WORK WITH US
About Us
Together with my partner Gordana Grubor, we are day trip and road trip experts who, with our team, write high-quality, search-engine-optimized travel articles, itineraries and reviews for our websites, Road Trip Ontario and Rudderless Travel, and other online publications.
In addition, with everyone turning to video platforms like YouTube and TikTok, I am a skilled videographer and editor who can bring destinations to life. Plus, as an audio editor (with a sexy voice), you can find me hosting the Rudderless Travel Podcast and co-hosting the Road Trip Ready Podcast.
Life is a highway. But if you don’t get off it now and then, you’ll miss all the hidden gems—the best parts of the journey.
I love this, and we are so proud of the partnership with you
I love this, and we are so proud of the partnership with you! Really enjoy this overview of Boston firsts and how you capture our blend of history and innovation. Your chats with Innovation Trail and exploration of Beacon Hill and our Black history are so captivating. Love the Roxbury Love Story piece with Collin and how you mix in culture, neighborhoods and culinary mentions. Closing with Covid vaccine is brilliant. And thanks for the Meet Boston shoutout!
Glad you didn’t find baked beans on the menu at Comfort Kitchen!”
We have always enjoyed how Rudderless Media has covered the road trip experience…
We have always enjoyed how Rudderless Media has covered the road trip experience and destinations in their Road Trip Ontario and other media platforms, so working with them to explore the Finger Lakes was something we had wanted to achieve and could not have been happier to have accomplished. Chris brought with him a professional focus but also an endearing curiosity for the region and all there is to do. His willingness to try new things and share his genuine, heartfelt opinion resonated with our audiences and perfectly captured the essence of our brand voice and style. It was a pleasure to host him and his partner and share everything we love about our region. We especially enjoyed seeing it through his eyes in the beautiful video and content he created. Working with him was an absolute pleasure, and we hope to do so again in the future.
Campaigns
Best Places to Explore in Boston for Every Traveler – Rudderless Travel
In this guide, I’ll share everything you need to plan an amazing trip, including my favourite hotel options and a list of the best places to explore i…
Visit Boston: A Guide to the City’s Must-See Attractions – Road Trip Ontario
In this guide, I’ll share the many reasons I believe you should visit Boston. This includes my favourite must-see attractions, mouthwatering restauran…
15+ Things To Do In Regina: Your Guide To A Fun-Filled Weekend – Rudderless Travel
This guide will help you make the most of your visit to the area, including the best places to stay, things to do in Regina, and nearby day trips wort…
Your Guide to a Memorable Weekend in Saskatoon: Top Attractions and Hidden Gems – Rudderless Travel
This guide will provide you with everything you need to know to plan an unforgettable weekend in Saskatoon.
18 Things To Do In Mont Tremblant & The Laurentians On Your Next Getaway – Road Trip Ontario
Whether you’re a seasoned skier, an outdoor enthusiast, or seeking a cozy escape—there is no shortage of things to do in Mont Tremblant and the Lauren…
The Ultimate Guide to Mont Tremblant | Plan Your Next Quebec Getaway – Rudderless Travel
If you’re looking for family-friendly things to do in Mont Tremblant during the winter, this should definitely be on your list! During the winter mont…
18 Fun Things To Do In Laval, Quebec | Outstanding Food, Nature & Family Fun – Road Trip Ontario
Out of the many things to do in Laval, our first introduction to the city was via iFly. (Indoor sky diving — more on that later).
The Best Things to See in Laval, QC, on Your Next Weekend Getaway – Rudderless Travel
In this article, I share hotel recommendations, my favourite restaurants, and all the best things to see in Laval, QC, during your visit.
Things To Do In Trois-Rivières, Quebec | A Weekend Guide To The Mauricie Region – Road Trip Ontario
We have compiled this guide to help you plan your getaway wit things to do in Trois-Rivières and the Mauricie region.
