24. What L&D Can Learn From Product Management with Rashi Kakkar
Release Date: 03/05/2025
L&D Must Change
Many L&D teams are being asked to “train the business on AI”… but what does that really mean? In this episode, Jess and Timothy Frost unpack the tension shaping AI in Learning and Talent Development: overreliance, resistance, and exuberance. They explore how these mindsets show up in your daily work, impact learning quality, and influence how you use AI. They also tackle the growing pressure on L&D teams to lead company-wide AI training and share a more strategic approach grounded in clear goals, data, and real use cases. If you are trying to figure out how to use AI without...
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Eighty percent of the global workforce is doing frontline work, yet, most L&D strategies are built from a corporate perspective. That's a mismatch. In this episode, Jess welcomes JD Dillon, author of "The Frontline Enablement Playbook," for a candid conversation about why the frontline workforce requires a fundamentally different enablement approach than the one designed for corporate employees. From rethinking leadership development to getting L&D professionals onto the floor alongside the people they support, this episode is a practical call to action for every talent professional...
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Microlearning sounds simple. It’s not. In this episode, Jess sits down with Robyn Defelice to unpack why microlearning often fails and what L&D pros are getting wrong. They explore the critical shift from covering content to making intentional decisions, why misalignment derails projects, and how to actually use microlearning as part of a broader learning strategy. If you’ve ever been asked to “just make it shorter,” this conversation will change how you think about design, stakeholders, and impact. Jess and Robyn Discuss Why L&D must shift from content coverage to...
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What if your real job in L&D isn’t to build better courses, but to design better conditions for learning? In this episode, Mark Britz challenges us to step outside the L&D box and examine the larger ecosystem shaping performance every day. Through powerful stories and practical examples, Jess and Mark explore how control, efficiency, and legacy systems can unintentionally block learning. Instead of asking “What training should I create?” you’ll be invited to ask, “What environment am I designing?” This conversation will stretch how you see your role and the impact you can...
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Is your L&D content closet getting a bit cluttered? When was the last time you cleaned it up? In this episode, Jess sits down with Ger Driesen, founder of World Learning Content Cleanup Day (#WLLCD), to challenge L&D’s obsession with creation over maintenance. They explore why outdated learning erodes credibility, how to adopt a "retire by default" mindset, and how a simple annual cleanup can uncover powerful data insights. Let's reduce risk and increase the benefits of our content together with a cleanup celebration. Jess and Ger Discuss Why L&D teams prioritize...
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Choosing the right L&D technology can feel overwhelming when every platform promises transformation. In this episode, Jess and learning strategist Becky Willis cut through the noise to talk about how to evaluate learning tech with a critical eye. They explore how to separate real capability from marketing hype, what AI should actually be doing behind the scenes, and how to make smart technology decisions even when budget or legacy systems get in the way. If tech decisions stress you out, this conversation will help. Jess and Becky Discuss Why legacy LMSs were built for course...
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AI can spit out an L&D outline in seconds, but it cannot create connection. In this episode, Jess Almlie talks with Stephanie Hubka about why storytelling is the missing ingredient in a world of fast, transactional training. They break down how to choose stories with intention using the SOL framework, how to design learning through story using scenarios and choose-your-own-adventure techniques, and how to use AI as a partner without outsourcing the best parts of your craft. You will leave ready to start a story journal and humanize your learning. Jess and Stephanie Discuss How AI...
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Let's be real. Most Performance Improvement Plans (PIPs) don't actually improve performance. They're a legal termination plan in disguise. That doesn't make anyone feel good. But, they don't have to be this way! In this episode, Jess talks with coach and culture consultant Amy Kay Watson about rebooting accountability so performance improvement becomes a true development process instead of a disciplinary paper trail. Amy breaks down why most PIPs don't include learning or development and then shares a practical model built designed to restore psychological safety, clarify standards, and build...
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Your learners loved the course… and then nothing changed. In this episode, Jess talks with Melanie Martinelli (Institute for Transfer Effectiveness) about why L&D’s obsession with “great training” often fails at the only thing that matters: on-the-job application. You’ll unpack the 12 Levers of Learning Transfer, learn how to run a quick transfer audit, and hear a case study where a clunky old e-learning outperformed a shiny new one. All because the ecosystem mattered more than the content. Jess and Melanie discuss Why L&D “falls in love with the solution” instead...
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Your learners don’t need another “fun” workshop; they need results. In this episode, Jess and Brian Washburn unpack why engagement alone is a dangerous success metric and how to design for real performance change. Brian introduces his simple four-step facilitation model: Anchor, Content, Application, Future Use, which turns any session into a repeatable, effective learning experience. They explore how to equip SMEs to facilitate (without gimmicks), handle awkward moments like silence or “I don’t know,” and adapt these principles for virtual and global audiences. Why engagement...
info_outlineThere's nothing I love more than when someone takes on an L&D role from another industry and becomes immediately confused as to why our profession functions the way it does. It provides an immediate opportunity for new ideas and conversation. This was the case for today's guest, Rashi Kakkar, when she moved from a career consulting in product management into an L&D leadership role. The result was a marriage of the two professions. One where the best pieces from each were elevated and the confusing bits eliminated. It turns out L&D can learn a lot from product management.
Rashi and Jess discuss:
- Shifting L&D from a project-based to a product-based mindset
- Organizing L&D teams around stages in the employee journey rather than siloed functions
- Embracing iterative development, frequent user testing, and ongoing refinement
- Conducting regular user discovery sessions to understand needs and challenges instead of waiting for training requests to arrive on our desks
- Tracking impact longitudinally, across the employee journey, not just from individual interventions
About Rashi Kakkar
Rashi Kakkar has two clear professional drivers: Creating human-centered products, experiences, and services and achieving organizational success and growth by unlocking human potential As a global lead within McKinsey’s Leadership Center of Excellence, Rashi is dedicated to building large-scale institutional capability through a skills-first approach. At McKinsey, she has advised Fortune 100 clients on complex strategic, operational, and organizational challenges. Rashi has successfully driven digital transformations, enhanced organizational effectiveness, and redesigned operating models, all grounded in a foundation of human-centered qualitative and quantitative research. She has also led multiple enterprise-wide agility and innovation programs to deliver impactful results.
Before joining McKinsey, Rashi worked at a boutique design thinking firm, where she developed expertise in human-centered design, experience and service design, and innovation. Earlier in her career, she gained valuable experience as a professional sports agent, specializing in talent management, sponsorship sales, and licensing and merchandising. Outside of her professional endeavors, Rashi is passionate about writing as a way to refine her thinking. She authors a bi-weekly newsletter with over 1,300 subscribers and has published more than 80 opinion pieces in leading global publications. An avid golfer, former varsity tennis player, and newly minted pickleball enthusiast, Rashi balances her professional pursuits with an active lifestyle and a love for sports.
Find and connect with Rashi Kakkar
- Newsletter: https://decksanddiapers.substack.com/
- LinkedIn: www.linkedin.com/in/rashikakkar
- BlueSky: https://bsky.app/profile/rashikakkar.bsky.social
- Threads: https://www.threads.net/@rashi_kakkar8
- X (Twitter): https://x.com/rashi_kakkar
Find and connect with Jess Almlie
Coming Soon! Jess's book, L&D Order Taker No More! Become a Strategic Business Partner will be published by ATD Press later this year. To be the first to get behind-the-scenes updates, early sneak peeks, and join the launch party, join Jess's email list! You'll get the L&D Must Change newsletter delivered to your inbox weekly as well as special updates on the book when available. Click here to join!