158: The Email That Cost Him His Job… and Built His Business with Jeff Wenberg

Guest: Jeff Wenberg, Founder of Offer Evolution

Episode Summary

What happens when a single email gets you fired — and completely reroutes your life?

In this powerful conversation, Jeff Wenberg shares how a mis-sent email became the catalyst for entrepreneurship, leading him from temp jobs to building offers, enrollment stories, and messaging frameworks that convert cold audiences.

With experience leading marketing at companies like Leadpages, Zipify Apps, and Sales Message, Jeff breaks down why most offers don’t sell — and why the issue usually isn’t the funnel, the ads, or the content.

This episode dives deep into mindset, conviction, energy, and the real reason messaging either resonates… or falls flat.


What You’ll Learn in This Episode

  • Why messaging, not funnels, is the real growth bottleneck for most businesses
  • How Jeff went from being fired on the spot to replacing his income in weeks
  • The difference between a pitch and an enrollment story
  • Why people can feel uncertainty, doubt, and misalignment in your content
  • How to meet your audience where they are — before presenting a solution
  • The mindset shift that comes from moving from generalist to specialist
  • Why conviction (not strategy) is often the missing ingredient in scaling

Key Quotes from the Episode

✨ “Your mind is your biggest hurdle — not the funnel, the ads, or the content.”
✨ “If you don’t work with your mind, you’ll work against it and tread water forever.”
✨ “Most people don’t need a new offer — they need a better way to talk about it.”
✨ “People don’t buy solutions first — they buy resonance with their experience.”
✨ “Conviction at 100% versus 99% is the difference between traction and stagnation.”


Resources & Links Mentioned


Connect With Us

If this episode resonated with you, it’s time to stop tweaking funnels and start clarifying your message.

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