(Senior) Learning and Development Specialist

ABOUT THE ROLE
Crossian is a high-growth technology-driven e-commerce business. Behind our success is our people. As a start-up formed in 2020, we have created a fast-paced and dynamic environment, enabling our people to reach a cumulative average growth rate of over 1000% in the last 3 years. Our mission now is to build direct-to-consumer brands and increase customer lifetime value.
As a (Senior) Learning & Development Specialist, you will drive employee growth by combining personalized coaching with strategic program design. You'll manage 50+ individual learning journeys focused on solving urgent business problems while building long-term career skills. Your work directly influences performance, engagement, and retention through 1-on-1 habit coaching, curated learning paths, and data-driven outcomes. Collaborating with line managers and subject matter experts, you'll scale impact using AI-enabled workflows, demonstrating L&D's ROI and aligning talent development with Crossian's strategic priorities.
WHAT YOU WILL DO
Personalized Learning Path Facilitation & Coaching
- Design and facilitate personalized learning paths with 50+ individual learners, diagnosing urgent business friction points and building customized learning interventions around real work problems
- Deliver 1-on-1 coaching using ICF-accredited, WIAL-certified habit-formation methodologies or similar to drive daily skill application and behavior change
- Proactively push learners to stay on track through motivational check-ins, team-based learning challenges, and on-demand coaching support
- Track and measure individual learner progress, adjusting coaching strategies based on performance data and learner feedback
Content Curation & Learning Path Design
- Curate and sequence blended learning methods (e-learning modules, instructor-led sessions, SME quick-help sessions, peer exchanges) tailored to solve specific business problems
- Design learning paths that connect urgent needs to long-term capability building, ensuring skills are applied immediately to real work contexts
- Evaluate and recommend the most effective content formats and delivery methods for each learner cohort, balancing speed, cost, and impact
AI-Enabled Workflow Optimization & Scalability
- Leverage AI-powered tools and bots to automate scheduling, administrative tasks, and basic learner Q&A, freeing capacity for high-touch coaching
- Build and maintain repeatable processes for learning path design, content curation, and learner tracking to scale personalized coaching
- Use LMS analytics and learning data to measure skill velocity and proactivity metrics
Performance & Business Impact Measurement
- Quantify success: track percentage of solved problems with direct impact on performance targets and link to retention or productivity gains
- Measure L&D program quality through Learner Net Promoter Score (NPS >9/10) and individual feedback, using insights to refine coaching approach
- Generate quarterly reports demonstrating ROI of personalized coaching interventions, highlighting business impact and cost-per-outcome metrics
- Identify and communicate future learning priorities based on patterns in solved problems and emerging skill gaps
Cross-Functional Collaboration & Stakeholder Management
- Partner with line managers to align learning paths with business goals, provide progress visibility, and ensure coaching doesn't disrupt day-to-day operations
- Coordinate with Subject Matter Experts (SMEs) to structure 15-minute quick-help sessions that unblock technical hurdles without requiring formal training programs
- Collaborate with senior leadership to identify high-impact learner cohorts and pilot new coaching or AI-enabled learning approaches