The BoldlyGo Podcast: Revolutionizing Your Journey

Voyascape:Travel Podcasts
  • 4.8 (85)
  • Places & Travel
  • Updated Weekly

The BoldlyGo Podcast: Revolutionizing Your Journey is your inside pass to traveling better, farther, and more luxuriously using points, miles, and smart travel strategies. Hosted by financial advisor and world traveler DeAndre Coke alongside his wife and travel partner Taryn Gisbert, the show explores how everyday people are unlocking bucket-list experiences around the world—often for a fraction of the normal cost. Each episode features conversations with travelers, creators, families, and industry experts who share practical strategies, unforgettable stories, and the real-world systems they use to maximize travel rewards, airline miles, hotel points, elite status, and credit card perks. From flying international business class and staying in overwater villas in the Maldives to navigating family travel, destination deep dives, and hidden luxury experiences, The BoldlyGo Podcast blends inspiration with actionable advice for travelers at every level. You’ll hear stories from couples who booked five-star honeymoons almost entirely on points, families exploring the world without breaking the bank, and travelers who’ve learned how to turn everyday spending into extraordinary adventures. If you’re just getting started with points & miles or already optimizing complex award travel itineraries, this podcast helps you travel smarter, spend intentionally, and experience more of the world. Subscribe now and join a growing community of travelers learning how to travel well and live boldly.

  1. 11h ago

    Quick Hits: Book Richard Branson’s Private Island With Points, a New Targeted Bilt Offer & More!

    In this week's Quick Hits episode, DeAndre covers several important updates across the points and miles world, including new Chase Freedom Flex bonus categories, Hyatt's latest summer promotion, Bilt's newest hotel transfer partner, and a potentially valuable targeted spending offer. He also dives into the brief appearance and disappearance of new Amex transfer bonuses, shares his experience with delayed Chase to Virgin transfers, and explains why travelers should pay close attention before making speculative transfers to Etihad. The episode wraps up with exciting redemption opportunities, including using Hilton Honors points for seaplane transfers in the Maldives and Virgin Points for a stay on Richard Branson's private Necker Island. Finally, DeAndre shares news that a Chase Sapphire Lounge is coming to Miami International Airport, making one of his most frequently visited airports even more attractive for premium travelers. Timestamps: (00:00) Intro into this Week's Quick Hits (00:13) Chase Freedom Flex Q3 5X Categories & Hyatt Summer Promotion (00:58) Bilt Adds Preferred Hotels & New Targeted 5X Offers (02:57) Amex Transfer Bonus Confusion & Chase to Virgin Transfer Delays (04:55) Using Hilton Points for Maldives Seaplane Transfers (06:22) Virgin Points Can Now Book Richard Branson's Necker Island (08:01) Correction on Chase Transfer Delay & Virgin Bonus (08:42) Etihad Leaving Amex Membership Rewards (09:31) Chase Sapphire Lounge Coming to Miami Airport (10:53) Final Thoughts & Community Updates Key takeaways: Chase Freedom Flex Q3 Categories: Activate 5X earnings on gas, EV charging, public transit, select live entertainment, and United Way purchases for the third quarter.Hyatt Summer Promotion: Earn 2,000 bonus World of Hyatt points for every two eligible nights after your second stay, with up to 8,000 bonus points available.Bilt Transfer Partner: Bilt Rewards adds Preferred Hotels & Resorts at a 1:2 transfer ratio, creating another valuable luxury hotel redemption option.Targeted Bilt Offer: Some members can earn 5X points at Amazon, Walmart, and Target on up to $200 in spending through a limited time targeted promotion.Amex Transfer Bonus Mystery: American Express briefly published Hilton Honors and Virgin Atlantic transfer bonuses before removing them, suggesting they may officially return soon.Virgin Transfer Delays: Chase to Virgin Atlantic transfers may experience delays before bonus miles appear, so don't assume something went wrong immediately.Maldives Seaplane Awards: Hilton Honors members can now redeem points for Conrad Maldives seaplane transfers, helping offset one of the destination's largest travel expenses.Necker Island Redemption: Virgin Points now unlock three night stays on Richard Branson's private Necker Island at a significantly reduced redemption rate.Etihad Transfer Deadline: Etihad Guest leaves Amex Membership Rewards at the end of June, making this the last chance for planned transfers before the partnership ends.Miami Sapphire Lounge: Chase confirms a new Sapphire Lounge is coming to Miami International Airport, expanding premium lounge access at one of the busiest travel hubs. Need Global Travel Insurance? We recommend World Nomads Get a travel insurance quote here Resources: BoldlyGo LIVE! Miami 5-7 RegistrationPodcast LibraryBecome a BoldlyGo blog contributorStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook Group Some of Our Favorite Tools For Elevating Your Points & Miles Game: Note: Contains affiliate/sponsored links Get Autopilot: Never Overpay for a Flight or Hotel AgainCard Pointers (Saves the average user $750 per year)Zil Money (For Payroll on Credit Card)Travel FreelyPoint.meFlightConnections.comThrifty Traveler PremiumLTH Online Points & Miles In Depth Course: Use coupon code "BOLDYGO" for a 50% discount! Connect with DeAndre Coke: Instagram: BoldlyGo.worldTikTok: BoldlyGo.world Website: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGoTravels Mentioned in this episode: Check out all of our other travel podcasts from around the world This podcast is part of the Voyascape Travel Network, that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsered content on any of our shows you can find out more at the link below. Voyascape Podcast Network

