Tag: Revolutionizing Your Journey Podcast
Quick Hits: Last Call for ANA Round The World Tickets, Score Kimpton Freebies this Summer, and More!

Quick Hits: Last Call for ANA Round The World Tickets, Score Kimpton Freebies this Summer, and More!

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Looking to stay ahead in the world of travel rewards? 

In this week’s Quick Hits episode of Revolutionizing Your Journey, host DeAndre Coke delivers a rapid roundup of the most essential travel news and deals you need to know right now. From a 50% discount on Thrifty Traveler Premium to a Clear membership price hike, quirky hotel promotions, and the end of an iconic round-the-world points redemption, this episode is packed with timely tips. DeAndre also highlights how travelers can stay connected to the community and where to take action quickly to unlock significant value. 

If you’re trying to maximize every dollar and point this season, this is one to catch.

 

Key takeaways: 

  • 50% Off Thrifty Traveler Premium: New subscribers can join for just $50 from June 4–9. Great for finding rare points and cash deals.
  • Clear Membership Price Hike: The annual fee is now $199. Still worth it if your card covers the cost—less so if you’re paying out-of-pocket.
  • Kimpton’s Secret Password Is Back: Say “Social Sent Me” at check-in for surprise perks like snacks, upgrades, or waived fees (through Aug 31).
  • ANA Round-the-World Ticket Ending: Book by June 24 to snag this legendary 105k-point deal with 12 segments and 8 stopovers.

 

Resources:

 

Connect with DeAndre Coke: 

 

 

 

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The Ultimate Guide to Saving on your next Disney Trip with Chelsea of @pixiepointgals (Ep. 76)

The Ultimate Guide to Saving on your next Disney Trip with Chelsea of @pixiepointgals (Ep. 76)

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Planning a Disney trip and want to save big without sacrificing comfort?

In this episode of Revolutionizing Your Journey, host DeAndre Coke sits down with Chelsea from Pixie Point Gals to uncover the real magic behind using the Disney Vacation Club (DVC) and travel points to experience Disney like never before. Chelsea breaks down how families can rent DVC points—even without a membership—and stay at deluxe Disney resorts for a fraction of the price. They talk about the perks of staying on-property, tips for adults visiting Disney, and clever hacks like relocating food between resorts.

From avoiding scams to maximizing credit card points, this episode is packed with practical advice and insider tricks for both Disney lovers and travel hackers alike.

 

Key Highlights:

  • DVC explained: The Disney Vacation Club operates on a point system that differs from traditional timeshares.
  • Renting advantage: Renting DVC points can save up to 50% on high-end resort stays—even for non-members.
  • Booking flexibility: Being open to travel dates and resorts helps unlock better deals and availability.
  • Adult Disney tips: High-end resorts like the Riviera and experiences like Epcot’s “drink around the world” cater to adults.
  • On-property perks: Early park entry, free transportation, and deluxe amenities make staying on-site worthwhile.
  • Points strategy: Combining DVC rentals with travel credit card points furthers savings.
  • Avoiding scams: Booking through verified DVC rental sites helps ensure a smooth and secure experience.
  • Enhancing the trip: Small tricks like having Disney relocate luggage (and even food) between resorts can elevate the magic.

 

This episode is sponsored by Saily. Use Code BOLDLYGO for a 15% discount.

 

Resources:

 

Connect with DeAndre Coke: 

 

Connect with Pixie Point Gals:

 

 

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Quick Hits: Insane Rakuten Deals, an Unfortunate End to the Amex to Alaska Airlines Loophole, and More!

Quick Hits: Insane Rakuten Deals, an Unfortunate End to the Amex to Alaska Airlines Loophole, and More!

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Looking to maximize your points game and stay ahead of the travel curve?

