Maximizing Points, Miles & Remote Work: Top Strategies with Harrison Pierce

09/04/2025 50 min Temporada 1 Episodio 62

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(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as  YourBestCreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers. Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.In episode 62, Harrison sheds light on key points-and-miles misunderstandings and shows that you don’t need to spend extravagantly to earn meaningful rewards. By choosing the right credit cards, even moderate expenses can rack up significant points. He also underscores the idea that any travel redemption is valuable, no matter how simple. Recommended options include the Capital One Venture X card for its strong earning rate and transferable points, and the Bilt Mastercard for earning points on rent without fees. In addition to debunking these myths, Harrison pinpoints lesser-known destinations perfect for remote work: Bulgaria offers budget-friendly adventures, Athens caters to digital nomads, and Singapore serves as a vibrant stopover hub. Whether it’s Salvador, Brazil for a solo escape or Bulgaria for a road-tripping adventure, there are plenty of ways to explore the world without breaking the bank.Beyond destinations, Harrison offers practical strategies for anyone considering a remote work lifestyle. He advocates experimenting with short-term stays before making bigger moves, managing boundaries to maintain work-life balance, and tapping into local events and resources like Meetup to integrate into new communities. Harrison also highlights the potential of credit cards in a freelancing context, business cards can help separate personal and professional expenses while earning extra points. Lastly, he reassures travelers that bringing a pet abroad is often simpler than expected, showing that with the right preparation, pets don’t have to hold you back from a flexible and fulfilling remote work journey.Website: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠itineraryboss.comBest Credit Cards for TravelBonus Offer NotificationsTransfer Bonus NotificationsPoints and Miles Cheat SheetTravelPayouts: Turn your trips into income and earn!Gondola AI:⁠ Find better hotels, earn more points, travel for free!⁠Rakuten⁠: Earn cash back/rewards on every purchase!Kit: Grow and monetize your email list⁠⁠⁠⁠⁠⁠⁠⁠⁠ClickUp⁠⁠⁠⁠⁠⁠⁠⁠⁠: Stay organized and master projectsMake.com: Build Smarter Automated Workflows with no codeFunction Health: Optimize your health, explore the world!Carry: The modern Solo 401(k) for business ownersHarrison Pierce’s Social Media:InstagramNewsletterItinerary Boss Socials:⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Pinterest⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Facebook ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Itinerary 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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