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Christopher Rudder Podcasts

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What if you could travel more and never stress about money again? If you've ever postponed a trip because of money, or wondered how people travel without going into debt, you're in the right place. The Thought Card Podcast helps financially savvy travelers turn their travel dreams into reality with smart travel tips, vacation planning strategies, travel hacks, and money systems that make travel doable. From building a travel fund to finding cheap flights and using the latest travel hacks, yo ...
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Travel Horror Stories Podcast

Christopher Rudder

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The Travel Horror Stories podcast is a humorous show that brings together travel bloggers, travel vloggers, travel writers and travel influencers as well as professionals in the travel and tourism space and everyday travellers. With vivid and gripping storytelling guests recount their, scary, tense, weird, silly sometimes funny and sometimes unsettling stories from their travels. Then we unpack the story to discover what they did right, what they did wrong and what they could have done diffe ...
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Whether it’s a cross-country road trip, a quick day trip, or a relaxing weekend getaway, get ready to hit the open road with ‘Road Trip Ready,’ the ultimate road trip podcast for endless road trip inspiration and ideas. Join hosts Danielle Desir Corbett and Christopher Rudder, passionate road trippers and experienced travelers, as they take you on a journey in this travel podcast, going beyond the surface-level information in typical travel guides. From charming small towns to picturesque vi ...
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show series
 
🎄Planning a holiday trip to New York City? NYC Christmas markets are one of the most magical ways to experience the holiday season, but they can also be crowded and overwhelming if you don't know what to expect. I'm sharing our best NYC Christmas market tips to help you shop smarter and make the most of your time. Read 'NYC Christmas Markets' blog …
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Are you craving deeper, more meaningful travel experiences, ones that help you slow down, feel grounded, and reconnect with the natural world? I'm joined by travel writer, nature photographer, and practical mystic Matthew Kessi to explore how to add more nature to every trip you take. We chat about grounding practices, such as forest bathing, trave…
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Black Friday is here! I'm sharing the best travel deals for financially savvy travelers—from flight subscriptions to tools that help you maximize rewards all year long. If you want to travel more for less in 2026, don't miss this roundup. ➡️ Black Friday Deals: https://thethoughtcard.substack.com/p/2025-black-friday-deals-handpicked 🎧 Enjoy These O…
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Financial trauma is real, and it may be influencing your money decisions. Rahkim Sabree, an award-winning Financial Therapist, Accredited Financial Counselor®, author, and speaker, shows us how to spot the patterns holding us back and how to start the healing process. We're unpacking the emotional baggage we carry around money, how it gets passed d…
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Trying to decide where to stay at Walt Disney World? With more than 25 Disney World resorts to choose from, how do you know which one's worth booking? Ditch the overwhelm and let's set the tone for a magical vacation. Kevin Payne from 'Family Money Adventure' and I share our top picks. Discover which resorts stand out and which ones are still on ou…
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Planning a trip to Paris? Feeling overwhelmed by where to stay, what to see, and how to make the most of your budget? I'm joined by European travel and Paris expert Renee Hannes, who shares tips to help you experience Paris without rushing from sight to sight. From choosing the best neighborhoods to the best times to visit, Renee breaks down how to…
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Did you know that you can earn money from banks? What if I told you banks are paying people just for opening an account — and you might be leaving hundreds (or even thousands) of dollars on the table? I'm sharing the secret strategy I've been using to earn cash bonuses from major banks — no extra work, no new spending habits. Read blog post: https:…
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Are your vacations leaving you feeling stressed or refreshed? A lot of aspiring travelers struggle with saving for travel because their approach to savings is broken or incomplete. I reveal why a simple, repeatable vacation savings system is the key to guilt-free travel and why automating your savings can turn dream trips into full-funded vacations…
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FORMALLY HIGHWAY HIGHLIGHTS PODCAST This week, we're taking you on a fascinating road trip to Port Hope, Ontario, to explore a truly one-of-a-kind roadside attraction that's sure to spark your curiosity and wonder. Get ready to discover Primitive Designs, a global art gallery unlike any other! Imagine walking into a place guarded by a towering 26-f…
