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How to Become a B2B Sales Rebel

Dale Dupree
Founder and CEO, The Sales Rebellion

Rebellion is about hope. Rebellions are built on that. They’re built on the idea of, “This could be better.”

What kind of legacies are we building? Are we just trying to sell something? And are we doing it in clever ways? Are we trying to impact people? Are we trying to change lives? Are we trying to literally change the landscape of sales and marketing? And if not, then why are we in it?

Episode Summary

Dale Dupree — podcaster, sales therapist, public speaker, author, and leader of the Sales Rebellion — joins Connor to talk about his personal struggles with depression, his adventures as the Copier Warrior, and his decision to help others craft their legacies and create their own sales legends. Learn more about the Sales Rebellion, the benefits of being less risk-averse, and why honesty is still the best policy.

Key Takeaways

  • The Sales Rebellion is an ecosystem for sellers. It’s a place to seek refuge, learn creative methodologies, and play with new, nontraditional sales concepts that can then naturally lead them to the success they desire. That success comes more from fulfillment and happiness than from meeting a quota.
  • Most businesses are still stuck on “traditional” sales concepts and techniques. Techniques that have been around longer than email — or blogs or social media — still make up 99% of the sales world’s toolkit, and we don’t use them effectively for today’s sales environment. Effective sales and marketing techniques tell your brand story and fit well within your customers’ stories and the legacies they’re creating.
  • No one wants to take risks in sales, but bold action works, and taking risks is more effective than staying safe within your comfort zone. It’s risky to say things like, “You don’t have to buy from me” or “I don’t really care if you buy from me, but tell me more — because it doesn’t make sense” or “I hear your objection, but what I really hear is you trying to get a cheaper price out of me.” It’s risky to be real with your customers, but telling the truth is better than trying to manipulate around pricing or artificially create a perception of value. Real value comes from building relationships, understanding your customer’s journey, and adding to it the way only you can.

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Watch the full interview below:

About Dale:

Dale Dupree is the leader of the Sales Rebellion, the Copier Warrior, and a presence in the B2B space for 14 years. In his own words, “I believe in people over products, community over commission checks, experiences instead of performing a pitch, and fellowship over negotiations.”

Follow Dale on LinkedIn here:

About Connor Dube:

Connor Dube is Sales & Marketing Director at Active Blogs, an industry leader in B2B social selling and content strategy, Co-Founder of the Mile High Mentors Podcast, and Founder of B2B Mentors. Building his first business at seven, he’s gone on to create multiple companies and supporting his clients approaches to adding multiple 8-figures to their sales pipeline with his innovative approach to Social Selling. As a current leader in sales and marketing strategy for complex industries, Connor’s been featured in top podcasts, resources, and stages, including MSU Denver’s current sales and marketing curriculum.

Connect with Connor on LinkedIn: or email him at

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