce readiness, brings together workforce and labor market data into a proprietary Cornerstone People Graph™, translating signals into intelligence, targeting learning where it matters, developing critical skills, and surfacing hidden talent. Delivered as an open, enterprise platform across whatever application your people work in every day, Cornerstone Workforce AI is built for scale, security, and trust, with certified AI guardrails. As an industry leader, Cornerstone is helping approximately 7,000 organizations, 140M+ users, across 186 countries build continuous workforce readiness.