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Did you know that Vermont is home to nearly 100 covered bridges? Each one a piece of history, craftsmanship, and scenic beauty. Beth Brown Limmer, president of the Vermont Covered Bridge Society, shares everything you need to know to plan your own covered bridge adventure. From the most photogenic bridges to hidden gems that often go overlooked, we…
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In this special bonus episode, Chris goes back to the heart of Slovenia's fairytale landscape, revisiting Bled—a hidden gem of glacial lakes, clifftop castles, and serene beauty. But the real highlight of this adventure is a slice of its famous culinary icon: the original Bled Cream Cake. That and sitting down with my friends, renowned food and tra…
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FORMALLY HIGHWAY HIGHLIGHTS PODCAST In this episode, with our guest, Marsha Gordon, Collections Assistant and the Sam Centre, we delve into: * Historical Roots: Discover the Stampede's origins, tracing back to Guy Weadick's vision and the support of the "Big Four" ranchers. Key milestones include the first Stampede in 1912, the Victory Stampede in …
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Planning your first trip to Europe? Oliver Winter, founder of a&o Hostels, one of Europe's fastest-growing hostel brands, shares insider tips on how first-time travelers can explore Europe more affordably. Read blog post: https://thoughtcard.com/planning-europe-trip/ Oliver reveals how hostels have evolved far beyond backpacker basics to welcome fa…
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FORMALLY HIGHWAY HIGHLIGHTS PODCAST This video is about a unique travel experience at Kanatha-Aki, a destination in the Laurentian Mountains of Quebec, Canada. It focuses on dog sledding and connecting with nature and indigenous culture.00:00 - Introduction and the thrill of dog sledding Get full access to Rudderless Travel: Unpacked at rudderlesst…
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So much is possible when you get intentional about your money. Chelsea Riffe's journey is proof that you don't have to wait to take action. You can make aligned, empowering financial choices right where you are, even if you're halfway across the world. After a whirlwind group trip left her deep in debt, Chelsea made a bold decision: get serious abo…
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"Frommer's Travel Show" is a trusted resource for what's happening in the world of travel today. Learn about under-the-radar destinations, different travel styles, and smart strategies for traveling more affordably. 🎧 Listen to Frommer's Travel Show on Apple Podcasts, Spotify, or wherever you tune in. Oh, and tell Pauline that Danielle from The Tho…
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FORMALLY HIGHWAY HIGHLIGHTS PODCAST In this episode of Rudderless Travel Podcast, we explore Boston's rich history and innovative spirit. From its early days as a colonial hub to its modern-day contributions to science and technology, Boston has played a pivotal role in shaping America. We delve into the city's educational institutions, historical …
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The travel industry makes billions from travelers overpaying. Today we're exposing the traps that drain your wallet—and how to avoid them. Many of us overspend on travel without even realizing it, falling prey to shiny marketing tactics or getting caught off guard by hidden fees we didn't see coming. Pauline Frommer knows exactly how the travel ind…
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FORMALLY HIGHWAY HIGHLIGHTS PODCAST In this episode, we explore the enchanting landscapes of Saskatchewan and the deep connection to its history and culture, particularly through the sacred site of Wanuskewin. Located just 20 minutes from Saskatoon, Wanuskewin has been a gathering place for over 6,400 years, offering a unique perspective on peace o…
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Ever come home from a trip with a bunch of random video clips… and no idea what to do with them? 😅 Today, I'm joined by Emmy Award-winning travel filmmaker Juliana Broste (also known as Jules), who is sharing her best tips for capturing better travel videos. We're diving into shot setup, storytelling, and must-have gear for filming on the go. From …
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FORMALLY HIGHWAY HIGHLIGHTS PODCAST Discover the hidden gem of Trois-Rivières, the second-oldest French city in North America after Quebec City, nestled at the confluence of the St. Lawrence River and the St. Mauricie River. Discover the local emphasis on food and drink, featuring excellent restaurants and cafés that evoke a European charm. Discove…
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✈️ What if you could visit a second country on your next trip without paying extra? Charlotte Gage joins us to share how stopovers can unlock free bonus destinations on your next vacation. Learn the difference between a layover and a stopover, how to book them, and which airlines offer the best deals — plus insider tips to make the most of your tim…
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FORMALLY HIGHWAY HIGHLIGHTS PODCAST Discover the unique charm of Sudbury, a mining town in Canada known for its nickel production and stunning nature. Join the host as he explores the town, including a visit to Raven Rising Global Indigenous Chocolates, where Chef Tammy shares her fascinating journey of incorporating Indigenous heritage into her ch…
