AI Ep 34: Simulate Someone Smarter Than You

An episode of the Revenue Rewired podcast, hosted by Jay Feitlinger and Sarah Shepard, titled "AI Ep 34: Simulate Someone Smarter Than You" was published on January 20, 2026 and runs 1 minutes.

January 20, 2026 ·1m · Revenue Rewired

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Summary

If you want better strategic input from AI, don’t ask it what you should do. Ask it what someone smarter, tougher, or more skeptical than you would do.We use this constantly with our marketing team. Instead of “Write a blog about AI,” we’ll say, “Act like our most skeptical client, what’s your take on this trend?” Or, “You’re our smartest competitor. How would you position this better?”That shift matters because it forces perspective, not preference. You’re no longer reinforcing your own bias, you’re challenging it.This works just as well in sales. Have AI roleplay the objection that kills the deal. Ask it to think like a hard-nosed analyst, not a brand cheerleader.AI is a pattern matcher. When you give it sharper personas, it reflects sharper thinking.Bottom line: don’t just generate output. Generate perspective. That’s how you surface ideas you wouldn’t reach on your own.Contact Us:Email: [email protected]: www.stringcaninteractive.comReach out to the hosts on LinkedIn:Jay Feitlinger: https://www.linkedin.com/in/jayfeitlinger/Sarah Shepard: https://www.linkedin.com/in/sarahshepardcoo/Buy the Revenue Rewired book: https://www.amazon.com/Revenue-Rewired-Identify-Leaks-Costing-ebook/dp/B0FST7JCXQ

Episode Description

If you want better strategic input from AI, don’t ask it what you should do. Ask it what someone smarter, tougher, or more skeptical than you would do.

We use this constantly with our marketing team. Instead of “Write a blog about AI,” we’ll say, “Act like our most skeptical client, what’s your take on this trend?” Or, “You’re our smartest competitor. How would you position this better?”

That shift matters because it forces perspective, not preference. You’re no longer reinforcing your own bias, you’re challenging it.

This works just as well in sales. Have AI roleplay the objection that kills the deal. Ask it to think like a hard-nosed analyst, not a brand cheerleader.

AI is a pattern matcher. When you give it sharper personas, it reflects sharper thinking.

Bottom line: don’t just generate output. Generate perspective. That’s how you surface ideas you wouldn’t reach on your own.

Email: [email protected]

Website: www.stringcaninteractive.com

Reach out to the hosts on LinkedIn:

Jay Feitlinger: https://www.linkedin.com/in/jayfeitlinger/

Sarah Shepard: https://www.linkedin.com/in/sarahshepardcoo/

Buy the Revenue Rewired book: https://www.amazon.com/Revenue-Rewired-Identify-Leaks-Costing-ebook/dp/B0FST7JCXQ