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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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Turning Cold Calls Into Consulting Contracts: 5 Essential Steps
11:59
11:59
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11:59
In this episode, Bill shares a live coaching session with one of his clients - a leadership consultant who landed his first cold outreach call after just one week of working a LinkedIn strategy. Bill breaks down the exact 5-step framework he uses to help consultants and service providers turn initial prospect calls into profitable engagements. This…
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Staying Relevant After 50: Sales Success in a Changing World
19:47
19:47
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19:47
Bill Caskey tackles a topic close to home - how sales professionals over 50 can maintain and even increase their relevance in a rapidly evolving marketplace. Drawing from personal experience and client success stories, Bill shares five critical strategies that seasoned professionals must adopt to thrive. Whether you're approaching 50, already there…
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Buyer Behavior Revolution: Why Exceptional Talent Gets Average Results
16:42
16:42
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16:42
Bill explores why talented sales professionals often achieve merely average results—and it has nothing to do with work ethic, integrity, or lack of skills. Bill delves into how dramatically buyer behavior has changed and what sales organizations must do to adapt. He reveals the first five crucial shifts in buyer behavior that are transforming the s…
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Everyday Leads: How to Generate New Opportunities Without Burning Out
16:24
16:24
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16:24
Bill introduces his concept of "Everyday Leads" - a framework for consistently generating new business opportunities through leverage rather than labor. He explains why traditional cold calling burns people out and introduces five key elements you need to implement an effective lead generation system: proper market positioning, clear external probl…
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The 2X Roadmap: 10 Habits of High-Performers (Part 2)
15:34
15:34
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15:34
In this follow-up episode, Bill completes his breakdown of the 10 strategies that can double your business growth. Building on last week's fundamentals, Bill reveals five additional habits that separate top performers from the rest. These insights come directly from Bill's observations of million-dollar performers. Whether you're a sales profession…
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The 2X Roadmap: 10 Habits of High-Performers (Part 1)
12:33
12:33
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12:33
In this episode, Bill shares the first five habits that separate top sales performers from the rest. Recorded from a live client session, Bill reveals key strategies that can help you double your business growth. These actionable strategies come directly from Bill's observations of high achievers in the field. Tune in next week for Part 2, where Bi…
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Tired of complicated storytelling advice with no practical framework? In this episode, Bill shares his straightforward O-O-O-E method for business storytelling that anyone can use right away. Learn how to craft compelling stories using three key observations followed by one powerful epiphany that resonates with potential clients. Bill illustrates t…
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Questions To Transform Your Sales Process
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12:59
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In this episode, Bill shares his proven method for starting new client engagements - a strategic 20-question assessment that identifies sales performance gaps and growth opportunities. Whether you're a VP of Sales, CEO, or frontline salesperson, these diagnostic questions help pinpoint exactly where your sales process needs improvement. Bill walks …
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In this episode, Bill Cakey shares 10 proven strategies that have helped his high-achieving clients (those earning $150K-$500K annually) double their revenue and increase their market impact. Bill walks through each strategy in detail, from crafting a compelling personal and corporate story to developing an economic philosophy that shifts conversat…
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The Modern Seller's Mindset: 5 Mental Shifts for Success
12:04
12:04
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12:04
In this episode, Bill shares five powerful mindset shifts that can transform your sales performance in today’s rapidly changing marketplace. Drawing from his exclusive monthly Insider group sessions, Bill reveals half of his coveted “10 Mindsets” framework that helps sales professionals, CEOs, and entrepreneurs excel at customer acquisition. He exp…
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In this episode, Bill challenges the traditional labor-dependent approach to sales growth and introduces his framework for building a sustainable sales engine. He explains why relying solely on personnel leads to inconsistent results, forecasting difficulties, and vulnerability to staffing changes. Instead, he presents a paradigm shift: “You don’t …
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Crafting Your Signature Story: A Framework for Authentic Connection
19:31
19:31
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In this episode, Bill shares a comprehensive framework for developing your signature story that resonates with prospects and customers. Through his own personal journey from struggling salesperson to successful sales coach, Bill breaks down the essential elements of compelling storytelling: situation, challenge, desire, decision, breakthrough, and …
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The Joy of Selling: 5 Ways to Remove the Struggle from Sales
17:22
17:22
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17:22
In this episode, Bill challenges the notion that selling has to be a struggle. Inspired by Stuart Wild’s philosophy, Bill shares five transformative principles that can make selling not just easier, but more fulfilling. From detaching from outcomes to mastering curiosity, he reveals how modern sales professionals can shift from the outdated “convin…
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In this conclusion to the Million Dollar Seller Roadmap series, Bill Caskey reveals the final three steps to truly maximize your revenue potential. Learn how to pour gasoline on your foundation and interaction strategies with these game-changing approaches: ✓ Landing Larger Accounts: Discover how to position yourself as a thought leader and create …
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In Part 2 of this powerful revenue-scaling series, Bill Caskey reveals the crucial interaction stage of the Million Dollar Selling Method. Building on the foundation from Part 1, discover the three key steps that will transform how you connect with prospects and convert opportunities: ✓ Pipeline Building: Learn why cold outreach isn't your only opt…
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Want to dramatically scale your revenue in 2025? In this first episode of our three-part series, Bill Caskey breaks down the crucial foundation stage of the Million Dollar Selling Method. Bill shares the first three steps to transforming your sales approach: ✓ Million Dollar Mindsets: Discover the game-changing perspective of detachment and unlock …
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In this forward-looking episode, Bill Caskey shares three essential strategies to enhance your business outcomes in 2025. He emphasizes the importance of authentic communication in an AI-dominated landscape while drawing from his book "12 Bold Moves." The key strategies include: developing a clear A-to-B roadmap to guide customers from their pain p…
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Stop Leaving Money on the Table: 3 Profit Amplifiers for Sales Teams
15:44
15:44
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15:44
In this episode, Bill Caskey reveals three powerful strategies to increase sales profitability without increasing workload. These profit amplifiers help sales professionals and business leaders leverage their existing assets more effectively. Key Points: Creating and following a 30-day action plan focused on key revenue-generating activities Design…
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Video, AI, and Beyond: Upgrading Your Sales Team's Toolkit
10:22
10:22
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10:22
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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The $15M Growth Blueprint Your Sales Team Needs
13:25
13:25
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13:25
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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Stop the Jargon: A Conversation with Content Expert Erik Deckers
18:05
18:05
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18:05
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 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 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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