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Think travel is too expensive in today's economy? Think again. I'm joined by Matthew Kepnes, a.k.a. Nomadic Matt, to explore whether budget travel is still possible in 2025 and beyond. Read blog post: https://thoughtcard.com/travel-tips-matthew-kepnes/ We get into: Money-saving tips that still work Travel hacks that no longer do Surprising destinat…
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FORMALLY THE HIGHWAY HIGHLIGHTS PODCAST Discover the enchanting world of miniatures and model railways in this episode of Highway Highlights. Join Christopher Rudder as he explores the magic of Little Canada in Toronto, sitting down with Jean-Louis, Founder and Chief Visionary Officer, to uncover the inspiration behind this miniature wonderland. Fr…
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Ever had that heart-sinking feeling when you realize your wallet, phone, or bag has gone missing? You're not alone. Over two million people a year become victims of theft while traveling. Rachel Bloom is the designer of stylish smart bags built to protect your valuables on the go. She shares common ways travelers get targeted by thieves and easy ha…
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FORMALLY HIGHWAY HIGHLIGHTS Together, we will go on purposeful travel adventures, experience laughter, anger, sadness, and mishaps, while uncovering hidden gems. We’ll acknowledge typical tourist hotspots but intentionally go beyond them to explore a destination’s history, traditions, customs, food, art, and culture. We hang out with the locals and…
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Headed abroad and do not speak the local language fluently? Curious about learning languages for travel? Whether you're a planner who starts learning months in advance or someone who wings it with Google Translate, this episode is for you. Lindsay Dow of Lindsay Does Languages, a language educator who has studied over 15 languages, shares practical…
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Celebrate spring with breathtaking flowers, creative topiaries, and tasty treats at the EPCOT International Flower and Garden Festival. Striking a perfect balance between nostalgia and fun new surprises, discover why attending this festival is one of the best times of year to visit Walt Disney World. Plus, get a behind-the-scenes look at the planni…
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Planning a trip to Disney World that includes multiple generations can be rewarding and involves unique considerations (and challenges). Here are our best Disney tips to help you create a magical experience that everyone, from grandparents to grandkids, will cherish. This podcast episode is made possible with the support of Walt Disney World, the s…
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Planning a Disney trip with a baby? You're in the right place! We're uncovering the baby-friendly side of Walt Disney World — from thoughtful amenities to must-know tips that make visiting with little ones easier than ever. Whether it's your first time or you're a seasoned Disney traveler, tune in to discover why bringing your baby to the parks can…
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Without the right systems and mindset, managing your business finances as an entrepreneur or small business owner can be a nightmare. It's time to live debt-free, have your taxes paid, and have a thriving business even with inconsistent income! Money Coach for Small Business Owners Gina Knox shares her insights on achieving financial security despi…
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Travel can be a transformative experience that helps you learn about yourself and the world, pushing you out of your comfort zone and fostering personal growth. One of the best times to have a transformational travel experience is during a gap year, in this case, between high school and college. Erin Lewellen, CEO of Tilting Futures shares her life…
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Couples who travel together stay together. What if you could crowdfund your honeymoon? So, instead of receiving wedding gifts, your friends and family could contribute to funding your dream honeymoon. More and more newlyweds are favoring cash gifts over traditional wedding gifts. Sara Margolis, CEO and co-founder of Honeyfund, explains how the plat…
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Planning a trip to NYC? You may be wondering when is the best time to visit New York. Well, you might not expect me to say this, but as a New Yorker who moved away but visits regularly, I can confidently say that WINTER is secretly the best time to experience the city at a deep discount. If you are looking for the best deals, fewer crowds, and wild…
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Vermont holds a special place in my heart and ranks among my favorite places in the world. When you visit the Green Mountain State, you are surrounded by Black history and culture. Join me as we explore the Vermont African American Heritage Trail, which shares the stories and experiences of Black Vermonters who influenced their local communities an…