In this extended Quick Hits episode, DeAndre Coke dives into one of the busiest travel news weeks yet. From Rakuten and SoFi points play to Delta’s award rate drops and United’s sleek new Polaris business class suites, there’s something for every traveler. He covers the Hilton Honors devaluation, a limited-time AA award sale, and the end of the valuable Amex-to-Hawaiian-to-Alaska Airlines transfer loophole. Plus, there’s new info on Chase’s Instacart perks, updates on the Zil Money saga, and a reminder that May is prime time for booking summer travel. 

Packed with strategy, news, and savings hacks—you won’t want to miss it.

 

Key takeaways: 

  • Rakuten deals: Huge Amex point earning opportunities—some merchants offering up to 95x points.
  • SoFi bonus: Opening a new SoFi account with a $500 direct deposit can earn 25,000 Amex points.
  • Delta award rates drop: Flying Blue redemptions on Delta-operated flights are ~20% cheaper for 2026.
  • United upgrades: New Polaris Studio Suites will offer luxury in-flight experiences starting in 2026.
  • Hilton devaluation: Standard award nights at top-tier hotels now cost up to 200,000 points.
  • American Airlines sale: Over 1 million award seats available from 5,000 miles—book by May 28.
  • Amex transfer loophole: The Amex-to-Hawaiian-to-Alaska points route ends June 30.
  • Chase Instacart perks: New $10–$20 monthly credits across many cards, plus free Instacart+ trials.
  • Zil Money update: The payroll on credit card feature was delayed another month, which is now expected in June.
  • Book now for summer: Prices for flights and hotels are lower than usual—rebooking could save $$$.

 

Resources:

 

Connect with DeAndre Coke: 

 

 

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Are Credit Card Points Taxable? A CPA Explains What the IRS Actually Cares About with Rachel Earl (Ep. 75)

Are Credit Card Points Taxable? A CPA Explains What the IRS Actually Cares About with Rachel Earl (Ep. 75)

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Are your points and miles taxable?

 In this episode, host DeAndre Coke is joined by CPA Rachel Earl to demystify the often-confusing world where travel rewards and taxes meet. They unpack how the IRS views points earned from credit card sign-up bonuses, referral links, and cashback programs, and clarify when travel rewards might be considered income.

The conversation also dives into smart tax planning strategies that can earn you valuable points—like paying estimated taxes by card—and covers key insights around bank bonuses, QuickBooks tracking, and business credit card usage. Rachel shares her professional insights as well as personal travel tips, offering a rare intersection of finance, strategy, and wanderlust. This episode is a must-listen for anyone looking to navigate the financial side of travel rewards with more clarity and confidence.

 

Key Highlights:

  • Points vs. taxes: Points and miles from sign-up bonuses are not taxable, but referral bonuses may be.
  • IRS guidance: Current IRS rulings on this topic haven’t been updated since 2002.
  • Cashback simplicity: Cash back is generally not considered taxable income.
  • Credit card usage: Personal cards can be used for business expenses with proper documentation.
  • IRS priorities: The IRS does not track individual cardholders or card usage patterns.
  • Bank bonuses: These are reported on 1099-INT forms and are treated as interest income.
  • W2 caution: W2 employees should be careful when opening a business entity for points purposes.
  • Estimated tax payments: Can be used to earn points, but risks and limits apply—especially in states like California.
  • Record-keeping: QuickBooks or other tracking tools help streamline expense categorization.
  • Wanderlog for travel: A useful tool for organizing travel plans and expenses.

 

This episode is sponsored by Saily. Use Code BOLDLYGO for a 15% discount

 

Resources:

 

CPA’s Footnotes:

 

Connect with DeAndre Coke: 

 

Connect with Rachel Earl:

 

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Quick Hits: Hyatt Adds The Standard Hotels, Emirates First Class Lockdown, Rakuten Promo Alert & More!

Quick Hits: Hyatt Adds The Standard Hotels, Emirates First Class Lockdown, Rakuten Promo Alert & More!

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Planning your summer 2025 travel? Now might be the perfect time to book. 

