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

#418: SEO for Salespeople - John Jantsch 19.09.2016

Send us Fan Mail Are you intimidated by the idea of Search Engine Optimization (SEO)? Are you looking for ways to make SEO more of a key part of your sales process? In today's episode, veteran sales trainers Bill Caskey and Bryan Neale talk with a longtime friend of the show, John Jantsch. John’s new book, SEO for Growth, is already helping make the principles of SEO accessible for everyone,...

#417: How to Not Annoy Your Prospects - Michael Reynolds 12.09.2016

Send us Fan Mail Picture it: You walk into a prospect’s office, exchange introductions and say, “So tell me about your business?” The prospect looks at you, sighs and begins to tell you the same biographical information they’ve shared with every other salesperson who has walked through their door. Has this happened to you?   In today's episode, veteran sales trainers Bill Caskey and Bryan Nea...

#416: Bloody Knuckle Cold Calling 05.09.2016

Send us Fan Mail Are you in a cold-calling business?   In this episode, veteran sales trainers Bill Caskey and Bryan Neale field a question from Blake in Texas that we know many listeners find challenging.   How do you engage with a prospect when you’re knocking on their door?   What can you do to soften the immediate feeling they have to tell you to go away?   In today's episode of The Advan...

#415: Email as a Prospecting Tool 29.08.2016

Send us Fan Mail Are you using email as a prospecting technique and struggling to get responses?   In this episode, veteran sales trainers Bill Caskey and Bryan Neale take on the topic so many salespeople were never taught: how to write words that compel your reader to take action.   How are you crafting emails to the C-Suite?   Are you going out on a limb to reach out to people you don’t know?  ...

#414: Elements of a Good Plan 25.08.2016

Send us Fan Mail It's that time of the year again! We are closing in on the final half of 2016 and it's this time that gets us thinking about next year and our goals. In this episode, veteran sales trainers Bill Caskey and Bryan Neale discuss elements of a good sales or project plan and how you should look at anything you do as a project. Are you tired of the old "SMART" Goal p...

#413: Mailbag Monday - Listener Questions 22.08.2016

Send us Fan Mail Have you ever struggled to figure out the right attire for a new prospect meeting? In today's episode, veteran sales trainers Bill Caskey and Bryan Neale take two listener questions for this Mailbag Monday.  Are you wondering how to get reacquainted with customers or prospects you haven’t talked to in a long time?   Are you looking for tips to know if you’re dressed appropria...

#412: Sales Lessons from the Olympics 18.08.2016

Send us Fan Mail Are you staying up late every night mesmerized by the Olympics?   In this episode, veteran sales trainers Bill Caskey and Bryan Neale look to lessons sales people can learn from athletes competing at the top of their game.   How do you prepare yourself when something doesn’t go as planned in a sales call?   How can you detach from things around you that you can’t control? In today...

#411: Inner Game Tips from a PGA Golfer 15.08.2016

Send us Fan Mail What do golf pros know about sales training? You may be surprised by the overlaps in inner game principles.   In this episode, veteran sales trainers Bill Caskey and Bryan Neale reflect on Donald Miller’s Storybrand podcast and an interview with Ben Crane, a PGA golf pro. Do you struggle to avoid your subconscious taking over your inner game?   Are you practicing reps to help get...

#410: Sales Pressure - Aspirational or Desperate? 11.08.2016

Send us Fan Mail Are you feeling sales pressure? (Don’t worry, you’re not alone.)   In this episode, veteran sales trainers Bill Caskey and Bryan Neale help managers and salespeople identify the differences between aspirational and desperate pressure.   Are you stressed about sales and struggling to think objectively about your pipeline?   Are you looking at the long term view or just short term w...

#409: Thoughts from a Longtime Listener 08.08.2016

Send us Fan Mail Have you wondered what it’s like to be a fly on the wall of a recording session at The Advanced Selling Podcast? In today's episode, veteran sales trainers Bill Caskey and Bryan Neale are joined by a loyal listener who jumps into the conversation during a visit to the studio. Are you a naturally curious person?   Are you looking for ways to keep growing your sales skills afte...

#408: Helpful Hints for Email Excellence 04.08.2016

Send us Fan Mail Have you gotten stuck in a back-and-forth email chain with a prospect that didn’t end well?   In this episode, veteran sales trainers Bill Caskey and Bryan Neale dissect an actual listener email and break down what worked (and didn’t work) in his exchange with a potential customer.   Are you reading your emails out loud before sending to check your tone?   Are you out of balance w...

#407: Sales Managers: Coaching After the Ride Along 01.08.2016

Send us Fan Mail Calling all Sales Managers: there’s an art to coaching your team after the ride along. In this episode, veteran sales trainers Bill Caskey and Bryan Neale talk to Sales Managers with tips (and things not to do) when coaching after a ride along experience. This episode isn’t about the ride along itself— it’s about what happens when you get back in the car.   What makes a really goo...

