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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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What people want is a big outcome. And the only way you get a big outcome is to take a big swing and be bold. Welcome to The Content Cocktail Hour, the show hosted by The Juice’s Jonathan Gandolf and Clayton Stobbs that squeezes out the deepest secrets of modern B2B marketing professionals on pushing your brand to the forefront of the industry.
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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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In this episode, Bill unveils the 5 critical systems every business professional needs to implement for exponential growth and success. Whether you're a VP of sales, founder, CEO, or sales professional feeling stuck in the grind, Bill breaks down how to move beyond just "doing" to strategically growing your business. Learn about creating an effecti…
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"But that's a beautiful thing around a people-first approach. You build things with other people in a very public way, and that helps you do your marketing and sales in a more efficient way," says Mark Kilens from TACK. In this episode of The Content Cocktail Hour, we are joined by special guests Nick Bennett and Mark Kilens from TACK. Nick and Mar…
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In this solo episode, Bryan comes to you from Lonnie’s Reno Club at the Ambassador Hotel in Kansas City. Bryan and a live audience are joined by a longtime listener, Chad Waldo. Bryan and Chad reflect on their early careers in sales, from pressure to panic, and tell some personal stories that will likely resonate with anyone who’s ever been new to …
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"It isn't about using video, podcasts, or any other medium. It's about understanding what your audience is doing. Are they engaging with specific channels? If they're not, that could be an opportunity for you to stand out," says Ali Schwanke, Founder of Simple Strat. In this episode of The Content Cocktail Hour, we’re joined by the Founder of Simpl…
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"One of the most interesting and fun aspects we're focusing on is the word 'fun' itself. The idea that B2B brands can and should be more playful and exhibit their personality in their branding to catch consumers’ attention in a more meaningful way,” says David Kavanagh, Chief Marketing Officer at Jebbit. In this episode of The Content Cocktail Hour…
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In this episode, Bill and Bryan dive into the critical skill of sales diagnostics. Drawing insights from Bill's recent health experience, they explore how thorough "lab work" in sales can uncover compelling reasons for prospects to change. The guys discuss the importance of intention, assertiveness, and detachment in the sales process, emphasizing …
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In this episode, Bill Caskey challenges conventional wisdom by exposing seven common lies in the sales and business world. Bill offers fresh perspectives on achieving success without falling prey to outdated orthodoxies. He explores the importance of finding problems and possibilities, embracing digital strategies, and understanding the entire "kin…
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"We often talk about marketing as if we're addressing robots, using playbooks to tenfold our growth, stuck in the early 2000s mindset of click funnels. Too many people are still in that space,” says Luke Frazier, Chief Growth Officer at GOOD Agency. In this episode, we are joined by GOOD Agency’s Luke Frazier to discuss the authenticity of marketin…
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In this episode, Bill shares his personal story of a recent health scare that served as a wake-up call, prompting him to reevaluate his habits and behaviors. The guys delve into the importance of self-awareness, taking inventory of our actions, and the outcomes they produce. They discuss how easily we can fall into complacency, letting unproductive…
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In this insightful episode, Bill is joined by Lisa McLeod, president and founder of https://mcleodandmore.com, to discuss the transformative power of selling with a "noble purpose." Lisa explains how aligning your sales efforts with a deeper purpose of making a meaningful difference for your customers can dramatically increase your effectiveness, e…
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"So I believe the true purpose of content is twofold: it serves as both an act of philanthropy and a marketing strategy for brands,” says David Ebner, President of Content Workshop. In this episode, we’re joined by the one and only David Ebner, President of Content Workshop, to dive into the art and science of content marketing, covering everything…
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In this episode, Bill Caskey shares a personal and eye-opening experience he had recently involving a minor heart incident. He candidly discusses how, despite considering himself fit and healthy, he ignored warning signs and failed to take action on a previous heart scan that indicated moderate to high risk. Bill emphasizes the importance of gettin…
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“People are realizing now, with the higher level of scrutiny that they're facing, that they really have to be able to show the impact of what they're working on. And it's not just for the sake of reporting and saying it, but also because they all want to have an impact,” says Pranav Piyush, Co-Founder and CEO of Paramark. In this episode, Jonathan …
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In this episode, Bill and Bryan discuss the importance of actively building and maintaining your personal brand, even when you aren't actively looking for a new job. They emphasize how potential employers almost always review candidates' online presence, especially on LinkedIn, even before looking at resumes. They guys share strategies for optimizi…
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In this episode, Bill shares a powerful mindset shift to help you redefine your role in sales. Instead of seeing yourself as a traditional salesperson, Bill encourages you to embrace the role of a "guide" who leads prospects on a journey from their current state of pain or dissatisfaction to their desired outcome. He breaks down the key elements of…
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In this solo episode, Bryan talks about the characteristics of a great sales operating system, including a "duh" factor and seriously quick speed to value. He also teaches you how to use a BZSOS tool called CRM Clean-Up to help take some of the pressure off yourself - and get your CRM data so clean you can eat off of it Want to learn more about the…
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"Salespeople know a lot, and yet that knowledge gets impacted. It just sits dormant inside us. But if you're in sales today, you have stories, you have assets that are underused. Start using your damn assets." In this episode, we’re joined by Bill Caskey, President of Caskey Achievement Strategies, to stir the pot by challenging conventional sales …
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In this episode, Bill and Bryan Neale delve into the common resistance people face when trying to implement new approaches or strategies, particularly in the sales world. The guys discuss the underlying reasons for this reluctance, often rooted in fear, and how to overcome it. Drawing from personal experiences and insights, they provide practical t…
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Bill answers a listener question from Jason on how to go beyond just working harder to achieve greater success in his career and income. He provides a framework for envisioning bigger possibilities, including journaling about your ideal outcomes over an extended period, examining how your thinking may need to change to reach those possibilities, an…
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Please allow Bryan to introduce himself. In this solo episode, Bryan shares a little bit about his personal and professional life. You'll hear the backstory of his firm got such an interesting name. He also shares details about the evolution of the Blind Zebra Sales Operating System and explains the difference between a sales process and a sales op…
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"Content without consumption is just a massive waste. And I feel like often we build these big, robust content strategies and a big list of all these pieces of content we need to create, and we don’t optimize it to get consumed." In this episode, we’re joined by Demandbase’s CMO, Kelly Hopping to discuss the new era of ABM and the key ingredients t…
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In this episode, Bill and Bryan discuss what they see as the lost art of asking effective, insightful questions during sales discovery and qualification. Many salespeople rush through this stage by asking leading questions rather than using open-ended queries to genuinely understand the prospect's situation. The guys argue that failing to properly …
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In this solo episode, Bill shares a powerful strategy for having more effective and comfortable conversations about pricing, ROI, and the financial implications of your product or service. He explains why salespeople often struggle with money conversations and avoid bringing up pricing until the last minute. His key advice is to reframe the pricing…
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Bill is joined by Rabbi Daniel Lapin to discuss the general well-being of society and how individuals can focus on what truly matters despite external challenges. Rabbi Lapin offers insightful perspectives on the differences between those who work with ideas versus those who work with tangible things, and how this impacts one's connection to realit…
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"Over the past decade, marketing has become more of a finance position and less of a creative position. A lot of marketers, today, forget how to be creative,” says Greg Wise, Co-Founder and Chief Customer Officer at OneScreen.AI. In this episode, we’re raising our glasses with OneScreen.AI’s Greg Wise on The Content Cocktail Hour for a discussion o…
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