    15 min

  2. 2d ago

    Our Credit Card Portfolio Breakdown: Keep, Cancel, or Downgrade (Ep. 132)

    In this solo episode of the BoldlyGo podcast, DeAndre pulls back the curtain on his family's complete credit card strategy and reveals exactly what's in his wallet, card organizer, and overall points ecosystem. With more than 35 active credit cards between himself and Taryn, DeAndre explains why most of those cards rarely get used, how they decide which cards are worth keeping long term, and which ones are likely headed for cancellation. He shares the thinking behind his daily spending strategy, how he separates personal and business expenses, and why certain cards continue to earn a permanent place in his wallet despite increasing annual fees. Throughout the episode, DeAndre breaks down the cards generating the most value for their household, including the Bilt Palladium Card, Citi Strata Premier, Chase Sapphire Reserve, Amex Business Platinum, Hilton Aspire, and several Chase Ink and Amex business products. He discusses welcome bonus strategies, retention offers, status benefits, travel protections, and how he evaluates annual fees against real-world value. The conversation also includes practical guidance on managing multiple cards responsibly, avoiding common cancellation mistakes, and building a points and miles portfolio that supports long term travel goals rather than chasing every new offer. Timestamps: (00:00) - Why We Have 35+ Credit Cards (01:54) - Housekeeping and Podcast Resources (03:43) - How We Organize Our Credit Card Portfolio (05:28) - Why Bilt Palladium Is My Favorite Card (08:08) - Citi Strata Premier and Grocery Spending Strategy (10:21) - Chase Sapphire Reserve: Still Worth Keeping? (12:17) - Amex Business Platinum and Welcome Bonus Strategy (15:13) - American Airlines Status and Business Card Spending (17:15) - Hilton Aspire, Business Gold Cards, and Annual Fee Decisions (22:32) - Two Chase Ink Business Preferred Cards Strategy (31:17) - Taryn’s Credit Cart Portofolio (33:49) - When to Cancel Credit Cards Without Losing Your Points (39:22) - Final Thoughts: Keep, Cancel or Downgrade Key Highlights: Bilt Palladium Becomes the Daily Driver: DeAndre explains why Bilt's earning structure and transfer partners have made it his favorite personal spending card.Sapphire Reserve Still Wins: Despite recent changes, Chase Sapphire Reserve remains a cornerstone card thanks to its travel protections and premium benefits.Annual Fees Must Earn Their Keep: Every card is evaluated based on the value it provides, not simply because it earns points.Business Cards Drive Most Growth: Welcome offers from business cards continue to generate the largest portion of the family's points balances.Hilton Aspire Remains a Keeper: Diamond status and annual free night certificates make the card difficult to replace.Retention Offers Matter: Before canceling premium cards, DeAndre regularly checks for retention offers that can offset annual fees.Don't Close Cards Too Early: Canceling before the first annual fee posts can result in losing earned welcome bonuses.Personal vs Business Cards: Most account closures happen on the business side while personal cards are often kept to preserve credit history.Status Can Influence Spending: Strategic spending helps maintain valuable airline and hotel elite status.Simplicity Matters: The best card setup is one that aligns with your actual spending habits and travel goals. Resources: BoldlyGo LIVE! Miami 5-7 RegistrationCheck out our Podcast LibraryBecome a BoldlyGo Blog contributorStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook Group Need Global Travel Insurance? We recommend World Nomads Get a travel insurance quote here Some of Our Favorite Tools For Elevating Your Points & Miles Game: Note: Contains affiliate/sponsored links Get Autopilot: Never Overpay for a Flight or Hotel AgainCard Pointers (Saves the average user $750 per year)Zil Money (For Payroll on Credit Card)Travel FreelyPoint.meFlightConnections.comThrifty Traveler PremiumLTH Online Points & Miles In Depth Course: Use coupon code "BOLDYGO" for a 50% discount! Connect with DeAndre & Taryn: Instagram: BoldlyGo.worldTikTok: BoldlyGo.world Website: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGo.Travels Mentioned in this episode: Check out all of our other travel podcasts from around the world This podcast is part of the Voyascape Travel Network, that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsered content on any of our shows you can find out more at the link below. Voyascape Podcast Network

