The Advanced Selling Podcast artwork

Marketing · Bill Caskey and Bryan Neale: B2B Sales Trainers

The Advanced Selling Podcast

by Bill Caskey and Bryan Neale: B2B Sales Trainers

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 psychology and effective positioning, Bill and Bryan cover everything that actually works in modern B2B sales.

Chart trend

Position in the Marketing chart (US), last 90 days.

#14
all-time peak
582
days in the top 50 since Nov 2024

Latest episodes

Showing 20 · updated from the feed

How to Sell Something the Market Isn't Ready For

Send us Fan Mail Got something genuinely new to sell — and buyers keep lumping it in with every other "revolutionary" pitch they've heard this month? This one'

Aug 31
20 min

It's Not a Skill Problem, It's an Identity Problem

Send us Fan Mail Why do good sellers freeze up the second a conversation moves from a director-level buyer to the CFO? It's not a skills gap — it's identity. B

Aug 24
23 min

Stop Blaming Price: Positioning Is Your Problem

Send us Fan Mail You didn't lose that deal on price. You lost it because your positioning wasn't strong enough to make you the obvious, can't-do-without-y

Aug 10
16 min

Lessons We've Learned From Those We've Lost

Send us Fan Mail Every person you've worked with has a story you probably never asked about — and sometimes you don't find out until it's too late. In Pa

Aug 3
17 min

The People Who Taught Us Everything We Know About Sales

Send us Fan Mail Twenty years in this business means running into a lot of characters. This week Bill and Bryan riff on the people — bosses, clients, gatekeepers, barist

Jul 27
16 min

Self-Scouting: The Mid-Year Sales Review Most Reps Skip

Send us Fan Mail You're six months into the year. Do you actually know what's working in your sales process — and what you quietly stopped doing back in Februa

Jul 6
16 min

Say This, Not That: Why Precise Language in Sales Closes More Deals

Send us Fan Mail Imprecise language is quietly sabotaging your sales process — and most sellers don't even notice it happening. This week, Bill and Bryan dig into t

Jun 29
20 min

Patterns of Limitation: Part 2

Send us Fan Mail Bill and Bryan continue their series on the hidden patterns that quietly cap sales performance. Building on last episode's conversation about "drif

Jun 22
13 min

Patterns That Are Holding You Back

Send us Fan Mail Bill and Bryan dig into what they call "patterns of limitation" — the ingrained habits and mindsets that quietly cap your sales growth, often disguised

Jun 15
19 min

Why Your Spiritual Foundation Is Your Biggest Sales Asset

Send us Fan Mail Bill goes somewhere different today — and that's intentional. In this solo episode, Bill Caskey shares the first six of twelve core sales principl

Jun 8
17 min

7 Lies About Sales Success

Send us Fan Mail What if the beliefs driving your sales career are built on a foundation of lies? In this solo episode, Bill Caskey breaks down seven deeply normalized

Jun 1
15 min

How to Become the Obvious Choice (Part 2)

Send us Fan Mail Bill Caskey and Bryan Neale continue their series on how to become the Obvious Choice for your prospects and customers — not by closing harder, but by s

May 26
19 min

Becoming the Obvious Choice (Part 1)

Send us Fan Mail How do you become the vendor your customers never even think to replace? In Part 1 of this short series, Bill and Bryan break down what it actually take

May 19
21 min

The Fear Factor in Sales

Send us Fan Mail Fear shows up at every stage of a sales career — first calls, big promotions, major presentations, and yes, posting on LinkedIn.  In this episode, Bill

May 11
21 min

The Simple Shift That Changes Every Sales Conversation

Send us Fan Mail Are you walking into sales calls without getting clear on the actual problem you're solving?  In this episode, Bill and Bryan dig into one of the

May 4
19 min

Why Your Calendar Is Killing Your Pipeline

Send us Fan Mail What's the #1 problem facing salespeople and customer acquisition professionals right now? Bill and Bryan each share their answer — and while they

Apr 27
19 min

Stop Being Selfish: The Sales Habit That Pays Off Later

Send us Fan Mail Bill and Bryan are back from spring break with a powerful lesson about the long game in sales.  Inspired by a 35-year-old charity event that grew into

Apr 20
15 min

Why Prospects Stop Trusting You (And How to Fix It)

Send us Fan Mail Trust is the missing ingredient in most failed deals — and the old methods of building it (the hearty handshake, the enthusiastic follow-up email) no lo

Apr 9
5 min

The Identity Shift: From Labor to Leverage

Send us Fan Mail In this solo episode, Bill Caskey continues his series on the Sales Identity Crisis — specifically, the shift from being a laborer to becoming a leverag

Apr 2
4 min

Stop Hiding. Create Space to Be Excellent.

Send us Fan Mail Most salespeople wait for opportunity to come to them. Bill and Bryan flip that script. In this episode, they explore what it means to create a "space

Mar 30
13 min

Chart positions

Where The Advanced Selling Podcast ranks today in each Apple Podcasts chart (US, Sep 6, 2026).

#49 ▼ 4 Marketing US

What listeners say

A curated, balanced selection of Apple Podcasts reviews.

Bill Caskey and Bryan Neale consistently provide insightful discussions on modern sales challenges. Their blend of humor and expertise makes complex topics accessible and actionable. Highly recommend for continuous sales growth.-Andrew Barbuto, Author of Top Sales Producer

Andrew Barbuto · Feb 2025

These are two guys you know and can sit in a bar, drink beer, and talk (sales) shop with. They choose topics that are simple and relevant and are not tied to how great they think they are or books they’ve written.

Tony G1968 · May 2023

I recently listened to the episode with Mark Hunter and he had some great insights into growing your sales systems and to maximize function efficiencies. ‘Stay focused, stay consistent’ is a really great mantra and as a small business owner, forecasting revenue and developing our sales pitches and systems is top of mind in order to expand my business and be as efficient as possible. This episode gave me ideas on how to implement some of the best practices mentioned. Bill and Bryan did a great job personalizing Mark’s experiences and expertise as a leader to be applicable for your listeners - a true testament to their hosting.

Alex425xyz · Nov 2021

I’ve been on and off listening to this podcast for years. Still one of the best for every stage of your career. Starting out, I learned several habits, tips, and tricks to help. Now, as I revisit the podcast, I’m reminded of the fundamentals and simple things that we tend to forget. Thanks for remaining consistent!

Thomas Sayle · Oct 2018

75% side conversation. 25% content. If we stripped out the side conversation, this might be a meaningful podcast. I’m just not willing to sit through the meaningless stuff to get to the content.

Ninja Master69 · Dec 2019

I enjoy the topics as a refresher or perhaps even a new perspective on age old sales tactics, but they spend 6+ minutes every episode of rambling/giggling about a "hilarious" event that happened to them that week. Followed by loads of commercials. Being in sales myself, I listen while I drive. I found myself having to fast forward for 7 minutes to get to the topic, which only lasts 7 minutes. Please....just get to the point!!!

LindsMart · Jul 2017

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Here you find the Apple Podcasts chart positions of The Advanced Selling Podcast, its latest episodes to listen to directly, and reviews from listeners. Rankings are updated daily for the United States.

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