Customer Training Lead

Why project44

At project44 we believe in better.

We challenge the status quo because we know a better supply chain isnt just possibleits essential. Better for our customers. Better for their business. Better for the world.

With our Decision Intelligence Platform Movement were 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 diverseglobal team that is tackling the toughest logistics challenges with innovation urgency and purpose. If youre driven to solve meaningful problems leverage AI to scale rapidly drive impact daily and be part of a high-performance team we should talk.

What Youll Do:

We are seeking a Customer Training Lead who will empower our customers to maximize efficiencies and scale their use of our products. This role sits at the intersection of training technology and customer successfocused on creating impactful learning experiences that drive product adoption efficiency and long-term value.

The ideal candidate will combine strong technical and analytical expertise with customer-centric thinking and people skills. They will leverage AI-powered tools to design iterate and deliver training content while also applying behavioral nudges to guide customers toward best practices. Collaboration will be central to success in this role as the Customer Training Lead will work closely with Product Customer Success and other cross-functional teams to ensure training programs align with customer needs and company goals.

Key Responsibilities:

• Design and deliver customer training programs that maximize efficiency and product adoption.
• Leverage AI tools to create refine and scale content (guides tutorials workshops self-service modules).
• Incorporate behavioral nudges and adoption strategies to encourage best practices and long-term product usage.
• Collaborate with Product Customer Success and cross-functional stakeholders to align training with evolving customer needs.
• Analyze training effectiveness using data and feedback continuously iterating to improve customer outcomes.
• Act as a trusted advisor for customers ensuring they have the knowledge and confidence to scale their use of our platform.
• Stay ahead of industry trends in AI training methodologies and customer education to bring innovative approaches to the role.

What Youll Need (required):

• 8 years of experience in customer training or enablement roles.
• Strong analytics and technical skills with the ability to translate data into actionable insights.
• Demonstrated success in building and scaling customer-facing content or programs.
• Strong cross-functional collaboration skills and ability to partner effectively with Product Customer Success and other internal teams.
• Excellent communication and facilitation skills with a customer-first mindset.
• Prior experience with Learning Management Systems (examples include Moodle Canvas Blackboard TalentLMS Docebo etc.)
• Familiarity with AI-driven tools for content creation iteration and delivery
• In-Office Connection: Our office is where ideas spark connections thrive and innovation comes alive. The expectation is to be on-site in office three days a week as this offers the chance to immerse yourself in the energy of our headquarters collaborate with the founder and experience our new customer experience center. Together were building something extraordinarylearn grow and thrive in our fast-paced transformative environment.

What Youll Need (preferred):

• Experience in SaaS or technology-driven environments.
• Background in learning design adult learning theory or instructional design.
• Exposure to behavioral science techniques for customer adoption.
• Strong project management and organizational skills.

Diversity & Inclusion

Were designing the future of how the world moves and is connected through trade and global supply chains. We can only deliver a truly world-class product and experience if our teams are as diverse and unique as the communities we are building for. Its up to us to create a company where anyone can bring their authentic self to work every day. Were constantly working to improve and we accept our responsibility to elevate the voices left in the margins. Its on every one of us.

Our focus on inclusion manifests in the way we hire the customers we serve and the regions we prioritize. Were building a company that every one of us at project44 is proud to work for: a company that celebrates you for being you.

We pride ourselves on celebrating everyone project44 is an equal opportunity employer actively working on creating a diverse and inclusive work environment where underrepresented groups can thrive. If you share our values and our passion for helping the way the world moves wed love to review your application!

For any accommodations needed during the hiring process please email Even if you dont meet 100% of the above qualifications you should still seriously consider applying. Studies show that you can still be considered for a role if you meet just 50% of the roles requirements.