World Travel Made Easy With Itinerary Boss

Credit Card Strategies You've Never Heard: CardCon Creator Jason Steele on Next-Level Reward Strategies


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In episode 83,  Jason Steele’s journey from tech expert to travel rewards authority is a masterclass in transforming personal passions into professional influence. As a writer and consultant, Jason has not only unlocked the power of points and miles for his own family’s travel but also guided countless others toward financially accessible adventures. His role in founding CardCon and shaping industry conversations illustrates how his expertise extends beyond content to meaningful community-building. Through personal stories—like helping families attend overseas competitions without financial strain—Jason highlights how travel can strengthen relationships and create lasting memories.


In conversation with Ross, Jason dives deep into the shifting terrain of content creation, the nuanced evolution of airline rewards, and the growing desire for human connection in an AI-driven world. From breaking down the complexities of dynamic point valuations to offering savvy family travel tips—like leveraging lap-child policies or planning 11 months ahead—Jason combines tactical knowledge with lived experience. He also shares a refreshing take on car rentals, lounge access, and the underappreciated perks of Frontier Airlines’ elite status. Whether you’re a travel rookie or seasoned rewards enthusiast, Jason’s insights deliver both strategy and soul.


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Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

 

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

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World Travel Made Easy With Itinerary BossBy Ross Alcorn

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