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💡 4x New AI Prompts: Design an Outbound Sales Strategy That Makes “No” Feel Dumb

Plus 3 more prompts that show you new ways of using (and thinking) with AI

Author

Eva Gutierrez
July 03, 2025

Hey it’s Eva from ThinkWithAI 👋🏼

In 1915, most Americans didn’t brush their teeth (sorry for ruining your Thursday).

Dental hygiene was so bad that during World War I, the U.S. Army reported widespread tooth decay in new recruits.

Then Claude Hopkins ran a toothpaste campaign.

His ads for Pepsodent focused on the feeling. The film on your teeth, the promise of a cleaner smile, the pride of taking care of yourself.

Brushing went from niche to national. Within a decade, it was daily routine.

This wasn’t luck. It was strategy.

Hopkins understood that you get people to take action by making it feel smart, obvious, and rewarding to say yes.

Now swap toothpaste for your offer.

This week’s Strategic Prompt is inspired by my conversation with ThinkWithAI Member, Parug.

❌ We were talking about outbound outreach and how to avoid annoying people with another generic pitch (or worse making them look down on your brand).

The best cold outbound strategy follows Claude’s advice: offer something so good, people feel dumb saying no.

That’s what this week’s ThinkWithAI prompt is designed to help you do. It gives you a structured way to:

  • Come up with creative outreach angles that fit your brand

  • Build outbound offers that feel exciting, not desperate

  • Make people feel smart for saying yes

All through Claude Hopkins’s strategic formula for selling 💡.

Here’s the prompt:

Inside This Week’s ThinkWithAI Drop

Want more prompts that help you think strategically about your business in the AI era?

Here’s what’s live in the ThinkWithAI Membership this week:

  • 💬 Strategic Prompt: Design an Outbound Sales Strategy That Makes “No” Feel Dumb

    → Turn cold outreach into a smart, can’t-miss offer your dream customer feels lucky to say yes to.

  • 📚 Framework Prompt: Increase Your Luck Surface Area Mental Model
    → Reframe luck as something you can engineer, not just wait for, specific to your business.

  • 🗣️ Simple Prompt: Help Me Think Like a CEO Again
    → Feeling like a bottleneck in your own business? Use this prompt to get clear on what to let go of and what only you can own as the CEO.

  • 🔄 Update Prompt: Capture a Personal Priority Shift
    → Use these instructions when your personal life shifts in a way that might impact how you want to run your business.

While you're thinking alone, your competitors are getting 3.7x ROI using AI.

ThinkWithAI isn't about automations (you can find plenty of those online).

It's about strategic intelligence on demand through an AI partner that knows your context, eliminates blind spots, and turns every decision into a competitive advantage 💡

Your AI co-founder that helps you:

  • Make faster, better strategic decisions (without the cognitive bias traps)

  • Prioritize clearly without second-guessing (think like a strategist, not just an operator)

  • Unlock creative direction without blank page panic (design thinking for business strategy)

  • Use AI like a second brain, not a search engine (hybrid intelligence upgrade)

Keep upgrading your thinking,

Eva G.

P.S. Found this interesting, figured you’d like it too (from the co-founder of Morning Brew that sold for $75 million) ☕️