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What happens when someone with decades of experience in customer experience and strategy goes all in on AI? You get conversations like this.

In this episode, I’m joined by Simon Kriss — AI advisor, author, and host of AI in Five — for an energizing, real-talk convo about what’s working (and what’s not) when it comes to using AI in a more authentic, human-first way.

We cover everything from chatbot fails to data experiments, plus the tools Simon uses daily in his solopreneur life — and the bigger mindset shifts that can unlock the real potential of this tech.

🎧 In this episode, we talk about:
✸ Why most AI chatbot experiences are still terrible — and what needs to change
✸ How to use AI to analyze your content performance without losing hours to spreadsheets
✸ What “adoption bias” is — and why people love to dunk on AI before they even try it
✸ Tools Simon loves: Perplexity, Claude, Brand Ninja, Curious Thing’s AI assistant "Lucy"
✸ Why Simon says: “The AI you’re using today is the worst you’ll ever use” (and how to not let that intimidate you)

This one is fun, practical, and packed with permission to experiment — especially if you’ve been on the edge of using AI in your biz and aren’t quite sure where to start.

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🔗 Resources & Links
→ Connect with Simon on LinkedIn: linkedin.com/in/simonkriss
→ Visit his site: simonkriss.ai
→ Listen to his podcast: AI in Five on YouTube
→ Try the AI phone assistant Lucy (by Curious Thing): curiousthing.io
→ Grab the Authentic AI Brand Blueprint to start building your own voice-aligned GPT

Ready to create Instagram Reels with ease? Snag our Reels Prompt Playbook for ChatGPT
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Connect with your host Kinsey:

Authentic AI Website: diywith.ai
Authentic AI Instagram: @authenticaiforentrepreneurs

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Ready to create Instagram Reels with ease? Snag our Reels Prompt Playbook for ChatGPT to get 10 AI Prompts for Reels hooks + captions (and more!)

DIYwith.AI/Reels

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Create your digital mini-me! Train your AI Assistant to think and sound like your brand with Brand Blueprint for ChatGPT.

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AI Bias, Bots & Better Content Workflows with Simon Kriss