This Coffee Chat dove into one of the most complicated roles in any organization. Middle managers sit at the crossroads of leadership expectations, daily operations, and learning initiatives. They can be your biggest ally or your biggest barrier, often depending on how well they understand their role in supporting development.
The chat quickly turned to some all-too-familiar struggles. Managers who block progress, expect new hires to be experts, or try to run training their own way. Others just don’t think helping their teams learn is part of the gig. And honestly, most are pulled in so many directions that learning ends up taking a back seat.
We talked about what it looks like to shift that relationship from tension to partnership. It starts with inviting managers into the process early, giving them visibility into what’s coming, involving them in decisions, and offering easy-to-use tools that help them lead conversations about learning. One participant shared a “leader-led learning” model that made managers the heroes by equipping them with resources to guide discussions with their teams.
Sometimes we toss training over the fence and expect managers to run with it, even though no one’s ever taught them how. When we bring them in, let them learn alongside their teams, and show how it connects to their own goals, the tension starts to ease. Suddenly, learning feels like something they want to be part of, not just another box to check.
In the end, middle managers are not the enemy. They’re just caught in the middle. The more we treat them as partners rather than obstacles, the stronger our learning cultures become.
Stay curious! -Shannon
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Transcript Summary
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Resources
Learning Rebels’ CTRL + ALT + BUILD: The Microlearning Lab for Modern L&D Workshop
The Power Hour Tool
Leader Led Learning Series
20 Ways Managers Can Create a Culture of Continuous Learning
How to Involve Managers in Learning Programs3 Actionable Steps For Managers to Cultivate a Learning Culture
How To Create a Learning Culture: 18 Best Practices
Leaders' Critical Role in Building a Learning Culture
Books
Power to the Middle: Why Managers Hold the Keys to the Future of Work by Bill Schaninger, Bryan Hancock, and Emily Field
Caught in the Middle: 5 Crucial Insights into Mastering Middle Management by Maria Simpson
Leading Change from the Middle: A Practical Guide to Building Extraordinary Capabilities by Jackson Nickerson
The Middle Management Challenge: Moving from Crisis to Empowerment by Alan L. Frohman and Leonard W. Johnson
Be part of the Community. Gain more valuable resources to build your skills! Learn more here. Join the conversation Be part of the live chat! Sign up here. Hire Learning Rebels When you need learning that sticks, we’ll fight to make performance results happen. Visit the Learning Rebels website to learn more Host: Shannon Tipton Podcast produced by: Obsidian Productions
On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
Ruthie's Table 4
For more than 30 years The River Cafe in London, has been the home-from-home of artists, architects, designers, actors, collectors, writers, activists, and politicians. Michael Caine, Glenn Close, JJ Abrams, Steve McQueen, Victoria and David Beckham, and Lily Allen, are just some of the people who love to call The River Cafe home. On River Cafe Table 4, Rogers sits down with her customers—who have become friends—to talk about food memories. Table 4 explores how food impacts every aspect of our lives. “Foods is politics, food is cultural, food is how you express love, food is about your heritage, it defines who you and who you want to be,” says Rogers. Each week, Rogers invites her guest to reminisce about family suppers and first dates, what they cook, how they eat when performing, the restaurants they choose, and what food they seek when they need comfort. And to punctuate each episode of Table 4, guests such as Ralph Fiennes, Emily Blunt, and Alfonso Cuarón, read their favourite recipe from one of the best-selling River Cafe cookbooks. Table 4 itself, is situated near The River Cafe’s open kitchen, close to the bright pink wood-fired oven and next to the glossy yellow pass, where Ruthie oversees the restaurant. You are invited to take a seat at this intimate table and join the conversation. For more information, recipes, and ingredients, go to https://shoptherivercafe.co.uk/ Web: https://rivercafe.co.uk/ Instagram: www.instagram.com/therivercafelondon/ Facebook: https://en-gb.facebook.com/therivercafelondon/ For more podcasts from iHeartRadio, visit the iheartradio app, apple podcasts, or wherever you listen to your favorite shows. Learn more about your ad-choices at https://www.iheartpodcastnetwork.com
The Joe Rogan Experience
The official podcast of comedian Joe Rogan.