    45 min

  3. Jun 19

    Quick Hits: Delta’s Best Skymiles Deals in a Decade, RIP to Paze + Newegg & More!

    In this week’s Quick Hits episode, DeAndre covers several noteworthy developments across the points and miles landscape, including some of the best Delta SkyMiles redemptions seen in years. From Delta One flights to Europe starting at just 97,000 miles each way to deeply discounted economy awards to Australia, New Zealand, Mexico, and the Bahamas, Delta travelers are finally seeing meaningful value from their SkyMiles balances. DeAndre breaks down why these unadvertised deals are creating excitement and why now may be a great time to revisit Delta redemptions. The episode also covers updates to Amex Resy dining credits, a new Citi ThankYou Points transfer bonus to Accor, and a lucrative Payz promotion that can generate statement credits and bonus points for eligible cardholders. DeAndre shares his perspective on maximizing opportunities without feeling pressured to chase every deal and emphasizes finding a points strategy that fits your personal goals and capacity. He wraps up with reminders about expiring card benefits, Fine Hotels + Resorts credits, and the upcoming BoldlyGo Live community meetup in Miami. Timestamps: (00:00) Quick Hits Intro (00:23) Delta's Best SkyMiles Deals in Years (01:36) Amex Resy Credit Changes Explained (02:35) Citi ThankYou Points 50% Accor Transfer Bonus (04:03) Payz Promotion Worth Up to $100 Per Card (05:07) NewEgg Changes and Gift Card Strategy Update (07:21) Midyear Credit and Benefit Reminders (08:01) Maximizing Amex Fine Hotels + Resorts Credits (09:00) BoldlyGo Live Miami Meetup Reminder Key takeaways: Delta SkyMiles Sweet Spots: Delta is quietly releasing some of the strongest award pricing in years, including Delta One to Europe from 97,000 miles each way.Amex Resy Update: New terms caused concern among cardholders, but dining credits remain widely usable for now.Citi to Accor Bonus: Citi ThankYou Points are offering a 50% transfer bonus to Accor through July 18.Payz Promotion: Eligible cards can earn up to $100 back through Payz purchases, with additional stacking opportunities available.Points Strategy Mindset: Not every promotion is worth pursuing. Focus on opportunities that match your spending habits and goals.Expiring Benefits Reminder: Time is running out to use midyear and quarterly benefits like Resy credits, FHR credits, and Chase Edit benefits.FHR Booking Tips: Amex Fine Hotels + Resorts credits can be used for future stays, not just trips happening this year.BoldlyGo Live: Registration remains open for the first BoldlyGo Live community event in Miami. Need Global Travel Insurance? We recommend World Nomads Get a travel insurance quote here Resources: BoldlyGo LIVE! Miami 5-7 RegistrationPodcast LibraryBecome a BoldlyGo blog contributorStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook Group Some of Our Favorite Tools For Elevating Your Points & Miles Game: Note: Contains affiliate/sponsored links Get Autopilot: Never Overpay for a Flight or Hotel AgainCard Pointers (Saves the average user $750 per year)Zil Money (For Payroll on Credit Card)Travel FreelyPoint.meFlightConnections.comThrifty Traveler PremiumLTH Online Points & Miles In Depth Course: Use coupon code "BOLDYGO" for a 50% discount! Connect with DeAndre Coke: Instagram: BoldlyGo.worldTikTok: BoldlyGo.world Website: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGoTravels Mentioned in this episode: Check out all of our other travel podcasts from around the world This podcast is part of the Voyascape Travel Network, that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsered content on any of our shows you can find out more at the link below. Voyascape Podcast Network