6 Things To Do In Lanaudière Québec – Road Trip Ontario
Here are 6 things to do in Lanaudière Québec that may inspire your next road trip
Best Things To Do In Trois-Rivières: Enjoy a Fun Weekend in Mauricie, Québec – Rudderless Travel
Whether you’re a history buff, lover of the arts, or outdoor adventurer, you are sure to find many incredible things to do in Trois-Rivières and the g…
Explore Buffalo: Fun Things To Do In Buffalo For An Unforgettable Experience – Road Trip Ontario
Prepare for an unforgettable Buffalo getaway with our guide to the best things to do in Buffalo. Here, we will share some of this city’s incredible hi…
18 Things to Do in Buffalo, NY, on Your Next Weekend Getaway – Rudderless Travel
Are you ready to start planning for your next getaway? In this guide, you will learn about the best things to do in Buffalo, NY, including my recommen…
Fun Things To Do In Rochester NY | Road Trip Guide For First-Timer Visitors – Road Trip Ontario
Part of Upstate New York, Rochester sits on Lake Ontario’s southern shore, and not only are there endless things to do in Rochester NY, but it is also…
Things to Do in Rochester, NY, on Your Next Weekend Getaway – Rudderless Travel
Discover the Best Things to Do in Rochester – A Traveler’s Guide! Explore the top attractions and activities in Rochester, curated for travellers seek…
20+ Things To Do In Winnipeg Canada On A Weekend Getaway – Road Trip Ontario
Check out our list of the best things to do in Winnipeg Canada, with options for travel lovers of all ages and interests. There’s sure to be something…
2-Day Thunder Bay to Winnipeg Road Trip: All You Need to Know – Road Trip Ontario
Nothing beats a good old-fashioned multi-day road trip –– especially when it involves another province or state. Enter Thunder Bay to Winnipeg road tr…
30+ Things To Do In Stratford Ontario | Festivals, Trails, Food, Stores & More – Road Trip Ontario
Of those cities, Stratford stands out. There are many amazing things to do in Stratford Ontario, from festivals and the expression of all art forms to
What To Do In Stratford Ontario: The World in a Weekend Festival – Road Trip Ontario
If you’re looking for what to do in Stratford Ontario, this weekend, you’re in luck! The town is about to come alive with the sound of music — and pup…
What To Do In Oakville This Weekend | The Perfect Day Trip From Toronto – Road Trip Ontario
Wondering what to do in oakville this weekend? We got you covered! Located in the beautiful natural surrounding of Halton Region and a whopping 30-min…
Fun Things To Do In Oakville Ontario On A Weekend Getaway – Road Trip Ontario
Oakville is a great place to visit for a weekend getaway. There are plenty of fun things to do in Oakville, which is located close to Toronto, making …
Fun Things to Do in Kitchener, Ontario – Road Trip Ontario
Whether your the great outdoors or browsing collections in galleries and museums, there are tons of fun things to do in Kitchener! It’s a wonderful pl…
10 Fun Things To Do In St Jacobs | Historical Tours, Markets & Hidden Gems – Road Trip Ontario
If you’re wondering what things to do in St Jacobs, then keep reading to discover the best gems in the village.
Fun Things To Do In Cambridge Ontario | 27 Of The Top Activities & Attractions – Road Trip Ontario
Searching for the best things to do in Cambridge Ontario? This charming city in Southwestern Ontario is a suitable day trip from Toronto and offers hi…
Things To Do In Waterloo Ontario | Top Activities & Attractions – Road Trip Ontario
Twin Cities. If you are into history or enjoy being in nature, you’ll find it here with these fun things to do in Waterloo Ontario.
The Top Things to Do in Waterloo, Ontario: 8 Fun Activities Across Waterloo Region – Ultimate Ontario
There are so many things to do in Waterloo Region in Ontario, and we walk you through 8 fun-filled ways to explore Waterloo!
