AI Ep 34: Simulate Someone Smarter Than You episode artwork

EPISODE · Jan 20, 2026 · 1 MIN

AI Ep 34: Simulate Someone Smarter Than You

from Revenue Rewired · host Jay Feitlinger & Sarah Shepard | B2B Growth Experts

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

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

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AI Ep 34: Simulate Someone Smarter Than You

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Growth Triggers Luis Diaz Discover how to use your podcast to generate leads, sales, and influence in any market.On this show Luis shares his best tested and proven secrets, tips, and strategies from launching over 300 podcasts in over a dozen different niches and generating over 59 Million Downloads for his clients.Learn how to increase your podcast listenership, create multiple new revenue streams with your podcast, sell more of your core offer and build a show that gives you leverage and authority in your space. From picking the right monetization strategy for your podcast to learning how to position your podcast in a crowded market on Apple and Spotify; this is show is the ultimate marketing and sales resource for online business owners who want to know what works with podcasting.Get in touch over on Instagram <a target="_blank" rel="noopener noreferrer nofollow" class="link" href="https://www.instagram.com/luisr Revenue Career Ladder Dealfront The Revenue Career Ladder podcast is all about helping revenue-focused professionals like you reach your dream job. Each episode features in-depth conversations with industry leaders and seasoned professionals who share their personal career stories, insights, and valuable lessons learned along the way.Our guests spill the beans on career development, progression, and overcoming challenges in revenue-generating roles. Their candid discussions will give you practical advice on everything from networking and skill-building, to navigating the ever-changing professional landscape.The Revenue Career Ladder is your go-to source for mentorship without the mentor. We mix inspiration with actionable tips to help you, whether you’re just starting out or gunning for that top-tier position. This podcast is here to equip you with the tools and motivation you need to climb the career ladder and hit your ultimate goals.Ready to take the next step in your career journey? Subscribe to The Revenue Ca The Business Of Influence Karan White Being an influencer is no longer just a hobby or a side gig. It’s now a legitimate career and this has given rise to a new industry with its own set of challenges, but also so much opportunity. Despite the growth of the industry, there is a notable absence of established career paths and professional training available, which is why I’ve created this podcast. Each Tuesday, I’ll help you learn with confidence the tried and tested strategies that have generated millions in revenue for my clients across the globe. This podcast is dedicated to helping influencers navigate the business side of things, providing insights and guidance on everything from contracts and negotiations to branding and marketing. I believe that by sharing knowledge and experience, I can help you build a sustainable long-term career in the industry with secure and stable income streams.Stay tuned for solo episodes on all things brand partnerships, product development, media, and publishing, all through the len B2B Lead Gen Podcast Eric Schwartzman Join host Eric Schwartzman (who ran RevOps at $1B company) for a weekly audio masterclass on how B2B marketers use the latest tech to generate, qualify and convert leads to revenue.

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This episode was published on January 20, 2026.

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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,...

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