confident sales woman walking up the stairs on her way to a meeting with clients where she is going to use the Challenger approach to drive the deal forward

The Challenger Sale Training

Transform how your team sells by equipping them to challenge customer thinking, disrupt the status quo, and deliver insight that drives action.

Program Overview

The Challenger Sale is a proven methodology designed to help sales teams win in complex, competitive environments by changing the way they engage customers. Instead of simply responding to needs or building relationships, Challenger equips sellers to lead with insight, reframe customer thinking, and create urgency for change. The Challenger training program is built on years of research and field testing. It equips sellers with the skills to deliver differentiated insights that disrupt the customer’s status quo, engage the right stakeholders early in the process, take control of the sales conversation without sacrificing trust, and scale commercial transformation across teams and functions.

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For Who

Sales Professionals

Sales Managers

Sales Leaders

Account Managers

Business Development

Service Professionals

Marketers

Sales Enablement

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Format

Blended Learning

Instructor-led

Virtual instructor-led

Digital Learning

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Duration

Single day and multi day VILT and ILT workshops. Digital learning, asynchronous learning, integrations

Why Challenger Matters

Today’s buying journey is long, complex, and crowded with information. Sellers who wait to respond to customer requests or focus only on building rapport often struggle to stand out.

Challenger addresses this challenge by enabling sellers to:

  • Teach customers something new about their business.
  • Tailor messages to the priorities of diverse stakeholders.
  • Take control of the process by guiding decisions, not reacting to them.

By challenging assumptions, sellers build credibility as trusted advisors while driving urgency to act.

The Challenger Framework

At the heart of the methodology is the Challenger Selling Framework, built on three core behaviors and supported by constructive tension:

  • Teach for Differentiation: Deliver insights that change customer thinking and create value beyond products and features.
  • Tailor for Relevance: Adapt messages to resonate with individual decision-makers and buying groups.
  • Take Control of the Sale: Lead with confidence, push back on delays, and guide stakeholders toward decisions.
  • Build Constructive Tension: Balance assertiveness with empathy to encourage customers to see new perspectives.
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Challenger Training Program Learning Objectives

Participants in Challenger training will learn to:

  • Lead with insight that reframes the customer’s perspective.
  • Create urgency by disrupting the status quo.
  • Tailor messages to different stakeholders in complex buying groups.
  • Build constructive tension to overcome indecision.
  • Take control of the sales conversation while maintaining customer trust.

Expected Business Impact

Organizations that adopt Challenger see measurable results, including:

  • Increased Win Rates and Deal Sizes: Sellers compete on insight and value, not price.
  • Accelerated Sales Cycles: Taking control of the conversation reduces stalls and delays.
  • Stronger Customer Relationships: Customers value sellers who help them think differently and make better decisions.
  • More Confident Sellers: Teams gain the skills and mindset to lead high-stakes conversations.
  • Organizational Alignment: Sales, marketing, and leadership adopt a shared commercial language and approach.
  • Proven Impact Across Industries: Challenger drives results in technology, financial services, manufacturing, healthcare, and more.

Connection to Richardson’s Portfolio

Richardson delivers Challenger training as part of a comprehensive commercial transformation approach. We offer the training as a stand-alone program or as part of an integrated solution

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FAQ: Challenger Sales Training

Q. What is The Challenger Sale?

A. It’s a sales methodology that equips sellers to lead with insights, reframe customer thinking, and create urgency for change in complex sales cycles.

Q. How is Challenger different from traditional sales training?

A. Unlike relationship-based approaches, Challenger focuses on teaching for differentiation, tailoring for relevance, and taking control of the sales conversation.

Q. Who should attend Challenger training?

A. Sales professionals, account executives, managers, and organizations seeking commercial transformation in competitive B2B environments.

Q. What outcomes can organizations expect?

A. Higher win rates, larger deal sizes, shorter cycles, stronger customer relationships, and alignment across sales and marketing.

Q. How is Challenger training delivered?

A. Through instructor-led, virtual, and blended formats.

confident sales woman walking up the stairs on her way to a meeting with clients where she is going to use the Challenger approach to drive the deal forward

About the Challenger Sale

Learn more about the Challenger sales approach and discover how this leading sales methodology is supercharged by Richardson.