Kitchener-Waterloo Oktoberfest | Best Bavarian Event in Ontario – Road Trip Ontario
Kitchener-Waterloo Oktoberfest biggest Oktoberfest in North America, this beer-filled Bavarian festival is a Wunderbar wonderland of cultural and exci…
What To Do In Burlington Ontario (Activities for a Weekend Getaway) – Road Trip Ontario
What to do In Burlington Ontario: There’s plenty to see and do, from music festivals and beer tasting to leisurely strolling in beautiful urban green …
16 Fun Things to Do In Burlington Ontario (A Sweet Day Trip from Toronto) – Road Trip Ontario
The Canadian city is packed with abundant family-friendly activities, boutiquea, and gastronomic delights. So finding fun things to do in Burlington O…
Things To Do In Napanee Ontario + 5 Days In Lennox & Addington County – Road Trip Ontario
If you’re looking for things to do in Napanee on an Ontario road trip, look no further. This post will guide you through the best of Napanee tourism a…
Things to Do In Bath Ontario & Amherst Island | What To Do On A Day Trip From Napanee & Prince Edward County – Road Trip Ontario
A true treasure found in Ontario’s Lennox & Addington County. We have a great list of things to do in Bath Ontario for a history-rich day trip.
Freelance Writing
Our Team
Christopher Rudder
Founder & Executive Producer
Christopher is the visionary behind Rudderless Media—a brand built on his philosophy that the best stories are found when you intentionally choose the detour. As the primary voice and lead researcher of the Rudderless Travel Podcast, Christopher is an award-winning creator driven by a curiosity for the stories that often go unheard. He doesn’t just visit a place; he unlocks its heart through deep human connection and purposeful exploration.
Because that isn’t enough, Christopher is the lead writer across the Rudderless Travel and Road Trip Ontario Substacks and the creative force behind the Rudderless Travel YouTube channel—where he serves as host, videographer, and editor. When he isn’t behind a camera or a microphone, he is the front-facing spokesperson representing the brand at industry conferences, proving that while the brand is “Rudderless,” the mission is perfectly on course.
Christopher is a Co-Founder of the Toronto Bloggers Collective
This is a community for bloggers and content creators who are either from Toronto or currently living in Toronto. This is a space to support colleagues in the industry with information, as well as engaging with each other’s content. We also aim to have regular events that prop up our community.
Gordana Grubor
Co-Owner & Operations Manager
As the co-owner of Rudderless Media, Gordana is the engine that keeps the entire ecosystem moving. She commands the community front, running both the Road Trip Ontario and Road Trip Canada Facebook groups, while supporting social media discovery across all platforms. Behind the lens, she serves as the assistant photographer and videographer for the brand’s articles and podcast episodes, personally editing the visuals that define our digital presence.
Beyond production, Gordana is the “Chief Realist” of the team; she oversees the budget by ensuring Christopher’s sky-high spending dreams (usually involving the latest tech gear) stay safely grounded on the tarmac.
As the Booking Producer for the Rudderless Travel Podcast, she manages the guest pipeline with precision, ensuring every storyteller is a perfect fit for the mission and that their journey from pitch to recording booth is seamless.
Britt Kascjak
Chief Editor & SEO, AEO, GEO Strategiest
Britt is the architect of the Rudderless Media digital ecosystem and a veteran content creator with over six years of professional experience. She specializes in turning Christopher’s raw rough drafts, on-the-ground observations, and “verbal diarrhea” into highly structured, authoritative masterpieces. By organizing research into SEO-optimized content that ranks at the top of search results, Britt ensures maximum value for both readers and search engines. When she isn’t building digital ecosystems, she and her husband run The Kas Pack, a blog, YouTube channel, and community dedicated to empowering pet parents to include their pets in their outdoor travel plans—from camping and hiking to canoeing.
Tammi Saayman
Podcast Editorial Content Strategist
Tammi ensures that the stories heard on the podcast live on long after the episode ends. She specializes in bridging the gap between audio/video and the written word, crafting search-optimized articles that allow listeners to dive deeper into each destination. By leveraging SEO, GEO, and AEO research, Tammi makes the podcast’s insights accessible and discoverable to travellers across the globe.