EXTREME LEADERSHIP - Behind the Boardroom with Managers and Sales Teams

Hosted by Keith Rosen

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144

Latest episode

May 2026

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About the show

Keith Rosen is the CEO of Profit Builders and founder of Profit Builders, (www.KeithRosen.com), named one of the Best Sales Training and Coaching Companies Worldwide. Over three decades, Keith has delivered his transformational programs to hundreds of thousands of salespeople and managers in practically every industry; on five continents and in over 75 countries. Inc. magazine and Fast Company named Keith one of the five most influential executive coaches. Keith has written several best sellers including, Sales Leadership, Own Your Day and the globally acclaimed Coaching Salespeople into Sales Champions, winner of Five International Best Book Awards and the #1 best-selling sales management coaching book on Amazon since 2009. He’s been featured in Entrepreneur, Inc., Fortune, The New York Times and The Wall Street Journal. Keith was also featured on the award-winning television show, Mad Men. He was also named one of the 50 Best Salespeople of all time, along with Zig Ziglar, Steve Jobs, Dale Carnegie and Jeff Bezos.

Listen to episodes

60 recent

May 19, 202653 min

Your People Don’t Need More Answers. They Need Better Sales Coaching

In this conversation, Keith Rosen challenges the way most sales leaders think about coaching, training, accountability, hiring, and performance. The hard truth is that your people don’t need more answers from you. They need better coaching that helps them think, own their decisions, build confidence, and grow beyond dependency. Keith shares why coaching is no longer a management technique, but the language of modern leadership, especially in a world shaped by hybrid work, AI, burnout, low engagement, and constant pressure to perform. This episode is for every leader who wants stronger salespeople, healthier teams, better conversations, and results that do not depend on the manager solving every problem.

December 11, 20251 hr 24 min

Sales Coaching and Personal Development Session with Keith Keith Rosen and Microsoft

If you want the secret to becoming a sales champion, stop changing what you do, and start changing how you think. Top salespeople upgraded their thinking from pitching to partnering, selling to serving, closing to caring, convincing to collaborating, fixing to facilitating, and pressure to creating possibilities. Check out this session with the sales champions at Microsoft.

December 4, 20253 min

Transforming Sales through Coaching and Care Microsoft Live Event

June 5, 20251 min

The Toxic Trap Impacting Managers that Sabotages Your Coaching - Coaching In Your Own Image

The Toxic Coaching Trap Every Manager Falls Into that Sabotages Your Coaching ☠️ Coaching In Your Own Image. 🚨 “This worked for me.” 🚨 “This is what I would do, so you should too.” 🚨 “This is how I like to be managed/motivated/held accountable.” Coaching in your own image isn’t coaching - it’s projecting your perspective, ideas, and solutions to control the outcome, instead of having your team create the solutions or come to the revelation themselves. This a fast track to dependency, and eroded trust, engagement, coaching and performance. Great managers don’t guide/manipulate people to take on their agenda and answer, and try and control the conversation. They coach the individual, without judgement, by uncovering and respecting their unique goals, opinions, personal values, priorities, skills, challenges, personality, how they do things to achieve results, where they are in their life and career, and where they want to go, based on what they want, not you. So: ⚡Drop the ego. ⚡Stop assuming you know the answer and ask more questions to uncover the truth. ⚡Start uncovering their ideas first and what people really want and need. ⚡Don’t "should" on people. (A "Should" is the excrement of your agenda and makes people wrong 😕) Let them self-assess and arrive at their opinion on how to do things to build confidence and a growth mindset. Lead them, not your reflection. 🔥

