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

#583: What To Do When The Prospect Says, "Chill Out." 24.02.2020

Send us Fan Mail On this episode of The Advanced Selling Podcast, Bill and Bryan address an email from a listener who asks the question, "How do I handle it when my prospect says, 'We will be making a decision soon? Wait for our call.'" As with most questions like this, there are two elements to it, one is prevention and one is remedy. Bill and Bryan talk about both of these, b...

#582: When to Opt-out of a Deal 17.02.2020

Send us Fan Mail The guys are on the road this week on The Advanced Selling Podcast, so they decided to record a live episode on the way to the event.  They discuss the difficult decision to Opt-out of the deal. They give you the ways to handle the decision with the prospect and they give you some signs that it might be time to opt-out of your deal.  Would you like to visit the Deal Work Studio? W...

#581: There's What We See and What We Don't See 10.02.2020

Send us Fan Mail In this episode, Bill and Bryan deal with the concept of subtexts. This is the notion that there's always something going on underneath the surface and our ability to work that out might be one of the keys to our success in selling. This goes for our personal habits and attitudes, but it also goes back to prospect behavior and how we find out what the problems are that our pr...

#580: How We Plan the Curriculum for a Workshop 03.02.2020

Send us Fan Mail In this episode, Bill and Bryan talk through a workshop they're going to be doing in front of a sales team of Advanced Selling Podcast listeners in the next couple weeks.  They go through the kinds of problems that the customer is facing, which you might relate to as well. They also talk through how to get the group engaged, which they believe is vital any time you're in...

#579: Who's Selling Whom? 27.01.2020

Send us Fan Mail Is it really possible to create the conditions where your prospect is asking you to sell them? In this episode, Bill and Bryan give you the critical conditions that must be in place if you are to strike a balance between you selling your prospect and your prospect selling you. We find that it typically moves in the direction of you taking on the burden of selling, and that doesn&a...

#578: Amateur VS. Professional 20.01.2020

Send us Fan Mail What separates the amateur from the pro? In this episode, the guys go deep into the attributes that they see amateurs take with them to the market, and how that differs from the pro attributes. They discuss this in several different contexts; prospecting, managing the process, closing, and overall energy. As you listen to this episode, have a pencil and paper with you so that you...

#577: Are You Winging Your Sales Process? 13.01.2020

Send us Fan Mail In this episode, Bill Caskey and Bryan Neale kick the year off by talking about how to better button up your sales process so that your closing percentage goes sky high through the year! The guys give you a couple examples from different disciplines that use the same kinds of tools that we as salespeople should use in our day-to-day world. Learn more about Kronlogic and sign up fo...

#576: How Much Is Each of Your Sales Meetings Worth? 06.01.2020

Send us Fan Mail How much is each of your sales meetings worth? If you don't know, then you are missing out on some extremely valuable information. On this week's episode, Bill and Bryan interview co-founders of the sales lead & calendar automation tool, Kronologic. Learn more about Kronlogic and sign up for a free trial at https://www.kronologic.ai.  ================================...

#575: Sales and Achievement Lessons from 2019 16.12.2019

Send us Fan Mail In the final episode of 2019, Bill Caskey and Bryan Neale review the past year of lessons from their individual coaching and training and from responses they have received from Podcast listeners. The guys believe it’s always helpful to use this reflective time of year to see what you have learned and what lessons you can implement in 2020. The guys have a couple of things that you...

#574: Christmas Gifts Every Sales Person Should Ask For 09.12.2019

Send us Fan Mail In this holiday episode of The Advanced Selling Podcast, Bill Caskey and Bryan Neale outline 10 useful, practical, and maybe even comical gifts that you should ask for from your family for this holiday season. If you haven't finalized your Christmas list, you should definitely listen up! ========================================= Want to have Bill or Bryan at your next sales m...

#573: What Recording Your Sales Calls Can Do For You 02.12.2019

Send us Fan Mail In this episode of The Advanced Selling Podcast, Bill and Bryan interview Amit Bendov, the CEO and co-founder of Gong. Amit shares some of the lessons from the Gong Sales Enablement Tool that every salesperson should pay attention to. You can find out more about Gong and what they do on their LinkedIn page, https://www.linkedin.com/company/gong-io/ .  If you'd like to have Br...

ASP Live: Audience Q&A 18.11.2019

Send us Fan Mail This is Part 2 of a special LIVE Advanced Selling Podcast recording in Indianapolis Indiana.  On this episode, the guys take live questions from the audience and give them their best advice. They received some really good questions that you won't want to miss! ========================================= Want to have Bill or Bryan at your next sales meeting? Send us an email to...

ASP Live: Why Did I Win or Lose the Deal? 18.11.2019

Send us Fan Mail On this episode of The Advanced Selling Podcast, Bill and Bryan host a special LIVE recording in Indianapolis Indiana.  Have you ever wondered, why did I lose that deal I worked so hard to get? If so you're in luck! The guys give you a framework on how you can determine not only why you lost the deal, but why you you won a deal as well.  Also, Bill gives you his custom acrony...

