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Nov 2025
17m 24s

"Let's Talk Money" 5 Scenarios Sales Rep...

Bill Caskey and Bryan Neale: B2B Sales Trainers
About this episode
Send us Fan Mail Are you uncomfortable talking about money with prospects? You're not alone. In this episode, Bill and Bryan tackle one of the biggest challenges sales professionals face: bringing up price, cost, and economic conversations without the anxiety and uncertainty that usually comes with it. Whether you're dealing with technology sales, competiti ... Show More
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Aug 31
How to Sell Something the Market Isn't Ready For
Send us Fan MailGot something genuinely new to sell — and buyers keep lumping it in with every other "revolutionary" pitch they've heard this month? This one's for you.Bill and Bryan work through a real scenario: a friend building software that could transform hospital billing, b ... Show More
20m 24s
Aug 24
It's Not a Skill Problem, It's an Identity Problem
Send us Fan MailWhy 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. Bill Caskey and Bryan Neale break down why sellers resist doing new things, even when they know exactly what it's costing t ... Show More
23m 6s
Aug 10
Stop Blaming Price: Positioning Is Your Problem
Send us Fan MailYou 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-you choice.Bill and Bryan dig into a claim that gets argued in every sales meeting: is price really the reason deals slip away, ... Show More
16m 7s
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