Category: Travel Hacking

Quick Hits: ANA’s Devaluation, How to re-qualify for Chase’s Biggest Bonus & More!

Quick Hits: ANA’s Devaluation, How to re-qualify for Chase’s Biggest Bonus & More!

Is ANA’s legendary around-the-world ticket going away for good?

In this Quick Hits episode, DeAndre Coke checks in from the Dominican Republic—on a site visit for his upcoming wedding—to bring you the latest news in the world of travel, points, and miles. He breaks down ANA’s significant devaluation, explains the ticking clock on booking their coveted around-the-world ticket, and clarifies who’s eligible for Chase Sapphire Preferred’s elevated 100,000-point offer.

DeAndre also shares the latest updates on Zil Money’s delayed card processing system for payroll and offers a transparent follow-up to a recent discrepancy between a podcast and Instagram about his use of points versus travel insurance for a flight delay. If you’re looking to stay sharp on offers, program updates, and real-life travel hacks, this episode is packed with practical insights—recorded right from paradise.

Tune in to stay ahead on travel strategy and loyalty program changes.

 

Key takeaways: 

  • ANA Around-the-World Ticket: Book by June 24 before ANA eliminates this aspirational redemption.
  • ANA One-Way Redemptions: ANA will finally allow one-way point bookings, offering more flexibility.
  • Chase Sapphire Preferred Bonus: A 100,000-point welcome offer is available—but only if you meet strict eligibility rules.
  • Zil Money Update: The platform is still down due to overwhelming demand; processing is expected to resume soon.
  • Travel Insurance Clarification: DeAndre confirms he used points (not cash) for a Hyatt stay during a flight delay, and breaks down how trip delay coverage varies by card.
  • Trip Delay Insurance Tip: Chase Sapphire Preferred = 12-hour delay or overnight stay; Reserve = 6-hour delay coverage.

 

Resources:

 

Connect with DeAndre Coke: 

 

 

How Business (and Life) Partners Can Turn Shared Expenses Into Luxury Travel with Dr. Andrea Mabry (Ep. 70)

How Business (and Life) Partners Can Turn Shared Expenses Into Luxury Travel with Dr. Andrea Mabry (Ep. 70)

Can you build a business and a travel lifestyle at the same time?

 In this episode of Revolutionizing Your Journey, dermatologist and entrepreneur Andrea Mabry joins host DeAndre Coke to reveal how she leveraged high-value business expenses to earn millions of points and miles. From negotiating with contractors on a multi-million dollar clinic build to strategically choosing between Chase, Capital One, and Amex cards, Andrea shares actionable tips for entrepreneurs looking to turn their business spend into unforgettable travel rewards. They dive deep into the pros and cons of sharing points with partners, the surprising differences between credit card issuers, and how Andrea used AI to decide between points and cash back. You’ll also hear about her family’s premium cabin redemptions, the true value of understanding credit card fine print, and how setting aside just one hour can lead to long-term rewards.

 If you’re a business owner or aspiring entrepreneur looking to maximize every dollar—this one’s for you.

 

Key Highlights:

  • Business Expense Strategy: Andrea used business spending, including building a clinic, to earn over 700,000 points annually.
  • Credit Card Comparison: Chase offers substantial rewards but is hard to share; Capital One is the most flexible for transfers.
  • Amex Point Tracking: Requires manual systems to manage partner point splits effectively.
  • Contractor Negotiation: Paying large vendors with cards led to significant point accumulation.
  • Cash Back vs Points: Andrea used AI tools to compare long-term value and determine the best strategy.
  • Family Travel: Thanks to effective redemption planning, she flew seven family members in premium cabins.
  • Quick Setup: Setting up a points system can take less than an hour but deliver massive returns.
  • Teaching Others: Andrea educates her network to create shared travel opportunities.
  • Redemption Stories: From Thailand to Iceland, points have become unforgettable travel memories. 