    12 min

  4. Jun 17

    How to Turn Credit Card Points into Business Class Flights with Owen Beiny (Ep. 131)

    In this episode of the BoldlyGo podcast, DeAndre Coke sits down with Owen Beiny, better known as The Points Partner, for a masterclass on one of the most misunderstood parts of points and miles: actually redeeming your points. While earning points often gets the spotlight, Owen explains why booking award travel is where the real value is created and where most travelers leave money on the table. Owen shares his fascinating journey from running a celebrity paparazzi business in London and Los Angeles to building one of the most recognized points and miles education brands in the industry. Together, DeAndre and Owen break down the fundamentals of award travel, including the difference between booking through a credit card travel portal versus transferring points to airline partners, how transfer bonuses can dramatically increase value, and why flexibility is often the secret ingredient to unlocking incredible redemptions. The conversation dives into common mistakes beginners make, the importance of understanding airline alliances, why saver awards matter, and how the same flight can cost drastically different amounts depending on where you book it. Owen also introduces his "Pyramid of Points" framework, helping listeners understand why transferable points are often the most powerful currency in travel. Whether you're new to points and miles or looking to sharpen your redemption skills, this episode provides a practical roadmap for turning points balances into premium travel experiences while avoiding costly mistakes along the way. Timestamps: (00:00) Intro and Episode Overview (03:16) Owen Beiny's Journey into Points and Miles (07:55) Understanding Points: Earning vs. Redeeming (13:37) Booking Strategies: Paid vs. Mileage Tickets (17:35) Award Availability and Pricing Strategies (22:28) Maximizing Points with Transfer Bonuses (24:55) Advanced Strategies for Earning Points (29:20) The Importance of Flexibility in Points and Miles (36:47) Understanding the Booking Process (43:07) Old School vs. New School Booking Methods (48:07) Common Mistakes in Points and Miles (56:05) Finding Balance: Perfection vs. Action Key Highlights: Transferable Points: Flexible credit card points often provide more value than cashback or airline specific rewards when redeemed strategically.The Pyramid of Points: Points can be transferred from credit card programs to airline partners, but they cannot be transferred back, making redemption planning critical.Travel Portals vs Transfers: Booking through airline transfer partners can unlock significantly better value than redeeming points directly through a credit card travel portal.One-Way Award Tickets: Booking separate one-way flights can provide greater flexibility and lower change or cancellation costs.Airline Alliances: The same flight may cost dramatically different amounts depending on which partner airline program is used to book it.Saver Award Space: Finding saver-level availability is often the key to maximizing the value of your points.Transfer Bonuses: Strategic transfer promotions can reduce the number of points needed for premium cabin flights and luxury travel.Award Ticket Flexibility: Mileage bookings frequently offer more favorable change and cancellation policies than paid tickets.Points Education Matters: Earning points is only part of the equation. Understanding how to redeem them effectively creates the biggest value.Advanced Redemption Strategies: Learning airline pricing models, alliance partnerships, and award availability can unlock thousands of dollars in travel value. Resources: How We Used 900,000 Marriott Points for the Safari of a Lifetime at JW Marriott Masai Mara (Brian Barlow guest blog on BoldlyGo)BoldlyGo LIVE! Miami 5-7 RegistrationCheck out our Podcast LibraryBecome a BoldlyGo Blog contributorStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook Group Need Global Travel Insurance? We recommend World Nomads Get a travel insurance quote here Some of Our Favorite Tools For Elevating Your Points & Miles Game: Note: Contains affiliate/sponsored links Get Autopilot: Never Overpay for a Flight or Hotel AgainCard Pointers (Saves the average user $750 per year)Zil Money (For Payroll on Credit Card)Travel FreelyPoint.meFlightConnections.comThrifty Traveler PremiumLTH Online Points & Miles In Depth Course: Use coupon code "BOLDYGO" for a 50% discount! Connect with DeAndre & Taryn: Instagram: BoldlyGo.worldTikTok: BoldlyGo.worldWebsite: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGo.Travels Connect with Owen Beiny: Website: thepointspartner.comInstagram: thepointspartner Mentioned in this episode: Check out all of our other travel podcasts from around the world This podcast is part of the Voyascape Travel Network, that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsered content on any of our shows you can find out more at the link below. Voyascape Podcast Network

