Senior Learning & Development Specialist

Why project44?  

At project44, we believe in better.  

We challenge the status quo because we know a better supply chain isn’t just possible—it’s essential. Better for our customers. Better for their business. Better for the world.  

With our Decision Intelligence Platform, Movement, we’re redefining how global supply chains operate. By transforming fragmented logistics data into real-time, AI-powered insights, we empower companies to connect instantly, see clearly, act decisively, and automate intelligently. Our Supply Chain AI enhances visibility, drives smarter execution, and unlocks next-gen applications that keep businesses moving forward.  

Headquartered in Chicago, IL with a 2nd HQ in Bengaluru, India we are powered by a diverse global team that is tackling the toughest logistics challenges with innovation, urgency, and purpose.  

If you’re driven to solve meaningful problems, leverage AI to scale rapidly, drive impact daily, and be part of a high-performance team – we should talk. 

Role Overview 

We are seeking a Senior Learning & Development (L&D) Specialist who is resourceful, innovative, and AI-driven to design, deliver, and optimize learning initiatives at project44. This role blends instructional design expertise, technology-driven learning solutions, and automation to scale impactful team member development across the globe. The ideal candidate has experience in instructional design, digital learning, program execution, and leveraging AI and data to modernize and enhance learning experiences.  

Key Responsibilities 

Instructional Design & Content Development 

• Design, develop, and maintain learning materials (eLearning, facilitator guides, microlearning, job aids, etc.) aligned with project44’s business goals. 
• Apply instructional design frameworks (ADDIE, SAM, Bloom’s Taxonomy) to ensure learning effectiveness. 

AI & Automation in L&D 

• Leverage AI-powered content creation tools (e.g., ChatGPT, MindSmith, Notebook LM) to accelerate development and improve learner engagement.  
• Implement AI and automation tools to improve learning experiences (e.g., onboarding bots, adaptive learning paths, automated reporting). 
• Stay updated on emerging AI applications in corporate learning and introduce innovative practices. 
• Prototype and test AI-enhanced simulations, virtual facilitators, and chatbots for onboarding and continuous learning. 

Program Management & Delivery 

• Lead and manage end-to-end execution of global L&D programs (onboarding, compliance, and functional upskilling). 
• Coordinate with vendors, trainers, and internal subject-matter experts (SMEs). 
• Facilitate live and virtual learning sessions across multiple regions and time zones. 
• Ensure learning solutions are accessible and available on-demand. 

Stakeholder Collaboration 

• Partner cross-functionally to identify skill gaps and design effective learning solutions. 
• Champion a learning culture by promoting digital learning platforms and self-directed growth. 

Qualifications & Skills 

Must-Have 

• Bachelor’s degree in HR, Psychology, Education, Instructional Design, or related field. 
• 5+ years of experience in Learning & Development, EdTech, or Instructional Design 
• Proficiency in AI/automation tools for content creation, personalization, or workflow automation 
• Strong knowledge of instructional design principles and adult learning theories. 
• Proficiency with LMS platforms and eLearning authoring tools (Articulate, MindSmith, Seismic, or similar). 
• Familiarity with learning data, analytics, and dashboards 
• Excellent facilitation, communication, and stakeholder management skills. 
• Highly resourceful, proactive, and detail-oriented – experimental mindset and comfortable piloting new solutions. 

Good-to-Have 

• Master’s degree in HR, Psychology, Education, Instructional Design, or related field. 
• Skills in video editing, graphic design, or multimedia content creation. 
• Data analytics or dashboarding skills (Excel, Power BI, Tableau, or Google Data Studio). 
• Experience integrating AI with learning platforms, HR systems, or productivity tools. 
• Knowledge of xAPI, SCORM, or LRS (Learning Record Stores). 
• Exposure to multinational or SaaS companieswith fast-paced, distributed workforces. 
• Experience in internal/external branding, internal comms, content writing, or similar.

In-office Commitment: This position requires a commitment to contribute to our collaborative culture by working in-office 5 days weekly. 

Diversity & Inclusion:  

At project44, we're designing the future of how the world moves and is connected through trade and global supply chains. As we work to deliver a truly world-class product and experience, we are also intentionally building teams that reflect the unique communities we serve. We’re focused on creating a company where all team members can bring their authentic selves to work every day.  

We’re building a company that every one of us at project44 is proud to work for, and our journey of becoming a more diverse, equitable and inclusive organization, where all have a sense of belonging, is shaped through the actions of our leadership, global teams and individual team members. We are resolute in our belief that each team member has an equal responsibility to mold and uphold our culture.  

project44 is an equal opportunity employer seeking to enrich our work environment by creating opportunities for individuals of all backgrounds and experiences to thrive. If you share our values and our passion for helping the way the world moves, we’d love to review your application!  

For any accommodation needed during the hiring process, please email recruiting@project44.com. Even if you don’t meet 100% of the above job description you should still seriously consider applying. Studies show that you can still be considered for a role if you meet just 50% of the role’s requirements.  

More about project44:  

Since 2014, project44 has been transforming the way one of the largest, most important global industries does business. As transportation and logistics continue to evolve and customer expectations around delivery become more demanding, industry technology must rise to the occasion. In just a few short years, we have created a digital infrastructure that eliminates the inefficiencies caused by dated technology and manual processes. Our Advanced Visibility Platform is used by the world’s leading brands to track shipments, collaborate with supply chain partners, drive operational efficiencies, and create outstanding customer experiences.