Wins, Lessons & Rebuttals from the Road
Over the past few weeks, our creator chats have been buzzing with some real, raw conversations about pitching—and let’s be honest, it’s not always easy. Whether you’re DM’ing a campground on Instagram or cold - (dare I say) CALLING - a brand, there’s a learning curve. But that’s what this community is all about—sharing wins, flops, and figuring it out together.
One of the biggest takeaways?
Pitching via IG or TikTok messenger is still one of the best ways to get in front of the right person—or at least someone running their social accounts who can pass your info along. We've seen so many creators find success this way.
It's quick, casual, and skips the gatekeeping.
But let’s talk about the real MVP advice we got from our seasoned pitching queen, Charlie Grace, from Charlie Grace Adventures.
Start with Their Pain Points
Charlie reminded us: before you go into your value, your packages, or your brilliant ideas—ask
brands and campgrounds one simple question:
“What are your current pain points?”
Let. Them. Vent.
Seriously!
Not only does this open the door for a real conversation, but it gives you all the ammo you need to position yourself as the solution. You’re not just a content creator anymore—you’re the answer to their biggest problems.
And when that happens?
The pitch practically closes itself.
The Courtship:
Charlie also shared that pitching is a slow game—think of it like dating. Her method includes 30 days of strategic prospecting (or “light stalking,” if you prefer).
Here’s the dating play book:
Find the decision-makers on LinkedIn. Learn about them. Their background. Their vibe.
Start engaging with the brand's socials. Like. Comment. Share.
Add value. Show up in their DMs or comments with ideas or support.
Watch the hashtags they use and engage in those spaces too.
The goal? Let them start recognizing your name before you ever send a pitch. That familiarity makes all the difference.
Pitch with Packages
When you finally send the pitch, give them three clear package options. This shows you’ve thought through what they might need and gives them flexibility to choose based on their budget.
Even if they want to pick and choose, you’ve set the baseline. Just make sure whatever you offer—you can actually deliver on.
Overpromising is a fast track to a one-and-done deal.
Follow-Up & Follow Through
Here’s the truth: the hardest part of being a good partner isn’t pitching—it’s following through. That means:
Staying in communication once the content is posted
Sending links, data, or updates
Following up down the road when the brand might need help again
One great collaboration can lead to holiday campaigns, busy season support, or future brand ambassadorships—but only if you keep that relationship warm.
Know When to Exit
And finally—know when to walk away. Not every brand is a long-term match. Finish strong, keep
it professional, and leave them wanting more.
At the end of the day, pitching isn’t just about landing a gig. It’s about building real partnerships that make sense for you and for them.
Keep sharing your wins and your struggles in our creator chats.
Every experience helps someone else grow. And remember—every “no” is just a step closer to that big YES.
Let’s keep pitching, learning, and building this nomadic movement together. 🚐✨
By: Amanda Cooper
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