May 6, 20251 hr 1 min

How Managers Navigate Their Team to Perform Through Fear and Uncertain Times

Overview - AI Generated Keith Rosen's Journey: Keith, with 35 years in sales and leadership, evolved from life coaching inspired by a newspaper article. He has coached in 76 countries, emphasizing support for leaders amidst uncertainty. AI Impact on Authenticity: Concern over AI-generated content overtaking human authenticity, with 56% of LinkedIn posts being AI-written. Technology can enhance efficiency but cannot replace essential human connections in leadership and sales. Shifting Leadership Focus: Pandemic highlighted the need for empathy in leadership; 92% of employees contemplate job changes, emphasizing a people-over-profit culture. Coaching should foster mindset development alongside skill enhancement—shifting from traditional metric focus. The pandemic has underscored the importance of empathy in leadership, prompting leaders to prioritize emotional intelligence and understanding in their interactions with employees. With 92% of employees considering job changes, organizations must cultivate a people-over-profit culture to retain talent and enhance employee satisfaction. Effective coaching should focus on developing a growth mindset in addition to enhancing skills, moving away from a sole emphasis on metrics and performance targets.

April 21, 20253 min

How Great Leaders Communicate, Connect and Coach Up to Their Boss to Enroll Them In Change

You walk into a meeting and before you finish your first sentence, you see the crossed arms. The raised brows. The silent resistance. You’re not in a conversation. You’re in a standoff. That's why the best leaders communicate differently. The Art of Enrollment is a practical, real-world guide to help you communicate in a way that gets people to lean in, not push back. It shows you how to move from explaining and convincing… to enrolling people in the bigger vision — so they take action not because they’re told to, but because they believe in it. Whether you’re resetting expectations, or building buy-in around a new direction, The Art of Enrollment gives you a step-by-step approach that removes the fear from confrontation and the tension from hard conversations.

December 19, 20242 min

New Book! The Seven Killer Sales Coaching Questions

Here's the link to download the book and audio version: https://keithrosen.com/seven-types-of-coaching-questions/ “I don’t know what questions to ask when I’m coaching,” is the most common challenge I hear. Sure, managers tell me they’re coaching their team by asking questions. However, not every question is the right question, and poor, leading and manipulative questions will lead to coaching failure, and the erosion of trust. The fact is, every manager struggles with coaching. That’s why I’ve condensed 32 years of real-world sales coaching experience into a 40 page, daily sales coaching playbook. This isn’t just another book on the methodology of coaching; it’s the final coaching resource you’ll ever need to help guide people to crafting their own success strategy so you don’t have to. It’s everything you need to know around asking the 7 types of questions that create breakthroughs and results, and when to ask them. The 7 Killer Sales Coaching Questions is your daily coaching playbook, providing you not only with WHAT questions to ask, but WHY you’re asking them so coaching becomes a normal part of your daily communication, regardless of the situation you’re in. Instead of a random list of questions, this book will help you simplify the coaching process, making you a powerful, influential communicator and leader. You’ll learn how to: Build trust and break through obstacles. Inspire positive change, self-accountability and action using the right questions. Close more sales faster than ever before. Get your time back. Create breakthroughs in results, attitude and performance using one question. Avoid self-serving, manipulative questions that erode trust, relationships, performance, and confidence. Coach skill-set, and mindset to ensure long term results.

November 26, 202457 min

How Great Sales Leaders Manage Difficult Conversations

How Great Sales Leaders Manage Difficult Conversations by Keith Rosen

November 10, 20244 min

How to Coach Your Manager

If you don't like the way you're being managed, it's your responsibility to tell your manager, “This is how I’d like to be managed and held accountable.” 🤯 Take charge of making the rules and how you want to be managed. Here's the Coaching Up talk track that will engage them to #maKEITHappen 🙂

November 5, 20243 min

The Role Of Human Connection In Sales

Your prospects and customers are human too, not just a sales quota. The most effective selling strategy that drives more sales and accelerates personal evolution is care and developing authentic, personal connections. Where is this step in your sales process? 🤭 When it comes to selling and coaching, who you are and how you show up is always more important than what you do. Here's how to make this transformation to master this "new step" in your sales process.