Hitting “post” and watching your content flop is a feeling every creator, marketer, or founder knows too well. In this solo episode, Trevor Grimes breaks down why most content doesn’t connect — and what to do about it.

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Drawing from his own messy middle of podcasting and content creation, Trevor shares the three silent killers of resonance: writing for everyone, teaching instead of showing, and skipping the middle part of the story. He walks through examples of content that misses the mark and offers a practical framework — relatable, emotional, and specific — for creating work that actually resonates.

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Whether you’re writing LinkedIn posts, starting a podcast, or trying to convince a skeptical CEO of the value of content, this conversation will give you specific ways to move beyond generic advice and start showing the real, human side of your journey.

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• Why writing for everyone dilutes connection and how to get specific about your audience’s real-life moments
• The difference between teaching and showing — and why social proof, stories, and personal experience matter
• How skipping the messy middle erodes trust and why documenting the journey builds connection
• The “Prince Charles vs. Ozzy Osborne” example that proves demographics aren’t enough for resonance
• Why frameworks alone aren’t enough — and how to ground them in lived experiences
• A simple three-part framework (Relatable, Emotional, Specific) to guide your next piece of content
• How Trevor is applying these lessons in real time while growing this podcast

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