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Winning the Challenger Sale

Win the sales moments that matter, every day. Take a deep dive into the day-to-day skills and behaviors proven to win in complex selling and buying environments. Hosted by the team that brought you th... Read more

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Ranked #1

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#100: Can You Actually be Authentic at Work?

#100: Can You Actually be Authentic at Work?

In this special 100th episode of Winning The Challenger Sale podcast, we’re joined by Ramsey Jay, Jr., Principal at Rams... Read more

12 Dec 2023

30mins

Ranked #2

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#99: Orchestrating Success in Q4

#99: Orchestrating Success in Q4

What makes an efficient and successful modern selling machine? Customized, personalized tactics aligned directly to the ... Read more

28 Nov 2023

33mins

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Ranked #3

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#98: Closing Complex Deals in a Changing Economic Landscape

#98: Closing Complex Deals in a Changing Economic Landscape

What marks the difference between a prepared seller and an unprepared rep? Whichever one follows the fundamentals of sal... Read more

21 Nov 2023

28mins

Ranked #4

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#97: Tackling Q4: Sales Strategies from an NFL Pro Turned Sales Leader

#97: Tackling Q4: Sales Strategies from an NFL Pro Turned Sales Leader

Does AI hold the key to your end-of-year success? What are the effective ways that organizations are using it to drive r... Read more

14 Nov 2023

19mins

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Ranked #5

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#96: Seal the Deal with Customer-Centric Experiences

#96: Seal the Deal with Customer-Centric Experiences

What’s the key to creating end-of-year momentum? Creating the best buyer experience, prioritizing the right deals, and i... Read more

7 Nov 2023

27mins

Ranked #6

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#95: Customer Messaging that Seals the Deal

#95: Customer Messaging that Seals the Deal

Think of your sales pipeline as less like a funnel and more like a subway map — your sellers can take multiple routes to... Read more

31 Oct 2023

24mins

Ranked #7

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#94: Want Account Growth? Make Your Business Indispensable

#94: Want Account Growth? Make Your Business Indispensable

Today’s market is complex and unpredictable, but one thing is certain — retention matters more now than ever before. By ... Read more

24 Oct 2023

22mins

Ranked #8

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#93: From Lost to Loyalty: Navigating the Path to Account Growth

#93: From Lost to Loyalty: Navigating the Path to Account Growth

How can sales leaders become trusted advisors and overcome the challenges of an elongated sales process while accounting... Read more

17 Oct 2023

24mins

Ranked #9

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#92: B2B Growth in the Self-Serve Era

#92: B2B Growth in the Self-Serve Era

80% of your revenue comes from 20% of your customer base, and retaining those customers comes at a fraction of the price... Read more

10 Oct 2023

23mins

Ranked #10

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#91: Expand like You Land: Account Growth Strategies that Work

#91: Expand like You Land: Account Growth Strategies that Work

What’s the top predictor of customer loyalty? It’s not service. It’s not even a great product (although that doesn’t hur... Read more

3 Oct 2023

26mins

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