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It's not too late to start investing and building your wealth. Discover how to achieve the freedom that comes with financial independence with Ange Marie, a money coach who helps women grow their money through stock market investing—without the need to work extra hours on a side hustle! Ange Marie outlines three main strategies for building wealth …
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Stephanie Antin cracked the code for family travel using points and miles. Her family of five has traveled to six continents and dozens of countries for almost FREE. Stephanie explains how families can better strategize travel reward redemptions for business and first-class flights and practical ways to use points for luxe stays, like picturesque u…
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What are your travel goals for the upcoming year? Today, we're exploring how to set and achieve travel goals with intention. Discover how setting intentional travel goals can transform your wanderlust into unforgettable adventures! RESOURCES MENTIONED: Travel Goals Printable Read the blog: https://thoughtcard.com/travel-goals/ ✨ Book a Travel Savin…
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What if you could live abroad and enjoy a lower cost of living while building a fulfilling career? Laura Marks shares her inspiring story of moving to Argentina and how she's redefined what it means to live an enriching life. Ready to learn how you, too, could embrace location independence and transform your career and lifestyle? Tune in to learn a…
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Wondering what card in your wallet to use for an upcoming purchase? Put away your spreadsheet or handy notes app because today, I'm going to introduce you to a tool that gets the job done. Introducing CardPointers, the app that helps you track credit card rewards and offers and tells you the best card in your portfolio to use for every purchase. No…
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Confused about the difference between a trip and a vacation? Discover how your expectations can shape your adventures, and learn how to plan your next getaway—whether it's a whirlwind trip filled with exploration or a relaxing vacation focused on self-care. Tune in to my travel podcast to refine your travel style and make the most of your time off!…
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None of us enjoy spending money unnecessarily. I'm sharing my biggest flying mistakes of all time and what I'd do differently. We'll go beyond the usual, like missing flights, forgetting to apply for visas, or missing out on opportunities to earn miles. Read the blog post: Hey! If you enjoy my podcast, I'd be so grateful if you could Buy Me a Coffe…
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Wondering what to do and where to eat to support local Black-owned businesses in Boston? Boston is a vibrant hub for Black culture. Discover Boston's Black history, from the courageous individuals who fought to abolish slavery to the thriving Black-owned businesses and visionaries shaping the city today. Follow this Boston travel guide for the top …
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Travel newsletters are among the best ways to stay informed and inspired as travel consumers or business owners. Some travel newsletters fuel wanderlust, offering practical advice like travel hacks, destinations to visit, and how to save money. Others share industry news, trends, and insights. Here are my top picks for travel newsletters. Subscribe…
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Welcome to the Canadian province of Manitoba! Manitoba, the ancestral homeland of the Métis Nation and other Indigenous peoples of present-day Canada, is a treasure trove of rich Indigenous stories, heritage, and attractions. Join me as we experience the beauty, history, and spirit of Indigenous traditions and artistic expression in Manitoba. From …
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Welcome to the Canadian province of Saskatchewan! Explore Indigenous art, visit the home of Canada's longest-running archaeological dig, savor a delicious meal foraged from the prairies at the Han Wi Moon Dinner, and step back in time to learn about the 19th-century Métis community that built and defended their home along the South Saskatchewan Riv…
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I often see articles promising to share the most affordable travel destinations within the U.S. As I start reading, I shake my head — no, no, no. They've got it all wrong! Here are my top picks for budget-friendly vacations in the U.S. that offer rich experiences and thrilling adventures without draining your wallet. What are your favorite budget-f…
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The travel hacking landscape is constantly evolving. Listening to travel hacking podcasts is one of my favorite ways to deepen my travel hacking knowledge. Here's a recommended list of my favorite travel hacking podcasts. These podcasts are packed with insider tips, expert interviews, and real-life experiences, which will help you become a travel h…
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Saying kids grow up fast is an understatement. It feels like yesterday we packed our car for our first road trip with Baby K to The Adirondacks, New York. Since then, we've road-tripped across the country, flown internationally, and have half a dozen local getaways under our belt. I'm not going to lie, traveling with toddlers can be stressful, full…
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