Hey My Friends
I am Christopher Rudder, a videographer, editor, podcaster, freelance writer, and owner of Rudderless Media in Toronto, Canada.
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.
Rudderless Media Has Won 2nd Place for the Best Indigenous Experience In Canada Story Award!
Episode 2 of our audio/video podcast, Highway Highlights—Discovering Indigeneity Through Chocolate with Chef Tammy—Raven Rising, placed second in the 2024 Best Indigenous Experience In Canada Story Award from Travel Media Association of Canada (TMAC)
The judges said: Discovering Indigeneity Through Chocolate with Chef Tammy – Raven Rising | EP2″ is a heartwarming journey through Indigenous entrepreneurship. Chef Tammy’s inspiring story seamlessly intertwines with the history of the 60’s scoop, offering a unique perspective on Indigenous culinary traditions.
Beyond promotion, the video delves into human interest aspects, showcasing the resilience of Indigenous communities. It’s a captivating portrayal of diverse entrepreneurship, leaving viewers uplifted and enlightened by the richness of Indigenous culture.
The Best Indigenous Experience In Canada Story Category is about sharing and celebrating extraordinary, natural, and life-changing Indigenous experiences in Canada. It’s about ensuring that everyone hears and experiences stories from Indigenous communities.
Thank you, Johanna Gatien and Sudbury – Canada’s Resourceful City, for partnering with us. Of course, this video wouldn’t be possible without the awesome Chef Tammy Maki from Raven Rising Global Indigenous Chocolates. Thank you for sharing your amazing story! Miigwech!
Thank you, Destination Indigenous, for sponsoring the category. Congratulations to the other nominees: Hans Tammemagi, Jessica Lockhart, Kelsey Olsen, and Tim Johnson.
Our Photo: The Power Of Dance — Anemki Wajiw Pow Wow (Thunder Bay) has received an Honourable Mention for the 2024 Best People Photo Award!
The Best People Photo Category is for photos of people that reflect a travel destination’s culture, life, or society.
Thank you, Erin Simmons, from Thunder Bay Tourism, for the opportunity. This is the cover photo for our article Fun Things To Do In Thunder Bay Ontario | A Weekend Of Culture, Nature & Indigenous Experiences.
Also, Thank You, Tourism Ireland, for sponsoring the category! Congrats to the other nominees in this category!
Words From Our Readers, Viewers & Listeners
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.
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.
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.
Mark Anthony Rudder
Mark is a digital marketer, e-commerce specialist and designer. He owns Mark Anthony Media, a design and digital marketing company and co-founder of the apparel and accessories brand Inspired X.
All Past Clients
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