CREATE YOUR WAY THERE
The Creative's Guide to Traveling More, Building Your Portfolio
& Turning the World Into Your Workplace.
by: Olivia Rakowski | @rovingolivia
Want the exact email I use to pitch hotels?
Steal my pitch. The exact structure my team and I use to introduce my work, pitch hotels, and turn cold outreach into hosted stays.
Creating your way into the world 🌎 one city, one room, one opportunity at a time 🤍
Creating your way into the world 🌎 one city, one room, one opportunity at a time 🤍
Who Is This For
Creatives who want to travel more but don't know how to turn it into real opportunities.
Anyone wanting to pitch brands/hotels but doesn't know where to start.
People tired of generic "travel hacking"
content.
Social Proof
“I sent one email using her template and it booked me a luxury retreat in Thailand.”
Camryn learned the outreach and proposal system straight from Roving Olivia. She sent her first pitch, and it worked. Then she sent another and landed a second luxury retreat, this time in Guatemala.
Two trips. A portfolio that went from thin to standout. Real partnerships that are still paying off, and she got paid to be there.
This is what happens when you stop guessing and start pitching with a system that works.
Editable media kit template
Outreach tracker (spreadsheet to log pitches sent, responses, follow-ups)
Proposal template (for pitching larger collaborations/paid partnerships)
Usage & licensing checklist (what to clarify before content goes live, usage rights, exclusivity, etc.)
Shot list template (for planning content during a hosted stay/collaboration)
Swipe file (examples of pitches, captions, or outreach that worked)
Your Passage
FAQ’S
Q: What format is this in?
A: A digital playbook
Q: Do I need a big following to make this work?
A: No. This is about strategy and positioning, not follower count. The guide focuses on how to create a pitch and portfolio that gets noticed regardless of your current audience size.
Q: How is this different from other travel content?
A: This isn't about travel hacking or points optimization. It's about building a creative practice and a body of work that opens doors, pitches, collaborations, and paid opportunities, wherever you go.
Q: Is this only for travel content creators?
A: No. This is for any creative who wants to use travel as part of their work — photographers, writers, designers, or anyone building a portfolio and pitching opportunities on the road.
Q: Do I need any prior pitching or business experience?
A: No. This is built for creatives starting from scratch, whether you've never pitched a brand or hotel before or you're ready to formalize what you're already doing.
Q: How is the ‘Creative Your Way There’ guide different from the ‘Roving Creator Toolkit’?
A: The guide teaches the strategy and mindset behind pitching and growing your business while you travel. The Toolkit builds on that with ready-to-use templates — media kit, outreach tracker, proposals, and more, so you can implement faster.
Q: Do I need any prior pitching or business experience?
A: No. This is built for creatives starting from scratch, whether you've never pitched a brand or hotel before or you're ready to formalize what you're already doing.
Q: How long will it take me to go through the guide?
A: Most people move through it in a weekend, but it's designed to be a reference you return to before every trip.
$47
$67
Create Your Way There
Mindset — Shift from waiting for opportunities to creating them
Strategy — Build a portfolio and pitch that gets you noticed
How-To — Step-by-step outreach, negotiation, and follow-up that turns trips into income
$97
$127
Roving Creator Toolkit
Start Creating Your Way There
The trips you're dreaming about don't have to stay dreams. Get the guide,
start pitching, and turn the world into your workplace.