    1h 8m

  5. Jun 15

    Fiji Airways Business Class: Amazing Service, Terrible Plane? [YouTube Bonus]

    In this YouTube bonus episode of the BoldlyGo Podcast, DeAndre Coke reviews a business class flight on Fiji Airways from Hong Kong to Nadi and answers a simple question: does an incredibly cheap points redemption still deliver a premium experience? The episode explores both sides of the experience. On one hand, the airline’s Airbus A330 business class cabin showed its age with angled-flat seats, limited storage, no Wi-Fi, and outdated entertainment systems. On the other hand, Fiji Airways delivered exceptional hospitality, attentive service, thoughtful amenities, and some of the best inflight meals of the entire honeymoon. DeAndre also shares how a 13-hour delay disrupted the trip, how travel insurance covered the unexpected expenses, and why the crew’s warmth completely changed the perception of the flight. Finally, he breaks down the exact points strategy used to book a business class ticket for less than $50 in taxes and fees, including why this redemption was cheaper than booking economy on the same route. For travelers looking to reach Fiji on points, this episode offers a realistic look at the strengths and weaknesses of Fiji Airways business class and highlights one of the best-value award bookings available. Timestamps: (00:00) The $47 Business Class Flight Reveal (01:18) Honeymoon Route & Flight Delay Chaos (02:35) Seat & Hard Product Review (05:33) In Flight Service & Fijian Hospitality (07:13) The Best Airline Food: Multi-Course Dining Review (08:26) Our Booking Strategy (10:27) A330 vs A350: Which Aircraft to Book (10:45) Final Verdict on Fiji Airways Business Class Key takeaways: Delay protection mattered: Travel insurance covered hotel costs and other expenses after a 13-hour flight delay.Not all business class is equal: Fiji Airways' A330 uses angled-flat seats rather than true lie-flat beds.Hard product feels dated: Storage, entertainment, and connectivity lag behind many modern business class cabins.Service carried the experience: The crew delivered some of the warmest and most memorable hospitality of the trip.Food exceeded expectations: Dinner and breakfast ranked among the best inflight meals of the honeymoon.Points redemption was outstanding: Business class cost only 40,000 miles plus $47 in taxes.Know your aircraft: The A350 offers a much stronger business class experience than the A330. Need Global Travel Insurance? We recommend World Nomads Get a travel insurance quote here Resources: Fiji Airways Business Class: Amazing Service, Terrible Plane? (YouTube Video)Fiji Airways A330 Business Class Review: Hong Kong (HKG) to Nadi (NAN) (Blog)BoldlyGo LIVE! Miami 5-7 RegistrationCheck out our Podcast LibraryBecome a BoldlyGo Blog contributorStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook Group Some of Our Favorite Tools For Elevating Your Points & Miles Game: Note: Contains affiliate/sponsored links Get Autopilot: Never Overpay for a Flight or Hotel AgainCard Pointers (Saves the average user $750 per year)Zil Money (For Payroll on Credit Card)Travel FreelyPoint.meFlightConnections.comThrifty Traveler PremiumLTH Online Points & Miles In Depth Course: Use coupon code "BOLDYGO" for a 50% discount! Connect with DeAndre Coke: Instagram: BoldlyGo.worldTikTok: BoldlyGo.world Website: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGoTravels Mentioned in this episode: Check out all of our other travel podcasts from around the world This podcast is part of the Voyascape Travel Network, that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsered content on any of our shows you can find out more at the link below. Voyascape Podcast Network