In this Quick Hits episode, DeAndre Coke shares key updates from his recent trip to Roatan and fresh news in the points and miles world. He covers limited-time transfer bonuses, how to spot travel savings on previously booked trips, and why Rakuten’s 7,500 Amex point promo is worth jumping on. You’ll also hear why Newark Airport might be best avoided for now, how Hyatt integrates The Standard hotels, and what Hyatt’s new gifting rules mean for loyal travelers. 

Finally, DeAndre breaks down Emirates’ move to restrict first-class redemptions and how to still unlock the experience through strategic credit card plays.

 

Key takeaways: 

  • Roatan reflections: A surprisingly incredible stay at the Grand Kimpton Roatan, made better with points and Amex FHR perks.
  • Summer 2025 alert: Now is the sweet spot for booking cheap domestic flights before prices spike.
  • Travel disruptions: Newark Airport is seeing significant delays and cancellations—consider alternative routes.
  • Booking tip: Already booked a summer trip? Check current pricing—DeAndre saved $300 and 70k Hyatt points on a rebook.
  • Rakuten promo: New users can get 7,500 Amex points with just $25 in spending through Rakuten.
  • Hyatt & The Standard: The Standard hotels officially join World of Hyatt with elite perks intact.
  • Award gifting limits: Hyatt will limit members to 10 award gifts received per year starting June 7.
  • Emirates first-class restrictions: As of May 12, only Skywards elite members can redeem for first class.
  • Credit card workaround: Get Emirates Silver or Gold elite status through co-branded Skywards cards to retain access. 

 

Resources:

 

Connect with DeAndre Coke: 

 

 

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From Gigs to Getaways: How Musicians Can Travel Smarter Using Points & Miles with @miles_maestro (Ep. 74)

From Gigs to Getaways: How Musicians Can Travel Smarter Using Points & Miles with @miles_maestro (Ep. 74)

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How can musicians and creatives take advantage of points and miles to make travel more affordable—and more meaningful?

In this episode of Revolutionizing Your Journey, host DeAndre Coke chats with musician and points enthusiast Matt Jamele, better known as @miles_maestro, about the travel challenges artists face and the strategies that can make the road a little smoother.

Matt shares how his desire to travel more—despite the financial unpredictability of being an artist—led him to the world of points and miles. From choosing the right credit cards and maximizing free night certificates to creating unforgettable moments on the road, he offers practical advice for creatives who want to stretch their travel budgets. The conversation touches on lounge access, business card perks, and how to keep things simple while still traveling well. If you’re touring across the country or planning a well-deserved getaway between gigs, this episode will inspire you to rethink your travel as an artist.

 

Key Highlights:

  • Matt’s beginnings: His passion for travel grew while navigating the financial realities of being a working musician.
  • Business card benefits: A business credit card can offer valuable rewards for artists with side income.
  • Lounge access perks: Airport lounges provide much-needed comfort between gigs or flights.
  • Simple card strategy: A lean card setup is often more manageable and effective for creatives.
  • Redemption value: Points can be used for experiences that create lasting memories, not just luxury.
  • Ask for help: There’s a growing community of travel hackers willing to guide beginners.
  • Travel mindset: The focus should be on enjoying the journey, not overcomplicating it with dozens of strategies.
  • Accessible travel: With a bit of planning, even independent artists can explore the world without overspending.

 

This episode is sponsored by Saily. Use Code BOLDLYGO for a 15% discount

 

Resources:

 

Connect with DeAndre Coke: 

 

Connect with Matt Jamele:

 

 

 

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Quick Hits: Real ID Is Finaly Here, 2 Top Credit Card Offers Are Ending Soon & More!

Quick Hits: Real ID Is Finaly Here, 2 Top Credit Card Offers Are Ending Soon & More!

