Why Most Content Doesn’t Resonate (and How to Fix It) | Ep. 14

Why Most Content Doesn’t Resonate (and How to Fix It) | Ep. 14

Author: Trevor Grimes September 18, 2025 Duration: 14:17

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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📌 What We Cover

  • 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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There's a constant pressure to produce more, to follow every algorithm shift, and to mimic what seems to be working for everyone else. The Content Crowd steps away from that noise. Hosted by Trevor Grimes, this podcast is a conversation for anyone building a brand, an audience, or a creative practice who feels that chase is ultimately hollow. Instead of another list of quick tips, episodes delve into the substance behind sustainable work. You'll hear explorations of creative habits that last, storytelling approaches that actually resonate with people, and honest breakdowns of what goes into making content that means something. It’s for founders, marketers, and creators who believe that a more human-centered approach isn't just idealistic-it's effective. The discussions naturally span business strategy, the art of communication, and the practical education needed to execute ideas well. Tuning in means moving past the fatigue of empty output and finding a more thoughtful path to making things that connect.
Author: Language: English Episodes: 29

The Content Crowd
Podcast Episodes
I Live on LinkedIn for a Living (with Kate Erwin) | Ep. 8 [not-audio_url] [/not-audio_url]

Duration: 52:35
Social media is your testing ground—flops vanish, wins multiply. Host Trevor Grimes sits down with LinkedIn devotee Kate Erwin (a self-described “I live on LinkedIn for a living” writer) to trade honest stories about con…
Embracing the Creative Squeeze (with Justin Price) | Ep. 6 [not-audio_url] [/not-audio_url]

Duration: 44:12
Tired of chasing busywork over real impact? In this episode, Trevor Grimes sits down with Justin Price, principal and founder of Vers Creative, to explore a more meaningful way to lead creative teams. Drawing on his expe…
Your Brand Voice Is Missing One Thing (with Phil Pilalas) | Ep. 3 [not-audio_url] [/not-audio_url]

Duration: 33:52
If your content feels bland or forgettable, this might be why: you're playing it safe. In this episode, Trevor Grimes sits down with Phil Pilalas, a fellow “content dork” and messaging strategist at Scrappy ABM, to talk…