    14 min

  6. Jun 12

    Quick Hits: Chase & Hyatt Just Love To Hurt Us, Increased Sign Up Bonuses Are Coming & More!

    In this week's Quick Hits, DeAndre breaks down one of the biggest Chase announcements in years, including major upgrades to the Chase Sapphire Preferred card and a significant devaluation to Hyatt transfers that could reshape how points enthusiasts earn and redeem rewards. He also covers Delta's card refresh, Philippine Airlines joining Oneworld, an incredible Hilton points promotion shared by the BoldlyGo community, and several airline and hotel loyalty program updates. The episode explores what these changes mean for travelers, why diversification across hotel programs matters more than ever, and how upcoming Chase welcome offers could create valuable opportunities. DeAndre also shares his thoughts on the future of Hyatt redemptions, American Airlines award pricing, Singapore Airlines seat selection fees, and an IHG promotion that could accelerate elite status earnings. As always, the episode closes with updates on the upcoming BoldlyGo Live community event in Miami and the growing power of the BoldlyGo travel community. Timestamps: (00:00) Welcome to Quick Hits (00:32) Delta SkyMiles Card Improvements (01:27) Philippine Airlines Joining Oneworld (02:28) Hilton's Rare 125% Points Bonus (04:33) Chase Sapphire Preferred Refresh (05:56) Hyatt Transfer Devaluation Explained (08:04) Sapphire Preferred vs Sapphire Reserve (10:03) New Chase Welcome Bonuses (11:14) IHG Elite Night Promotion (11:50) American Airlines and Singapore Airlines Updates Key takeaways: Delta SkyMiles Refresh: Delta adds new cardholder benefits including a second free checked bag and expanded rideshare credits without increasing annual fees.Philippine Airlines Joins Oneworld: Travelers gain new redemption opportunities through partner programs like American Airlines AAdvantage.Hilton 125% Bonus Sale: Hilton launches one of its strongest points purchase promotions in recent memory, creating attractive opportunities for future award stays.Sapphire Preferred Refresh: Chase adds new bonus categories, statement credits, and travel protections while maintaining the card's $95 annual fee.Hyatt Transfer Devaluation: Chase reduces Hyatt transfer rates from 1:1 to 4:3 for Sapphire Preferred and Ink Business Preferred cardholders.Sapphire Reserve Advantage: Sapphire Reserve cardholders retain 1:1 Hyatt transfers, creating a stronger distinction between Chase's premium and mid-tier products.Elevated Chase Offers: New welcome bonuses launch across several Chase cards, including opportunities to earn up to 200,000 points.IHG Elite Night Promotion: Targeted members can accelerate elite status progress through a double elite night earning promotion.American Airlines Award Pricing: Some transatlantic business class awards appear to be increasing in price, reducing redemption value on select routes.Singapore Airlines Seat Fees: Advance seat selection fees are now being added to many business class award bookings. Need Global Travel Insurance? We recommend World Nomads Get a travel insurance quote here Resources: BoldlyGo LIVE! Miami 5-7 RegistrationPodcast LibraryBecome a BoldlyGo blog contributorStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook Group Some of Our Favorite Tools For Elevating Your Points & Miles Game: Note: Contains affiliate/sponsored links Get Autopilot: Never Overpay for a Flight or Hotel AgainCard Pointers (Saves the average user $750 per year)Zil Money (For Payroll on Credit Card)Travel FreelyPoint.meFlightConnections.comThrifty Traveler PremiumLTH Online Points & Miles In Depth Course: Use coupon code "BOLDYGO" for a 50% discount! Connect with DeAndre Coke: Instagram: BoldlyGo.worldTikTok: BoldlyGo.world Website: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGoTravels Mentioned in this episode: Check out all of our other travel podcasts from around the world This podcast is part of the Voyascape Travel Network, that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsered content on any of our shows you can find out more at the link below. Voyascape Podcast Network

