Skills with a "Little s": A Practical Approach to Closing Skills Gaps with Nelson Sivalingam, HowNow episode artwork

EPISODE · Jan 27, 2026 · 36 MIN

Skills with a "Little s": A Practical Approach to Closing Skills Gaps with Nelson Sivalingam, HowNow

from The Assembly · host Assemble You

In this excellent interview, Adam sits down with Nelson Sivalingam of HowNow.Nelson is the CEO and Co-founder of HowNow, a learning experience platform used by over 100 fast-growing companies and global enterprises. A serial entrepreneur and author of Learning at Speed, Nelson brings an outsider's perspective to L&D, challenging traditional approaches to solve the "mother of all problems": ensuring people have the right skills.In this episode, Nelson discusses the future of L&D, the role of AI, and the critical shift from content-focused to skills-focused learning. He offers a forward-thinking guide for modern learning professionals, including:The Problem with the LMS: Why traditional Learning Management Systems often fail to solve the real problems executives care about and why L&D must pivot to helping people actually do their jobs better.Skills with a "Little s": Nelson distinguishes between massive organisational transformations and the practical application of skills—starting with work tasks to determine relevant learning interventions.Scaling One-to-One Teaching with AI: How AI agents like HowNow's "Guru" can finally scale the personalised, high-quality teaching dynamic found in elite coaching, moving beyond just generating more content.The Self-Running Platform: The potential for AI to automate admin and answer complex data questions (e.g., "Has this focus skill improved?") without needing a data science degree, finally connecting learning to business ROI.From Instrument Player to Conductor: Nelson argues that the future L&D leader must stop being a "content factory" and start orchestrating an ecosystem of curated, credible resources and AI-generated learning aligned with business goals.Advice for New L&D Professionals: Nelson shares his top three tips for those entering the field: master AI tools to gain an edge, learn marketing skills to drive engagement, and—crucially—understand how the business actually operates.Nelson offers a visionary yet practical roadmap for L&D leaders ready to embrace technology and prove their strategic value. If you want to understand how AI and skills will shape the future of workplace learning, this is a must-listen-to episode.Connect with Nelson on LinkedIn:  Nelson SivalingamLooking for a content library to help your team develop their productivity, communication, leadership skills and more? Check out assembleyou.com and follow us on LinkedIn.

In this excellent interview, Adam sits down with Nelson Sivalingam of HowNow.Nelson is the CEO and Co-founder of HowNow, a learning experience platform used by over 100 fast-growing companies and global enterprises. A serial entrepreneur and author of Learning at Speed, Nelson brings an outsider's perspective to L&D, challenging traditional approaches to solve the "mother of all problems": ensuring people have the right skills.In this episode, Nelson discusses the future of L&D, the role of AI, and the critical shift from content-focused to skills-focused learning. He offers a forward-thinking guide for modern learning professionals, including:The Problem with the LMS: Why traditional Learning Management Systems often fail to solve the real problems executives care about and why L&D must pivot to helping people actually do their jobs better.Skills with a "Little s": Nelson distinguishes between massive organisational transformations and the practical application of skills—starting with work tasks to determine relevant learning interventions.Scaling One-to-One Teaching with AI: How AI agents like HowNow's "Guru" can finally scale the personalised, high-quality teaching dynamic found in elite coaching, moving beyond just generating more content.The Self-Running Platform: The potential for AI to automate admin and answer complex data questions (e.g., "Has this focus skill improved?") without needing a data science degree, finally connecting learning to business ROI.From Instrument Player to Conductor: Nelson argues that the future L&D leader must stop being a "content factory" and start orchestrating an ecosystem of curated, credible resources and AI-generated learning aligned with business goals.Advice for New L&D Professionals: Nelson shares his top three tips for those entering the field: master AI tools to gain an edge, learn marketing skills to drive engagement, and—crucially—understand how the business actually operates.Nelson offers a visionary yet practical roadmap for L&D leaders ready to embrace technology and prove their strategic value. If you want to understand how AI and skills will shape the future of workplace learning, this is a must-listen-to episode.Connect with Nelson on LinkedIn:  Nelson SivalingamLooking for a content library to help your team develop their productivity, communication, leadership skills and more? Check out assembleyou.com and follow us on LinkedIn.

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Skills with a "Little s": A Practical Approach to Closing Skills Gaps with Nelson Sivalingam, HowNow

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In this excellent interview, Adam sits down with Nelson Sivalingam of HowNow.Nelson is the CEO and Co-founder of HowNow, a learning experience platform used by over 100 fast-growing companies and global enterprises. A serial entrepreneur and author...

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