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24
Midnight
To Millions
24 Hours. 24 Experts. 0 Excuses.
Creative outbound so you can sell more and suck less
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Show Notes

In this session you get a practical playbook for creative outbound that snaps prospects out of autopilot. Dale Dupree shows how to design memorable touches, use in-person moments when possible, and send simple direct-mail pieces that spark curiosity and start real conversations.

You see the “Legendary Letter” concept and a later-stage “Lost Wallet” package that revive stalled deals without feeling gimmicky. When you cannot pop in, you still ship experiences and make it easy for prospects to choose a pickup location.

The core principle is to build experiences, not one-off transactions, so people remember you and reply.

Main Takeaways

  • Lead with an experience, not a pitch. Use curiosity hooks like a crumpled “don’t throw me away again” letter or a small desk trash can to earn attention and a smile, then guide the conversation with a simple next step.
  • Adapt the medium to the moment and pop in when you can. When you cannot, ship it. Offer two nearby pickup spots so prospects choose their preferred location, or they might share a better address on their own.
  • Learn how to build a multi-touch sequence of themed pieces rather than a single stunt. Rotate formats, personalize details, and stay patient so interest compounds and more deals convert.

Speakers

Dale Dupree
Dale Dupree
CEO
The Sales Rebellion
Scott Leese
Scott Leese
CEO
Scott Leese Consulting
Neil Weitzman
Neil Weitzman
CEO
weitzmanGTM

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How Midnight to Millions Was Created

Midnight to Millions was born from a shared mission: to unite the best minds in sales for something bigger than another webinar.

It’s the brainchild of five of the industry’s most respected thought leaders — Neil Weitzman, Scott Leese, Marcus Chan, Richard Harris, and Justin Jay Johnson — each bringing decades of real-world experience in building, leading, and training sales teams.

Together, they set out to create a 24-hour global experience that cuts through the noise and reignites what sales should be about: authentic conversations, practical strategy, and world-class community.