 

 

Resources:

 

Connect with DeAndre Coke: 

 

Connect with Andrea Mabry:

 

[YouTube Bonus] Tucson: The U.S. Food City You’ve Never Heard Of (But Should Eat In ASAP)

[YouTube Bonus] Tucson: The U.S. Food City You’ve Never Heard Of (But Should Eat In ASAP)

Tucson, Arizona, might be America’s most underrated food city—and we’re here to tell you why. From handmade tortillas and Sonoran beef to standout dinners at Charro Del Rey and Bata, this trip turned into a full-on foodie journey. In this special podcast release, we also discuss how we earned 18,000 American Airlines miles on a cash booking, explore Tucson’s status as the first UNESCO City of Gastronomy in the U.S., and share thoughts on walkability, safety, and local charm.

Tune in to hear what surprised us most and why Tucson deserves a spot on every food lover’s travel list.

Resources:

 

Connect with DeAndre Coke: 

 

 

Revolutionize Your Travel: Must-Have Tools to Plan, Book, and Organize Your Points & Miles Game (Ep. 69)

Revolutionize Your Travel: Must-Have Tools to Plan, Book, and Organize Your Points & Miles Game (Ep. 69)

Have you ever wondered what tools a points and miles expert uses to book smarter, earn faster, and stay organized while traveling?

In this solo episode of Revolutionizing Your Journey, host DeAndre Coke breaks down his personal travel toolkit—from the apps that help him choose the right credit card at checkout, to the tools he swears by for booking award flights and organizing itineraries. From automating credit card offers with Card Pointers to searching for award flights with tools like PointsYeah and Seats.aero, DeAndre walks listeners through each step of his travel planning process. He also discusses the value of platforms like Zil Money for earning points on business expenses, and apps like TripIt for keeping itineraries organized. This episode offers practical insights for travelers looking to simplify and optimize their rewards-based travel. 

This post contains affiliate links for some of the products mentioned, but we personally use and pay for most of these services ourselves because we believe in their value. We want to share the best points and miles tools that have helped us maximize our travel rewards.

 

Key Highlights:

  • Card Pointers: An app that helps users choose the best credit card for each purchase and automatically loads Amex and Chase offers without logging in.
  • Zil Money: Platform that lets businesses earn points by processing payroll through credit cards—useful for hitting sign-up bonuses and earning high multipliers.
  • Travel Freely: This tool tracks credit card annual fees and sign-up bonuses and helps users comply with Chase’s 5/24 rule.
  • PointsYeah: Award flight search engine with features like Daydream Explorer and live seat maps, making it easier to spot high-value redemptions.
  • Seats.aero: A power-user tool for finding award seat availability, especially useful for last-minute and expert-level searches.
  • Points Path:  The first award flight search engine that runs directly in Google Flights, and provides both the cash price and points price of many flights.
  • FlightConnections: Visualization tool showing all direct routes between airports—great for mapping international travel and alliance-specific itineraries.
  • Boldly Go Calculators: Transfer Bonus Calculator and Point Redemption Calculator simplify reward math and show real point value.
  • Point.me: Beginner-friendly award search tool that includes step-by-step guides and Amex cardholder access for free.
  • Thrifty Traveler: Subscription service that sends alerts for award availability, mistake fares, and significant cash deals.
  • TripIt: Travel organization app that builds an itinerary from confirmation emails and syncs across devices—even offline. Helpful for keeping track of complex trips and flight changes.

 

Episodes Mentioned:

 

Resources:

 

Connect with DeAndre Coke: 

 

 

Quick Hits: More Zil Payroll Woes and More!

Quick Hits: More Zil Payroll Woes and More!

In this Quick Hits episode, DeAndre Coke checks in from the stunning Park Hyatt Beaver Creek in Colorado, offering a glimpse into the luxury ski-in/ski-out experience. 

He shares the latest on the ongoing Zil Money payroll issues, including frustrations from users unable to process payments via credit card. The episode also covers recent turbulence with Southwest Airlines, from point devaluations to new passenger fees, and how American and Delta are stepping in with status match opportunities. DeAndre closes out by breaking down the new Chase and United card changes, which have sparked conversations around value, fees, and whether these cards still make sense for savvy travelers.

