The BoldlyGo Podcast: Revolutionizing Your Journey

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:

• Episode with Zac Hood – Travel Freely Founder
• Earn Big on Payroll – Zil Money
• Points Path Founder – Julian Kheel

Resources:

• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

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:

• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

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:

• ‘Shopping Portals Explained’ podcast episode
• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

Connect with Allie Ruhde:

• Instagram: allieandlandon
• TikTok: @allieandlandon

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:

• YouTube episode Bali Highlights
• Full blog post on our Bali experience
• See our guide on Plannin and get discounts on your travels
• Agung’s Nest Airbnb | Bamboo House
• Other amazing Bali stay’s in a similar area
• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

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:

• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

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:

• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

Connect with Deanna Keane:

• Instagram: thepointsflygirl
• Website: thepointsflygirl.com

In this Quick Hits episode, DeAndre Coke brings you the latest updates from the world of travel rewards and points. He covers the evolving landscape of earning points through payroll services with Zil Money, highlights Bilt’s expanding partnerships, and breaks down the latest elevated offers from Marriott Bonvoy.

Additionally, DeAndre shares critical travel updates regarding earthquakes affecting Santorini, impacting travel plans and potential deals. He also answers a listener’s question about upgrading Emirates flights booked through partner airlines and explains the challenges of navigating that process.

Lastly, the episode closes with a heartfelt tribute to Elise Caffee, a beloved member of the travel community known for her generosity and passion for helping others maximize their points and miles.

Stay informed with the latest travel strategies and industry news—tune in now!

Key takeaways:

• Payroll Points Strategy: Earning points using payroll services can be beneficial, but Zil Money is currently undergoing updates.
• Bilt Expansion: Bilt has announced new partnerships, including Lyft, providing more earning opportunities for users.
• Marriott Bonvoy Offers: Elevated sign-up bonuses are currently available for select Marriott Bonvoy cards.
• Santorini Earthquake Impact: Earthquakes have affected travel plans in Santorini, with possible travel deals emerging.
• Upgrading Emirates Flights: Upgrading flights booked through partner airlines can be challenging due to fare class restrictions.
• Community Tribute: Elise Caffee was an inspiration in the travel space, and her contributions will be remembered.
• Monitoring Travel Deals: Travelers should keep an eye on Santorini for potential post-earthquake travel bargains.

Elise Caffee:

• Updates Instagram
• GoFundMe
• How to navigate family travel with ease (Ep. 37)

Resources:

• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

Have you ever dreamed of visiting Thailand but don’t know where to start? In this episode of the Revolutionizing Your Journey podcast, host DeAndre Coke sits down with travel expert and points enthusiast Ben Komenkul to dive into everything you need to know about exploring Thailand. From must-visit destinations like Bangkok and Phuket to the hidden gems that travelers often miss, Ben shares insider tips on maximizing your experience.

The conversation delves into the role of points and miles in reducing travel costs, the best hotels to book for luxury at a fraction of the price, and why Thailand’s rich cultural heritage makes it one of the most fascinating travel destinations. Ben also highlights the deep influence of Buddhism and Hinduism on Thai culture, the country’s inclusive attitude toward gender identities, and how ethical tourism plays a crucial role in responsible travel.

Additionally, they explore Thailand’s world-renowned food scene, why Thai cuisine is all about balancing flavors, and the affordability of dining—even for families. Whether you’re planning a first-time visit, looking for the best time to travel, or simply curious about Thai traditions, this episode is packed with valuable insights and expert recommendations.

Tune in now to learn how to revolutionize your Thailand experience with smart travel strategies and points redemptions!

Key Highlights:

• Cultural Diversity: Thailand is a country rich in history, shaped by immigration and cultural influences.
• Must-Visit Destinations: Bangkok and Phuket are key stops for first-time travelers.
• Affordable Luxury: Thailand offers incredible hotel stays, where five-star luxury can be surprisingly affordable.
• Points and Miles Advantage: Using rewards can make traveling to Thailand more budget-friendly.
• Easy Transportation: Local options like Grab provide an affordable way to explore cities.
• Culinary Scene: Thai cuisine focuses on balancing flavors, making it one of the best food destinations in the world.
• Ethical Travel: Responsible tourism is key when engaging with animal experiences.
• Budget-Friendly Travel: Dining, massages, and shopping in Thailand are all accessible at a fraction of the cost compared to Western countries.
• Best Time to Visit: April’s Songkran Festival is a cultural highlight worth experiencing.
• Island Hopping: Thailand’s coastal regions offer breathtaking experiences beyond Bangkok and Phuket.