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How do you stay updated with travel news while soaking up the sun in paradise? In this Quick Hits episode, DeAndre Coke checks in from the beautiful Kimpton Grand Roatán Resort in Honduras, where he shares a snapshot of the latest travel and points and miles updates.

He covers the current round of valuable transfer bonuses from Capital One, Chase, Citi, and more—along with timely reminders like the launch of REAL ID requirements in the U.S. and major airport delays affecting travel through New York and New Jersey. He also includes two major credit card welcome offers, including the $1,000+ value Capital One Venture Rewards deal ending May 12th.

If you’re booking a summer getaway or optimizing your rewards portfolio, this episode will help you make smart, timely moves with your travel plans.

 

Key takeaways: 

  • Current Transfer Bonuses: Capital One, Chase, and Citi are offering bonuses up to 30%—ideal if you’re booking travel soon.
  • REAL ID Reminder: Domestic travelers without a REAL ID-compliant license must carry a passport for flights.
  • Northeast Flight Disruptions: Avoid flights through New York/New Jersey due to air traffic staffing issues and cancellations.
  • Chase Sapphire Preferred: The 100K point sign-up bonus is in the “last call” phase—if you’re eligible, don’t miss it.
  • Capital One Venture Offer: Earn 75K miles + $250 travel credit (worth $1,000+) if you apply by May 12.
  • Travel Tip from Honduras: The Kimpton Grand Roatán is a stunning destination spa—watch for a full breakdown episode soon.

 

Resources:

 

Connect with DeAndre Coke: 

 

 

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Travel Smarter with Joy & Mara of @savvytravelmamas: Points, Timeshares & Travel Freebies (Ep. 73)

Travel Smarter with Joy & Mara of @savvytravelmamas: Points, Timeshares & Travel Freebies (Ep. 73)

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Can vacation clubs and timeshares be worth it, and how do you avoid the traps?

 In this episode of Revolutionizing Your Journey, host DeAndre Coke welcomes Joy Smith and Mara Rice, better known as the Savvy Travel Mamas, for a candid conversation on travel strategies, points and miles, and making family vacations a reality without breaking the bank. Mara shares how she started travel hacking decades ago out of financial necessity. At the same time, Joy reflects on her evolution from avoiding travel planning to becoming the go-to organizer for unforgettable getaways.

They break down the difference between vacation clubs and timeshares, discuss how to spot (and avoid) high-pressure sales tactics—especially in Las Vegas—and explain why freebies can be both a perk and a pitfall. You’ll also hear personal stories from their stays at Hilton and Hyatt resorts, tips for using credit cards wisely, and prioritizing experiences without overspending. This episode offers a practical guide for families, beginners, and anyone curious about getting more from their travels through smart planning and intentional choices.

 

Key Highlights:

  • Mara’s beginnings: She started using points and miles out of necessity, proving you don’t need money to travel smart.
  • Joy’s shift: Initially hesitant, Joy embraced travel planning to prioritize family vacations.
  • Vacation club clarity: Understanding the structure of vacation clubs vs. timeshares is critical to making wise decisions.
  • Maximizing redemptions: Spacious accommodations and points strategy make family travel more affordable.
  • Common mistakes: Many people jump into timeshares without understanding what they buy.
  • Financial insight: Being financially responsible when considering ownership is key.
  • Presentation strategy: If you prepare, you can attend sales presentations just for the perks.
  • Vegas freebies: Joy and Mara reveal how they scored thousands in vacation value just by showing up.
  • Family-first mindset: Travel should work around your family’s needs, not the other way around.
  • Start small: You don’t have to jump into luxury travel—start where you are and build from there.

 

This episode is sponsored by Saily. Use Code BOLDLYGO for a 15% discount

Resources:

 

Connect with DeAndre Coke: 

 

Connect with savvytravelmamas:

 

 

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Unlock the Vatican and Other Hidden Gems in Rome: Travel Tips From a Local with Angelo of @LivTours (Ep. 72)

Unlock the Vatican and Other Hidden Gems in Rome: Travel Tips From a Local with Angelo of @LivTours (Ep. 72)

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What makes a travel experience unforgettable? In this episode of Revolutionizing Your Journey, host DeAndre Coke sits down with Angelo, a dynamic entrepreneur who leaped from the performing arts to crafting bespoke travel experiences across Europe. Angelo shares how his background shaped his approach to building personal, intimate tours that focus on emotional connections rather than just checking off sights.

The conversation takes listeners through hidden gems of Rome, like the stunning Santa Maria Maggiore Basilica, the ancient Appian Way, and secret Caravaggio masterpieces tucked away in local churches. They also discuss the evolving world of luxury travel, highlighting unique experiences such as the Keymaster Experience at the Vatican and vintage Vespa sidecar tours. Plus, they offer tips for visiting Italy, including the best times to go and why early or late access tours can make a big difference in your trip.

This episode is perfect for travelers looking to deepen their experiences, independent explorers, and anyone dreaming of a more meaningful journey across Europe.

 

Key Highlights:

  • Angelo’s Background: His performing arts experience shapes how he designs travel experiences.
  • Personalized Travel: The industry is shifting toward curated, emotionally driven trips.
  • Small Groups Matter: Intimate group sizes lead to better engagement and customer loyalty.
  • Rome’s Hidden Gems: Santa Maria Maggiore, the Appian Way, and Caravaggio’s art are must-sees.
  • Luxury Travel in Rome: Unique options like the Vatican Keymaster Experience add exclusive value.
  • Timing is Key: October is one of the best times to visit Italy for fewer crowds and better experiences.
  • Local Connection: Engaging with locals deepens and authenticates your travel experience.
  • Physical Exploration: Walking and biking can uncover sides of a city that tourists often miss.
  • Emotional Travel: Travel is not just about sightseeing, but also about creating emotional connections with places

 

 

 

Resources:

 

Connect with DeAndre Coke: 

 

Connect with Angelo:

 

 

 

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How to Explore Every Country on Earth: A Travel Guide with @hudsonandemily (Ep. 27)

How to Explore Every Country on Earth: A Travel Guide with @hudsonandemily (Ep. 27)

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How can the Herculean task of traveling to every country on Earth change your worldview and inspire others to pursue their dreams?

Join DeAndre Coke as he welcomes Hudson and Emily, a dynamic duo on a mission to visit every country in the world. Together they share their incredible journey—starting with an RV trip across the U.S. to visiting 180 countries—and how a personal tragedy motivated them to live intentionally and embrace a life of travel.

Emily and Hudson discuss the evolution of their travel goals, savvy budgeting strategies, and their transition to full-time content creation. They reveal the joys and challenges of their adventures, from participating in unique cultural practices to experiencing the kindness of strangers. Tune in and discover how their travels have deepened their appreciation for the world’s diversity and humanity.

Key Highlights:

  • Journey Beginnings: The unexpected loss of Hudson’s father inspired their RV trip across all 50 U.S. states, sparking their global travel mission
  • Budget Travel: They initially saved by staying in free locations and continued to budget carefully during their international adventures
  • Content Creation: They transitioned from a lifestyle blog to full-time travel content creators, sharing valuable insights and experiences
  • Cultural Immersion: Memorable experiences include participating in the Mandari tribe’s customs in South Sudan and witnessing the generosity of locals in Afghanistan
  • Upcoming Travels: Excited to visit China, 11 Pacific Islands, and saving the Bahamas as their final destination
  • Future Plans: They plan to settle down after visiting every country, start a family, and continue content creation focused on marriage, travel, and parenting
  • Inspiring Others: They emphasize kindness, intentional living, and the importance of taking the first step toward your dreams

Tune in for these insights and more, as Hudson and Emily’s journey continues to inspire.

 

Resources:

Connect with DeAndre Coke: 

Connect with Hudson & Emily: 

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