Whether you’re navigating the slopes of travel rewards or reassessing your credit card strategy, this episode delivers timely insights to help you make smarter moves with your points and miles.

 

Key takeaways: 

  • Park Hyatt Beaver Creek: A true ski-in/ski-out luxury resort offering a premium travel experience.
  • Zil Money Update: The payroll-by-card system experienced downtime, impacting users across multiple platforms.
  • Southwest Airlines Devaluation: Points were devalued, and new fees were introduced, frustrating loyal customers.
  • Status Match Opportunities: American Airlines and Delta are offering matches for Southwest elites.
  • Chase & United Card Changes: Increased annual fees and reduced perks make co-branded cards less valuable.
  • Community Insight: Ongoing discussions in the Boldly Go Facebook group reflect traveler concerns and strategies.
  • Rewards Program Monitoring: Staying informed is key to adapting to the changing travel rewards landscape.

 

Resources:

 

Connect with DeAndre Coke: 

 

 

Unlocking the Secrets of American Airlines Loyalty Rewards with @allieandlandon (Ep. 68)

Unlocking the Secrets of American Airlines Loyalty Rewards with @allieandlandon (Ep. 68)

How can you earn airline status without even setting foot on a plane? 

In this episode of the Revolutionizing Your Journey podcast, host DeAndre Coke sits down with Allie Ruhde, aka @allieandlandon—an expert in travel rewards and American Airlines’ loyalty system—to unpack precisely that. Allie shares her journey into the world of points and miles, starting with earning Gold status at just three years old. Together, they dive deep into the mechanics of American Airlines’ Loyalty Points system, including strategies for earning status through shopping portals, dining programs, hotel bookings, and credit cards.

The conversation also explores the perks of status levels like Platinum, Platinum Pro, and Executive Platinum, lounge access options, and how to maximize your everyday spending to unlock travel rewards. Plus, Allie explains why Alaska Airlines stands out in the OneWorld alliance and shares her favorite redemption tips—like flying to Japan in business class for just 60,000 miles. Whether you’re a seasoned traveler or just starting your loyalty journey, this episode is packed with practical insights you can apply right away.

 Tune in to learn how to stack miles and Loyalty Points smarter—not harder.

 

Key Highlights:

  • Loyalty Points 101: Track status progress without needing to fly.
  • Shopping Portals: A powerful way to rack up Loyalty Points and miles.
  • Dining Rewards: Earn miles for everyday meals with linked credit cards.
  • Hotel Bookings: Book through AA Hotels to earn high Loyalty Points.
  • Status Tiers: Platinum and Executive Platinum bring valuable perks like upgrades and lounge access.
  • Alaska Airlines: Offers complimentary upgrades—unlike other OneWorld airlines.
  • Credit Cards: AA co-branded cards earn both Loyalty Points and miles.
  • Upgrade Strategy: Maximize same-day change policies and early boarding.
  • Pro Tips: Combine Simply Miles offers, use status challenges wisely, and don’t overlook dining and shopping portals.

 

Resources:

 

Connect with DeAndre Coke: 

 

Connect with Allie Ruhde:

 

 

[YouTube Bonus] Bali Highlights: Best Things to Do, & Where to Stay | Full Guide to Villas, Food & Culture

[YouTube Bonus] Bali Highlights: Best Things to Do, & Where to Stay | Full Guide to Villas, Food & Culture

Ready to experience Bali like never before? In this full travel guide, we take you through the best things to do, where to stay, what to eat, and how to enjoy luxury travel in Bali without breaking the bank. From stunning bamboo villas to secret swing spots and unforgettable local food — we cover it all.

We spent two weeks in Bali exploring Seminyak, Selat, Amed, and everything in between. 

Bonus: We flew to Bali in business class for under $400 per person (retail: $10,000+). Want to know how? Check out our podcast where we explain how we use points and miles to travel in luxury for less!