Resources:

• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

Connect with Ben Komenkul:

• Instagram: bensbigdeal
• Website: bensbigdeal.com
• Facebook: bensbigdeal
• YouTube: Ben’s Big Deal

In this Quick Hits episode, DeAndre Coke unpacks the latest updates in the world of points and miles, including airline and hotel loyalty program changes, travel incentives, and credit card promotions. He discusses the temporary halt in payroll by credit card through Zill Money, the reinstatement of Air Canada’s points pooling feature, and the latest IHG Rewards card offers that could help travelers maximize their stays.

Additionally, DeAndre highlights Vancouver’s new travel incentives, an unlisted transfer bonus with Etihad, and the perks of subscribing to Thrifty Traveler for exclusive flight deals. He also provides insight into AMEX Membership Week, upcoming policy changes at Southwest Airlines—including the end of free baggage for most passengers—and how travelers should prepare for the 40% devaluation of Southwest points. Whether you’re looking to maximize rewards, navigate airline devaluations, or take advantage of limited-time bonuses, this episode covers it all.

Tune in now to stay ahead of the latest travel trends and maximize your points and miles!

Key takeaways:

• Payroll by Credit Card: Temporarily unavailable due to system upgrades.
• Air Canada Points Pooling: Reinstated, allowing families to share miles.
• IHG Rewards Card Offers: Limited-time bonus points promotions are available.
• Vancouver Travel Incentives: Visitors can receive prepaid Visa gift cards.
• Etihad Transfer Bonus: Available but not listed in the Capital One portal.
• Etihad Cancellation Policy: Strict rules, so book wisely.
• Thrifty Traveler Deals: Subscription includes exclusive discounts and a money-back guarantee.
• AMEX Membership Week: Exclusive promotions and travel perks are available for cardholders.
• Southwest Airlines Devaluation: Points for cheap fares reduced by 40%.
• Southwest Policy Changes: Assigned seating and new baggage fees could impact frequent flyers.

Resources:

• Thrifty Traveler link
• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld

In this episode of the Revolutionizing Your Journey podcast, hosts Taryn and DeAndre take listeners through their trip to Jamaica, where they attended a beautiful wedding at Hyatt Zilara Rose Hall. They break down the booking process, how they used points to maximize their stay, and how Globalist status enhanced their resort experience.

From luxurious room upgrades to mouthwatering jerk chicken and vibrant entertainment, the episode highlights the resort’s atmosphere, amenities, and dining experiences. It also covers travel tips for visiting Jamaica, including why they recommend Club Mobay VIP entry for a stress-free airport experience.

Whether you’re planning a trip to Jamaica, considering Hyatt Zilara Rose Hall, or just looking for destination wedding inspiration, this episode is packed with insider insights and firsthand experiences.

Key Highlights:

• Destination Wedding in Jamaica: Attended a wedding at Hyatt Zilara Rose Hall.
• Booking with Points: Used Hyatt points to book the stay.
• DeAndre’s Connection to Jamaica: He is half-Jamaican, making this trip even more special.
• Resort Experience: The adults-only Hyatt Zillara sits next to the family-friendly Hyatt Ziva.
• Globalist Perks: Enjoyed suite upgrades and exclusive benefits.
• Best Jerk Chicken Ever: The jerk chicken at the resort was a culinary highlight.
• VIP Arrival at the Airport: Club Mobay VIP entry made the arrival process seamless.
• Wedding Experience: The event was well-organized and stunning.
• Resort Atmosphere: Energetic, great entertainment, and a lively vibe.

Resources:

• Hyatt Zilara Rose Hall blog review
• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• This month’s best current card offers
• LTH Online Points & Miles In Depth Course: Use coupon code “BOLDYGO” for a 50% discount!
• BoldlyGo Travel With Points & Miles Facebook Group

Connect with DeAndre Coke:

• Instagram: BoldlyGo.world
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld