Bill Caskey and Bryan Neale: B2B Sales Trainers

The Advanced Selling Podcast

Bill Caskey and Bryan Neale deliver practical, no-nonsense sales training through their signature blend of humor, real-world insights, and actionable frameworks. Each episode tackles the challenges you face daily: prospecting, overcoming buyer resistance, pricing strategies, cold calling, deal coaching, and building long-term client relationships. Whether you're a sales professional, manager, or leader, you'll discover how to shift your mindset, leverage your natural talents, and create sustainable sales success. From mastering sales communication and handling RFPs to understanding buyer psych...

Author

Bill Caskey and Bryan Neale: B2B Sales Trainers

Category

Business

Podcast website

advancedsellingpodcast.com

Latest episode

Jul 6, 2026

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Episodes

#735: Feeling the Pressure of Layoffs? 30.01.2023

Send us Fan Mail We are seeing it more and more in every news outlet. Are all the recent layoffs making you nervous, or are you safe?  In this episode, Bryan and Bill address the increasing amount of layoffs in most industries. They also give you some things you can do as a sales professional to try and ensure you don't get blindsided by a layoff.  Do you want to get our "Insider Secrets...

#734: Rethinking Your Resolutions 23.01.2023

Send us Fan Mail It's about that time in January when most people fail at accomplishing their New Year's resolutions. In this episode, Bryan and Bill discuss rethinking your resolutions and creating more meaningful goals.  If you've failed, don't worry; you're not alone. And hopefully, this episode will help you create better resolutions you can accomplish! Do you want to...

#733: Is the Selling Game Rigged? 16.01.2023

Send us Fan Mail Welcome back ASP listeners! We are so excited to be back and recording for 2023.  In this episode, Bill and Bryan discuss whether they believe the selling game is rigged against the salesperson. This answer can vary depending on who you ask.  The guys have an interesting take that you won't want to miss.  Do you want to get our "Insider Secrets?" Go to http://advanc...

#732: How Ready Are You? 19.12.2022

Send us Fan Mail As we connect with new prospects or work on new deals, have you ever asked yourself, "how ready am I to meet with them?" As a sales professional, one important thing to do is assess your comfort level when meeting with decision-makers at different levels. In this episode, Bill and Bryan will help you mentally prepare yourself and hopefully increase your readiness! Do you...

#731: Is Fear Holding You Back? 12.12.2022

Send us Fan Mail In this episode, the guys discuss a diagram that Bill recently created. He argues that everyone falls into one of three categories. Where do you fall in this diagram? Is fear holding you back from reaching the next rung?  Listen now to find out how you can take the leap and overcome your fear! Do you want to get our "Insider Secrets?" Go to http://advancedsellingpodcast....

#730: Selling to Millennial Buyers 05.12.2022

Send us Fan Mail In this episode, Bill and Bryan take a listener question from the LinkedIn Group.  The question is on selling to millennial b2b buyers and how they handle the buying process differently than generations before. The guys give some personal experience they've had with millenial buyers. They also give some tips on how to update your approach to become more modern. Do you want to...

#729: Finding Your Motivation 28.11.2022

Send us Fan Mail During this time of year, it can be easy to lose motivation. Not to mention other not-so-positive things going on around us, they can compound that feeling. But we don't think you should give in.  In this episode, Bill and Bryan give you some practices that you can do to find your motivation and start next year strong.    Do you want to get our "Insider Secrets?" Go...

#728: Bill's Mystery Topic 21.11.2022

Send us Fan Mail In this episode of the Advanced Selling Podcast, Bill gives Bryan a mystery topic, and he has no clue what's coming. The topic is based on an idea that Bill heard recently, "as a salesperson, what would you do if you couldn't make outbound calls?" Tune in now to find out what Bryan comes up with!  Do you want to get our "Insider Secrets?" Go to http:/...

#727: How Can We Plan Differently? 14.11.2022

Send us Fan Mail Well, the time is now to start planning out your 2023 Business Plan. Will you keep doing the same thing over and over? In that last episode, we discussed how to rethink your thinking. In this episode, we'll talk about how to rethink your planning.  We want 2023 to be a banner year for your business. But that's going to require a completely different plan than before. We&...

#726: Thinking About Your Thinking 07.11.2022

Send us Fan Mail As we approach the end of the year, we all start to think about how we want to plan out the following year. But before you go plan it out, we think there are things you need to work out.  In this episode, Bill and Bryan discuss what needs to happen before creating your 2023 Business Plan. They take you through a process of reflection so you can get in the right headspace to create...

#725: The Gremlins of Sales 31.10.2022

Send us Fan Mail In this Halloween episode of The Advanced Selling Podcast, Bill and Bryan discuss the gremlins of sales! These are things that can throw us off or get in our way from doing what needs to be done in the sales process.  Join us to find out how you can vanquish these gremlins for good!  Do you want to get our "Insider Secrets?" Go to http://advancedsellingpodcast.com/inside...

#724: Can Preparation Get in the Way? 24.10.2022

Send us Fan Mail How prepared should you be for a meeting or event? And, can preparation actually hinder a deal? In this episode Bill plays a clip from a podcast he recently listened to where they redefine the meaning of preparation. They guys discuss their thoughts on how prepared you should be prior to a call.  Do you want to get our "Insider Secrets?" Go to http://advancedsellingpodca...

#723: Is It Too Late to Meet Your Year-End Goals? 17.10.2022

Send us Fan Mail As we approach the end of October, do you think it's too late to meet your year-end goals?  In this episode, Bill and Bryan give you their thoughts on selling in Q4 and whether they think it's too late.  They also give you some ways you can still prospect as the year-end approaches without sounding needy and desperate.  ================================= The Insider progr...

#722: Bill & Bryan's Toolbox 10.10.2022

Send us Fan Mail Ever wonder what Bill is currently reading? Or, maybe what tech Bryan is using to communicate with his clients? Well, this is the episode for you! In this episode, the guys give you their list of favorite tools, tech, reading, and resources that you can use to succeed. ================================= The Insider program is open for enrollment. If you have not checked out our ver...

#721: Will You Outperform Yourself in 2023? 03.10.2022

Send us Fan Mail As the 2022 year-end is approaching, have you started to prepare for the next year of business? Maybe you're starting to think about how to make the next year even better than this one.  In this episode, Bill and Bryan give you some ways you can start to prepare to outperform yourself in 2023.  They also give you some ways to avoid underperforming yourself as well.  If you&ap...

#720: Are Big Deals Unique? 26.09.2022

Send us Fan Mail Do you suffer from "Bigdealitis?" Where you get really attached to a big deal, and your normal sales process goes out the window. In this episode, Bill and Bryan break down some of the elements of a large-size deal, and they discuss how it might be different from a normal deal. They'll give you some ways you can keep focused if a big deal comes along and maybe just...

#719: The Importance of Inspection 19.09.2022

Send us Fan Mail Are you inspecting your deals after they are done?  We get it, your first instinct when you hear this topic is probably, No, thank you!  But, in this episode, the guys give you the reasons why you should be inspecting your deals at a deep level. You might just find the areas that are most underdeveloped and, in turn, close more deals.  ================================= The Insider...

#718: How To Become Your Self-Coach 12.09.2022

Send us Fan Mail Let's face it, most of our time is spent alone, but that doesn't mean we can't grow on our own.  In this episode of The Advanced Selling Podcast, Bill and Bryan discuss self-coaching. They also give you some strategies on how you can reflect on your performance and improve without outside help.  ================================= The Insider program is open for enrol...

#717: Are Your Expectations Realistic? 05.09.2022

Send us Fan Mail In this episode, Bill and Bryan discuss where your expectations fit in your current situation.  When things are going great, it's easy to set your expectations extremely high. But what about when things aren't going so well? That's when expectations can become unrealistic.  The guys give you some ways you can get your expectations back in check. ====================...

#716: What Does Your Sales Culture Look Like? 29.08.2022

Send us Fan Mail In this episode, Bill and Bryan discuss Sales Culture. They share some of the better cultures that they've experienced as well as some bad ones they've seen. They'll challenge you to ask the question, "how am I contributing to our team's culture?" If you're not contributing in a positive way, how can you change that? They'll also give you so...

#715: Are We Ever Done Growing? 22.08.2022

Send us Fan Mail In this episode, Bill and Bryan challenge you to self-reflect to see if you're still pushing yourself to grow.  Have you become complacent or are you open to learning new skills and techniques?  The guys give you some ways you can get back into growth mode and how to look at learning in a new light.  ================================= The Insider program is open for enrollment...

#714: Finding Your Inspiration 15.08.2022

Send us Fan Mail In this episode, Bill and Bryan revisit the poll that they discussed in the last episode. They decide to take the third response and devote an entire episode, all about inspiration.  Over the last couple of years with the pandemic and the impending recession, it can easy to lack inspiration.  The guys give you some ways you can look at your life in a different way and draw the ins...

#713: Your LinkedIn Poll Results 08.08.2022

Send us Fan Mail In this episode of The Advanced Selling Podcast, Bill and Bryan share the results they received from a recent poll they ran in the ASP LinkedIn group.  The question was, "As you look to last half of '22, what is the ONE THING that you want help with?"  They discuss not having enough leads, sales processes that last too long, and they will be devoting an entire episo...

#712: Are We In a Recession? 01.08.2022

Send us Fan Mail In this episode of The Advanced Selling Podcast, Bill and Bryan discuss whether they think we are on the verge of a recession and what it could mean for your business.  Most businesses have been in steady growth mode for over a decade now but things might not be looking so great in the next year or so.  The guys talk through how to handle the impact and Bill even challenges you to...

#711: Our List of Gurus 25.07.2022

Send us Fan Mail In this episode of the Advanced Selling Podcast, Bill and Bryan share their list of gurus that they personally follow.  Whether you're looking for inspiration, advice, or just needing to reset, having a guru to follow can be incredibly useful. ================================= The Insider program is open for enrollment. If you have not checked out our version of a small learn...

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