 

Resources:

 

Connect with DeAndre Coke: 

 

 

Quick Hits: Payroll on Credit Card Update, IHG’s Best-Ever Offer, Southwest’s Status Match Deal and more

Quick Hits: Payroll on Credit Card Update, IHG’s Best-Ever Offer, Southwest’s Status Match Deal and more

In this Quick Hits episode, DeAndre Coke shares a roundup of the latest and most important updates in the world of travel, points, and miles. From Hyatt’s award pricing changes and Chase/Amex transfer bonuses to the IHG One Rewards Business Card’s limited-time offer of up to 200,000 points, this episode is packed with timely insights to help travelers make smarter, more strategic decisions. He also covers Delta’s removal of fuel surcharges on award flights from Europe and Southwest’s new status match opportunity for American Airlines elites—both of which could unlock significant value for savvy flyers.

Additionally, DeAndre shares an update on Zil Money, which is once again up and running for all credit cards except AMEX, and unveils the newly rebuilt Best Offers page on the BoldlyGo website, created to prioritize transparency and showcase the most competitive card offers—regardless of affiliate links.

Whether you’re earning, redeeming, or mapping out your next trip, this episode will help you stay ahead of the game in the world of travel rewards.

 

Key takeaways: 

  • Hyatt Award Pricing Update: Many hotels are shifting categories, impacting award stays.
  • IHG One Rewards Business Card: Earn up to 200,000 points with a limited-time offer.
  • Valuable Free Night Certificate: Included with the IHG business card and applicable for redemptions.
  • Chase & Amex Transfer Bonuses: Take advantage of them before they expire.
  • Delta Award Tickets: Fuel surcharges removed for one-way flights from Europe.
  • Southwest Status Match: Available with proof of American Airlines elite status.
  • Plan Ahead: Staying informed ensures better travel redemptions and savings.
  • Use Credit Cards Strategically: These updates reinforce the value of timely applications.

 

Resources:

 

Connect with DeAndre Coke: 

 

 

 

Choice Hotels, Citi Points, and Irish Charm: A Unique Points and Miles Strategy by @thepointsflygirl (Ep. 67)

Choice Hotels, Citi Points, and Irish Charm: A Unique Points and Miles Strategy by @thepointsflygirl (Ep. 67)

What happens when a criminal defense attorney turns her free time during the pandemic into learning about travel rewards strategies?

 In this episode of Revolutionizing Your Journey, host DeAndre Coke sits down with Deanna Keane aka @pointsflygirl, an attorney by day and a points and miles expert by passion. Deanna shares her journey into the world of points and miles, including how she leverages Citi ThankYou points, Amex Business Platinum benefits, and underappreciated programs like Choice Hotels to craft unforgettable experiences. 

From her favorite redemptions in Ireland to unique travel moments in Iceland, this conversation is packed with actionable tips for travelers looking to maximize value without sacrificing quality.

Whether you’re curious about driving in Ireland, booking with kitchenettes in Iceland, or how to score the best deals from Vegas to Dublin, Deanna breaks it down in a relatable, strategic way. Tune in and discover how smart planning, flexible redemptions, and a little creativity can unlock global adventures.

 

Key Highlights:

  • Pandemic Pivot: Deanna began exploring points and miles during COVID and found a new passion.
  • Strategic Redemptions: Citi ThankYou Points offer substantial value for everyday spending and travel.
  • Hidden Gems: Choice Hotels often provide surprisingly good redemption opportunities.
  • Ireland Tips: The Dingle Peninsula and Blarney Castle are must-visit destinations.
  • Flight Deals: KLM and British Airways offer interesting routes and redemption options.
  • Best Time to Visit Ireland: May through September offers ideal weather for exploration.
  • Drive to Discover: Renting a car in Ireland enhances the experience beyond tourist hotspots.
  • Iceland Insights: Booking hotels with kitchenettes helps save money in a pricey destination.
  • Wine Hack: You can purchase wine at the airport in Iceland—perfect for budget travelers.

 

 

Resources:

 

Connect with DeAndre Coke: 

 

Connect with Deanna Keane: