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The Content Crowd

The Content Crowd

By: Trevor Grimes
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The Content Crowd is a podcast for creators, marketers, and founders who are tired of chasing trends and burning out on empty content. If you're looking to build something more honest, more human, and more resonant—this is your space. Hosted by Trevor Grimes, this show explores what makes content connect. From creative habits and storytelling shifts to behind-the-scenes breakdowns, every episode helps you stop mimicking and start making something that matters. Because content isn’t about gaming the algorithm. It’s about showing up with clarity, conviction, and something worth saying.Copyright 2025 Trevor Grimes Art Economics Marketing Marketing & Sales
Episodes
  • Why the Messy Middle Matters in Content Creation | Ep. 15
    Sep 25 2025

    The polished “after” posts get all the attention—viral numbers, 100k followers in three months, a paid-off house from writing on LinkedIn. But as Trevor Grimes reminds us, that’s not the content people need most. What’s missing is the climb—the doubts, the no-likes posts, the awkward early experiments.

    This week, Trevor pulls back the curtain on what he calls the messy middle. He shares why documenting your imperfect process builds more trust and relatability than any “I made it” post ever could. From treating failures as your Museum of Failures to reframing stuckness as actual content, Trevor shows why being a few steps ahead—not miles—makes you worth listening to.

    If you’ve been waiting to “figure it all out” before hitting publish, this episode is your reminder: you don’t have to be done to be helpful. You just have to be honest.

    📌 What We Cover
    • Why showing only the “after” makes your wins less believable
    • How the messy middle builds trust, relatability, and community
    • Why documenting your process makes your future success credible
    • The danger of copying creators who are in a completely different phase
    • How to reframe pivots, burnout, and restarts as valuable content
    • Why failures belong in your “Museum of Failures” and not in the trash
    • The mindset shift from waiting for milestones to creating right now
    • How being just three steps ahead makes you worth following

    🔗 Resources Mentioned
    • P90X (referenced as an example of before-and-after marketing)
    • MrBeast (referenced as an example of different creator phases)
    • Museum of Failures (an Instagram post Trevor saw right before recording)

    Low-Tech, High-Impact Account-Based Marketing

    If you’re ready to trade expensive, tech-heavy account-based marketing for a repeatable, revenue-driving ABM program, check out Scrappy ABM. Led by a team of Scrappy ABM experts, they specialize in low-budget plays and programs that deliver high impact—no shiny tools required. Scrappy ABM has built account-based programs that have delivered millions in revenue, and you can build your first successful ABM program with their help.

    Start with a pilot program or launch an account-based podcast. Learn more at scrappyabm.com. Let's get scrappy.

    Show More Show Less
    11 mins
  • Why Most Content Doesn’t Resonate (and How to Fix It) | Ep. 14
    Sep 18 2025

    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.

    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.

    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.

    📌 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

    Low-Tech, High-Impact Account-Based Marketing

    If you’re ready to trade expensive, tech-heavy account-based marketing for a repeatable, revenue-driving ABM program, check out Scrappy ABM. Led by a team of Scrappy ABM experts, they specialize in low-budget plays and programs that deliver high impact—no shiny tools required. Scrappy ABM has built account-based programs that have delivered millions in revenue, and you can build your first successful ABM program with their help.

    Start with a pilot program or launch an account-based podcast. Learn more at scrappyabm.com. Let's get scrappy.

    Show More Show Less
    14 mins
  • Creating Sales Content That Resonates (with Amanda Hall) | Ep. 13
    Sep 11 2025

    Shifting careers isn’t always linear — sometimes it’s messy, surprising, and exactly what’s needed. Trevor Grimes sits down with Amanda Hall, Account Manager at Scrappy ABM, to unpack her journey from teaching every grade level imaginable to designing products at an edtech startup and eventually shaping sales content that actually worked.

    Amanda shares how creating simple, problem-focused one-pagers became her most effective sales enablement tool, why convincing a CEO to update messaging requires both empathy and A/B testing, and how customer feedback drove every piece of content she produced. From live demos to FAQs to onboarding guides, Amanda shows how resourceful teams can build trust and adoption through content-led strategies that focus less on features and more on real customer needs.

    Listeners will walk away with actionable ideas for building content that speaks the customer’s language, avoids wasted effort, and drives both sales and long-term product adoption.

    👤 Guest Bio

    Amanda Hall is an Account Manager at Scrappy ABM with a background spanning education, UX design, and edtech product strategy. She began her career as a teacher before transitioning into the startup world, where she became the first full-time employee at an edtech company. Amanda is passionate about creating content that connects with customers, building tools that support adoption, and advocating for accessibility and universal design for learning.

    📌 What We Cover

    • The messy but meaningful career shift from education to edtech startups
    • How customer conversations shaped messaging, positioning, and content direction
    • The surprising power of one-pagers when focused on solving real problems
    • Why A/B testing messaging helped bridge the gap between a CEO’s vision and customer reality
    • Content that carries beyond sales — from onboarding to implementation to adoption
    • Why FAQs and knowledge bases matter as much as flashy features
    • The biggest content hill Amanda would die on: listen to your customers first

    Low-Tech, High-Impact Account-Based Marketing

    If you’re ready to trade expensive, tech-heavy account-based marketing for a repeatable, revenue-driving ABM program, check out Scrappy ABM. Led by a team of Scrappy ABM experts, they specialize in low-budget plays and programs that deliver high impact—no shiny tools required. Scrappy ABM has built account-based programs that have delivered millions in revenue, and you can build your first successful ABM program with their help.

    Start with a pilot program or launch an account-based podcast. Learn more at scrappyabm.com. Let's get scrappy.

    Show More Show Less
    30 mins
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