    17 min

  7. Jun 10

    How Marriott Points Created a Dream Africa Safari with Brian Barlow (Ep. 130)

    Most points and miles enthusiasts would never consider transferring more than half a million Chase Ultimate Rewards points to Marriott. Brian Barlow did exactly that, and it led to one of the most unforgettable trips of his life. In this episode, Brian shares the story behind his five night stay at the JW Marriott Masai Mara in Kenya, a luxury safari lodge that typically costs around $12,000 for a stay. What began as a simple family travel idea quickly evolved into a bucket list adventure after a Marriott points strategy, a transfer bonus opportunity, and a family invitation aligned perfectly. Brian walks through the decision to transfer 515,000 Chase points to Marriott during a 75% transfer bonus, turning them into 900,000 Marriott Bonvoy points. He explains why focusing solely on cents per point can sometimes cause travelers to miss extraordinary experiences. The conversation also covers the challenges of getting to Kenya, including a major snowstorm that disrupted carefully planned flights just days before departure. Brian shares how flexibility, persistence, and quick decision making helped save the trip. Once in Kenya, the experience exceeded every expectation. From luxury accommodations and personalized service to twice daily game drives, incredible wildlife encounters, and unforgettable moments with elephants, giraffes, lions, and more, the safari delivered memories that will last a lifetime. This episode is a reminder that the best redemption isn't always the mathematically perfect one. Sometimes the greatest value comes from creating experiences that would otherwise never happen. Timestamps: (00:00) Introduction and Podcast Overview (04:33) Brian's Journey into Points and Miles (08:27) The Masai Mara Experience (14:35) Planning the Trip to Kenya (18:34) Travel Logistics and Challenges (21:20) Arrival and First Impressions (23:45) The Luxury Tented Camp Experience (25:38) Dining Experiences in the Wild (27:29) The Safari Adventure: Encountering the Big Five (30:33) Safety and Wildlife Encounters at the Resort (32:47) Activities Beyond the Game Drives (36:03) Reflections on the Trip and Future Adventures Key Highlights: The transfer that broke the rules: Brian transferred 515,000 Chase Ultimate Rewards points to Marriott during a 75% transfer bonus, creating 900,000 Marriott points for a dream safari redemption.A family invitation changed everything: What started as a stay at the Fairmont Mara Safari Club shifted to the JW Marriott Masai Mara after Brian's sister and brother in law decided to join the trip.Points are meant to be used: Brian explains why chasing maximum cents per point isn't always the right approach when a redemption unlocks a once in a lifetime experience.A snowstorm nearly ruined the trip: Severe weather disrupted flights to Kenya just 48 hours before departure, forcing last minute changes and alternative routing.Luxury meets adventure: The JW Marriott Masai Mara combines all inclusive dining, personalized service, luxury accommodations, and daily safari experiences.Two game drives every day: Guests receive morning and evening safari drives led by expert guides who tailor each experience to guest interests.Seeing the Big Five up close: Brian shares what it was like encountering elephants, giraffes, lions, leopards, rhinos, and other wildlife in their natural habitat.Unexpected resort perks: Complimentary laundry service made packing easier despite strict bush plane luggage restrictions.The power of flexibility: Quick thinking and adaptability helped save a trip that could have easily fallen apart due to weather and airline disruptions.The best trip of his life: Brian reflects on why this safari experience surpassed expectations and became one of his most memorable family vacations ever. Resources: How We Used 900,000 Marriott Points for the Safari of a Lifetime at JW Marriott Masai Mara (Brian Barlow guest blog on BoldlyGo)BoldlyGo LIVE! Miami 5-7 RegistrationCheck out our Podcast LibraryBecome a BoldlyGo Blog contributorStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook Group Need Global Travel Insurance? We recommend World Nomads Get a travel insurance quote here Some of Our Favorite Tools For Elevating Your Points & Miles Game: Note: Contains affiliate/sponsored links Get Autopilot: Never Overpay for a Flight or Hotel AgainCard Pointers (Saves the average user $750 per year)Zil Money (For Payroll on Credit Card)Travel FreelyPoint.meFlightConnections.comThrifty Traveler PremiumLTH Online Points & Miles In Depth Course: Use coupon code "BOLDYGO" for a 50% discount! Connect with DeAndre & Taryn: Instagram: BoldlyGo.worldTikTok: BoldlyGo.world Website: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGo.Travels Connect with Brian Barlow: Website: whatsthepointtravel.comInstagram: whatsthepointtravel Mentioned in this episode: Check out all of our other travel podcasts from around the world This podcast is part of the Voyascape Travel Network, that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsered content on any of our shows you can find out more at the link below. Voyascape Podcast Network