#570: Our Two Favorite Success Hacks 11.11.2019

Send us Fan Mail On this episode of The Advanced Selling Podcast, Bill and Bryan each share one of their favorite sales success hacks and why it works. While they don't typically like the word hack, because they believe it dilutes the power and importance of being a professional, there is still something magical about a simple thing you can do that will get you better results. If you'd l...

#569: Do You Suffer From Success Anxiety? 04.11.2019

Send us Fan Mail No kidding. There really is such a thing as success anxiety, or fear of success. In this episode, Bill and Brian dig a little bit deeper than normal on what might really be happening. They share some personal stories of how it's affected them and how they see it impact their clients. If you feel like for the last few years you've had one foot on the accelerator and one f...

#568: The Future of Selling Skills 28.10.2019

Send us Fan Mail On this episode of The Advanced Selling Podcast, veteran sales trainers Bill Caskey and Bryan Neale discuss what the future will look like regarding selling skills.  The guys talk debate whether the skills used now in the sales process will be relevant in the future and they give you some ways to stay up to date with your skills.  If you are interested in bringing the guys in digi...

#567: Are You Dabbling in the Right Mindsets? 21.10.2019

Send us Fan Mail On this episode, Bill Caskey and Bryan Neale address something that they have seen plague sales teams and people over the years, adopting the right mindsets and actually going all in on them. The guys talk about what happens when you dabble and what happens when you can go all in and get truly committed to getting our heads on straight. If you are interested in bringing the guys i...

Bring Your Deal to the Deal Work Studio 17.10.2019

Send us Fan Mail On this bonus episode of The Advanced Selling Podcast, Bill and Bryan discuss the Deal Work Studio and how it can benefit your team.  What if you could get Bill and Bryan to work with you and your team to review the specific deals you are working on or about challenges your team struggles with? Well, now you can! It's called Deal Work Studio, and you can go to https://advance...

#566: Deal Work Mistakes 14.10.2019

Send us Fan Mail On this episode of The Advanced Selling Podcast, Bill Caskey and Bryan Neale continue their Deal Work series. The guys give you the six most common mistakes that sales team make when they do Deal Strategy Work internally. They also give you their solutions to this mistakes and how you can avoid them.  What if you could get Bill and Bryan to work with you and your team to review th...

#565: Why You Should be Doing Deal Work at All Times 07.10.2019

Send us Fan Mail In this episode of The Advanced Selling Podcast, Bill Caskey and Bryan Neale talk about the value of sales meetings where deal work is done. Bill and Bryan have both found that deal working is one of the most valuable components of any coaching or training program. The idea is taking deals that you're in the middle of, and that are not moving at the pace you'd like them...

Productivity, Accessibility and Success with David Meltzer 30.09.2019

Send us Fan Mail On this week's episode of The Advanced Selling Podcast, Bryan had the chance to sit down with is a best-selling author, award-winning humanitarian, and CEO of Sports 1 Marketing, David Meltzer.   David shares some great ideas on how salespeople can obtain happiness and success in their profession. He also gives some ways to think differently about success and productivity.  T...

#563: Getting a Fresh Start 23.09.2019

Send us Fan Mail On this episode of The Advanced Selling Podcast, Bill and Bryan take a CoVideo Mailbag question from Ted in the New England area. Ted has recently had the opportunity to move locations at his company, but he's starting completely over from scratch and wants to know the best way to approach the situation.  New Manager, new team, new territory and new set of customers. The guys...

#562: Are Your Unused Assets Holding you Back? 16.09.2019

Send us Fan Mail On this episode of The Advanced Selling Podcast, veteran sales trainers, Bill Caskey and Bryan Neale discuss the topic of underused or non-utilized assets by salespeople.  The guys give you a handful of categories to begin to evaluate yourself and help you determine what gifts you might have hiding away or skills you have that go unused. We are all multidimensional creatures with...

#561: You Lost the Deal But You Are Not a Loser 09.09.2019

Send us Fan Mail In this episode, sales trainers Bill Caskey and Bryan Neale address one of the biggest heartaches in professional selling, when you lose a deal you thought you had. All that work, all that preparation, all that emotional energy, and you've come up empty-handed. The guys give you some thoughts on ways to prevent that from ever happening again and what to do when a deal slips t...

Things a Sales Person Should Never Say 02.09.2019

Send us Fan Mail The guys are out for labor day but they still wanted to give you something valuable for this week. This is a replay of one of our most popular from 2018. Hope you enjoy! Veteran sales trainers Bill Caskey and Bryan Neale share with you phrases and jargon that should never be said in sales today. Most of these things serve to deposition you in the mind of the prospect, so that you...

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