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Welcome to The Bill Caskey Podcast, the show for company leaders, sales managers, and salespeople who are looking to take their sales game to the next level. Join your host Bill Caskey, renowned sales coach and strategist, as he shares modern sales strategies and leadership tips that will help you grow your sales team and increase revenue for your business. Each week, Bill brings a variety of guest experts and shares real coaching scenarios from his work with sales teams, providing valuable ...
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The Advanced Selling Podcast

Bill Caskey and Bryan Neale: B2B Sales Trainers, Business Strategists and L

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Bill Caskey and Bryan Neale: B2B sales trainers for the past twenty years share their strategies, frameworks, tips and tricks to help you leverage your talent, grow your skills and create your own sales success. You'll discover how you can shift your mindset, win with prospects and build long-term relationships with your clients so you can thrive and advance in your career. Bill and Bryan's approach to sales is funny, often quirky and always real. Their work has allowed them to help sales pr ...
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Leadership coach, James Mayhew, explores what it takes to lead your company, your small businesses, your teams, and your home with humble confidence. James Mayhew partners with business leaders who want to build a culture that performs, inspires confidence in others, and serve with extraordinary excellence. Connect with James on LinkedIn https://www.linkedin.com/in/jamesrmayhew/ High Performance Workplace Culture Video Series https://www.youtube.com/watch?v=jBGgr... Website https://jamesmayh ...
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Are your sales team's skills stuck in the past? In this episode, Bill reveals four critical modern sales capabilities that many teams are missing out on. He breaks down why video production, digital writing/social selling, digital assets for the buyer journey, and AI implementation are no longer optional skills - they're essential for sales success…
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In part two of their three-part series on goal setting mastery, Bill and Bryan dive into the importance of creating a clear and vivid vision for your sales future. The guys discuss why many salespeople struggle with setting specific goals and share practical approaches to overcoming the fear of commitment in goal-setting. They emphasize the power o…
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In this first episode of a three-part series, Bill and Bryan explore the importance of honest self-assessment in sales performance. They discuss why facing your "brutal facts" - from income reality to process effectiveness - is crucial for growth. The guys share insights about evaluating lead sources, analyzing revenue distribution, and understandi…
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In this episode, Bill shares three powerful strategies that helped one of his client companies double their revenue from $15M to $30M. Bill breaks down the importance of map building (both company-wide and individual), message refinement, and conversion rate optimization. He explains why great plans should focus on inputs rather than outputs, how t…
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In this episode, Bill shares his personal insights on why many of us "play small" despite having massive potential. Bill opens up about his own struggles with imposter syndrome and reveals five practical strategies to break free from self-imposed limitations. From embracing your divine purpose to treating physical fitness as a business strategy, li…
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In this entertaining episode, Bill Caskey speaks with content marketing veteran Erik Deckers about the plague of corporate jargon in today's business world. Deckers, owner of a content marketing agency and longtime humor columnist, shares his insights on why phrases like "let's double click on that" and "value prop" are undermining clear communicat…
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In this entertaining episode, Bill Caskey speaks with content marketing veteran Erik Deckers about the plague of corporate jargon in today's business world. Deckers, owner of a content marketing agency and longtime humor columnist, shares his insights on why phrases like "let's double click on that" and "value prop" are undermining clear communicat…
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Bill challenges the conventional wisdom that sales training alone is the key to success. He introduces a multi-faceted approach to achieving excellence in sales, covering crucial areas often overlooked by traditional methods. From the importance of strategic planning and mindset mastery to understanding marketing principles and honing communication…
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In this solo episode, Bryan talks with empathy consultant Liesel Mertes about the transformative power of empathy in sales. Liesel shares how the loss of her daughter Mercy led her to help companies build empathetic cultures. They explore how empathy helps salespeople understand their customers beyond the immediate problem, creating deeper, more me…
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In this solo episode, Bryan is joined by special guest Will Barron to discuss the critical role of a well-defined, systematic sales process. They stress that true sales success comes from mastering fundamentals like booking meetings and communicating value, rather than relying on quick-fix tactics or gimmicks. Will highlights the importance of a re…
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In this episode, Bryan and Bill continue their conversation about the concept of authenticity in sales and the critical importance of "backstage" work. They explore how the unseen majority of a salesperson's efforts shapes their public persona and performance. The guys discuss the value of clearly defining an ideal customer profile and propose a fr…
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In this solo episode, Bryan is joined by Zinc Partners' Matt Wittlief to dive deep into the world of Customer Relationship Management systems, focusing on how salespeople and sales leaders can leverage CRM to drive better results. For many sales professionals, platforms like Salesforce are seen as glorified rolodexes and just another task on their …
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In this episode, Bill and Bryan discuss authenticity in sales. They explore the tension between being genuine and using learned sales tactics, questioning whether certain techniques compromise a salesperson's authenticity. The guys talk about the evolution of sales practices, the importance of unlearning outdated methods, and the need for salespeop…
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In this episode, Bill delves into the often misunderstood world of lead generation. He challenges traditional cold-calling methods and introduces a fresh perspective on building meaningful connections with prospects. Bill breaks down three crucial levels of connection: the Acquaintance Connection, the Contribution Connection, and the Shared Experie…
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In this solo episode, Bryan is joined by Andy Mork, owner of Mork Productions and BrandSlap. Bryan and Andy talk about the ongoing struggle salespeople face to capture buyers' attention and stay relevant. And while they agree that short form video is one of the best ways to do that, they also remind us that the key to creating good content is authe…
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In this episode, Bryan and Bill dive into the tricky topic of dealing with bad advice. Whether it comes from managers, family members, or even ourselves, not all advice is created equal. The guys discuss strategies for critically evaluating advice, emphasizing the importance of critical thinking in sales and business. They explore how to frame ques…
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In this episode, Bill explores the common tendencies that often hinder our personal and professional growth. Drawing from his extensive coaching experience, Bill identifies ten key behaviors that may be secretly sabotaging your success. From the fear of standing out to the habit of avoiding discomfort, he offers valuable insights on how to recogniz…
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In this episode, Bill and Bryan dive into the ever-present topic of change, both in sales and in life. They discuss how to approach shifts in your career, from minor territory redesigns to major life transitions. The guys offer valuable insights on reframing your mindset around change, getting ahead of industry trends, and finding your way into new…
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In this solo episode, Bryan is joined by Jon Barcellos, Head of Solutions at Postal. Bryan and Jon talk about how difficult it can be to get buyers' attention and consider strategies to help sellers stand out in a noisy world. They also discuss the one critical element you must employ as part of any gifting program. Want to meet Bryan and Jon in pe…
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