#406: Stir Your Sales Funnel 28.07.2016

Send us Fan Mail Is your sales funnel getting stale? Are you stuck in the rut of closed-loop prospecting?   In this episode, veteran sales trainers Bill Caskey and Bryan Neale share tips and techniques for stirring up your sales funnel to get better movement and momentum.   Are you using a ranking system to know which prospects deserve more focus and attention?   Are you activating opportunities y...

#405: Methods for Sales Practice 25.07.2016

Send us Fan Mail Pro athletes, musicians and artists practice their craft daily. Do you practice your sales skills daily to get to the top of your game?   In this episode, veteran sales trainers Bill Caskey and Bryan Neale give you six practical ways you can practice your sales techniques and hone your skills. Will you step up to the 10 Day Challenge? Are you part of a Power Triad?   In today&apos...

#404: Guaranteed Sales Success 21.07.2016

Send us Fan Mail What if you could practically guarantee your success in sales? Would you do what it takes?   In this episode, veteran sales trainers Bill Caskey and Bryan Neale give you insight into the characteristics of a successful salesperson.   Do you have your goals written down?   Are you willing to stay a few more minutes and make one more call at the end of the day? In today's episo...

#403: Mid-Year Prospecting Checklist 18.07.2016

Send us Fan Mail Are you feeling a mid-year sales slump?   Are you looking for ways to modify your prospecting techniques for Q3-Q4?   In this episode, veteran sales trainers Bill Caskey and Bryan Neale give you an assessment to grade your prospecting behaviors in the first half of the year.   Are you using a true referral system to generate leads? Do you employ behavioral KPI’s (and stick to them...

#402: Commission Detachment 14.07.2016

Send us Fan Mail Do you feel like you have to win every deal?  In this episode, veteran sales trainers Bill Caskey and Bryan Neale explore a listener question from Lauren in St. Louis.   Are you (or people on your team) motivated most by money?   Do you have an unhealthy balance between your base salary and commission structure?  In today's episode of The Advanced Selling Podcast, Bill and Br...

#401: Talking Economics Doesn't Have To Be Scary 11.07.2016

Send us Fan Mail Do you have trouble talking about money with your prospects?   Does “budget” feel like a dirty word? In this episode of The Advanced Selling Podcast, veteran sales trainers Bill Caskey and Bryan Neale take on the tough topic of “Economics.”  Using a real scenario from one of Bill’s client sessions, they will walk you through steps to help make the money conversations less intimida...

#400: Managing Millennials in Sales - Lindsay Boccardo 07.07.2016

Send us Fan Mail Are you managing a team that includes Millennials?   In the second part of our series on Millennials, veteran sales trainers Bill Caskey and Bryan Neale bring back Millennial coach and expert Lindsay Boccardo to talk with managers about how to maximize the value Millennials can bring to your team.   Are you giving them feedback more than once every six months?   Are you asking dee...

#363: Margin: Secrets of the Pros 04.07.2016

Send us Fan Mail Have you noticed that some sales people just seem like they “get it” more than others?  In today’s episode, veteran sales trainers Bill Caskey and Bryan Neale explore what the top 5% do that make them stand out and have greater success than their peers. What are they doing differently than everyone else? Why are people afraid to ask those at the top for their advice? In this episo...

#399: Millennial Salespeople - Lindsay Boccardo 30.06.2016

Send us Fan Mail Were you born after 1982?   Do you work with people who were? In this two-part series, veteran sales trainers Bill Caskey and Bryan Neale take on a topic that’s being talked about around the world— Millennials and their impact on today's workforce. They talk with Millennial coach and expert Lindsay Boccardo about ways sales people and their managers can work better together t...

#398: Account Management Strategies 27.06.2016

Send us Fan Mail Can account management and the principle of detachment work together? The very nature of the word “retention” may make you feel like you can’t be detached from your clients. In this episode, veteran sales trainers Bill Caskey and Bryan Neale dive into the world of account management to give you strategies to increase your success in managing accounts.   Do you walk the halls and g...

#397: Writing Sales/Marketing Emails 23.06.2016

Send us Fan Mail Are you writing your own marketing/sales emails?   In this episode, veteran sales trainers Bill Caskey and Bryan Neale explore a listener question that everyone needs to hear.   Do you write emails to your prospects and struggle to make them feel personal?   Are you sending something of value to people when they connect with you on LinkedIn?   In today's episode of The Advanc...

#396: Attributes of High Performing Sales People 20.06.2016

Send us Fan Mail What are the attributes of a high performing sales person?   In this episode, veteran sales trainers Bill Caskey and Bryan Neale talk about developing a personal ethos that involves continuous self improvement. To what degree do you carry a commitment to bettering yourself? When things don’t go your way, do you look inward first or look around you to assess what others did wrong?...

#395: Mailbag Mash-up: Thursday Edition 16.06.2016

Send us Fan Mail Is youth helpful or harmful for salespeople?   How can you best control your pieces of the sales process and let go of the rest?  In this episode, veteran sales trainers Bill Caskey and Bryan Neale take two mailbag questions from listeners— Ty in Texas and Shawn in Wisconsin.   Are you looking for ways to position yourself as an expert even when you’re young in age or new to your...

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