On the first episode of the Winning the Challenger Sale podcast, hosts John Shea and Mike Randazzo talk all about negotiations - one of the aspects of the sales process that sellers are least confident in. Joined by guest Lauren Graves, Challenger's Head of Learning and Design, they discuss 'sizing the pie' versus 'protecting the pie', how Challengers deal w ... Show More
Feb 2024
#107: Mentoring the Next Generation of Successful Sales Leaders
The sales profession has evolved, but one thing has remained the same: the power and importance of mentorship. Where sales leaders once learned in person from each other in unstructured meetings — office banter, going to lunch, connecting at conferences or networking events — man ... Show More
40m 42s
Feb 2024
#106: Accelerating Pipeline with a Unified ABM Strategy
What does account-based marketing (ABM) look like in 2024? For most people, they talk about it as a platform, and not a strategy. When you embrace ABM as a critical part of your GTM strategy, you can break down internal barriers and bring marketing, sales and customer together to ... Show More
25m 1s
Jan 2024
#105: Balancing the Art and Science of Selling
For sellers, the past few years have shown that feast or famine, repeatable and dependable sales process wins every time. Kendra Tucker, CEO at Truckstop, joins Challenger CEO Andee Harris on this episode to talk about what she’s learned from her experience in private equity and ... Show More
32m 31s
Nov 2025
"Let's Talk Money" 5 Scenarios Sales Reps Struggle With
Send us Fan MailAre 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 ... Show More
17m 24s
Dec 2023
Cracking the Sales Code: Mastering the Psychology of Negotiation with Brian Will
In this podcast episode, John Golden from Sales POP Online Sales Magazine and Pipeline CRM, and Brian Will, a sales and management consulting expert, discuss the psychology of sales and negotiation. They emphasize the importance of authenticity, active listening, and asking the r ... Show More
20m 55s
Sep 2025
Stop Discounting - Closing Strategies with John Barrows
Send us Fan MailIn this episode, Bryan is joined by John Barrows to talk about the high-stakes final stage of the sales process, where deals are either won or lost. Together, they explore why so many sales teams stumble here, often resorting to last-minute discounts or high-press ... Show More
29m 40s
Oct 2025
How to negotiate with confidence (w/ Master Fixer Deepak Malhotra)
We’re constantly negotiating in our everyday lives—deciding where to go to dinner, haggling with sellers on Facebook Marketplace—but when it comes to higher-stakes conversations, clinching the deal can be daunting. In today’s episode, Frances calls on her colleague Deepak Malhotr ... Show More
30m 35s
Dec 2020
Playbook 3: Mastering negotiation
Every 10th episode, we tear down one topic. This is how to master negotiation.
FOUR ACTIONABLE TAKEAWAYS
Set expectations with the Upfront Contract - pricing should be determined after your discovery, not before
Price is based on internal (timeline, pain points) and external fact ... Show More
28m 23s