    47 min

  8. Jun 5

    Quick Hits: Earning Transferrable Points From Your Investment Accounts? Bask Bank Breach & More!

    In this week's Quick Hits episode, DeAndre covers a wide range of developments across the points and miles world, including a new investment platform that promises transferable travel rewards based on investment balances, unexpected credit limit increases for Bilt cardholders, and a potentially valuable ChatGPT Business promotion for Amex Business cardholders. He also shares reminders about expiring Amex Platinum credits and highlights reports of Chase taking a stricter approach toward account shutdowns involving aggressive points earning behavior. The episode dives into changes affecting award travelers, including reports that American Airlines partner award space may be disappearing shortly before departure and Hyatt's upcoming 13 month booking window advantage for elite members and cardholders. DeAndre also discusses a recent Bask Bank data breach, providing transparency for listeners who may use the bank to earn American Airlines miles. To wrap things up, he reviews several transfer bonuses currently available through Rove, Citi, and American Express, along with a reminder that Chase Sapphire Reserve's record breaking 150,000 point welcome offer is expected to end soon. As always, the episode delivers practical updates that can help travelers maximize rewards and stay ahead of changes in the loyalty landscape. Timestamps: (00:00) Introduction & Quick Hits Overview (00:15) Silo Markets: Earning Travel Rewards Through Investments (02:08) How the Silo Rewards Model Works (04:37) Bilt Credit Limits Unexpectedly Jump to $50K (05:12) ChatGPT Business Promotion for Amex Cardholders (06:11) Last Chance to Use Q2 Amex Platinum Credits (06:28) Chase Account Shutdown Reports & Manufactured Spending Concerns (07:53) American Airlines Partner Award Space Disappearing Before Departure (08:43) Hyatt's New 13 Month Booking Advantage (09:38) Bask Bank Data Breach, Transfer Bonuses & Chase Sapphire Reserve 150K Offer Ending Soon Key takeaways: Silo Markets launches a new rewards concept: Investors can earn transferable travel rewards points based on account balances instead of credit card spending. Bilt credit limits increase for many cardholders: Some users reported substantial automatic credit limit increases, with limits reaching as high as $50,000. ChatGPT Business promotion creates potential value: Eligible Amex Business cardholders may be able to maximize new statement credits through a buy-one-get-one style offer. Amex Platinum credits are expiring soon: June is the last month to use several quarterly benefits, including Resy and Lululemon credits. Chase appears to be tightening enforcement: Reports suggest increased scrutiny of manufactured spending and account activity that may violate cardmember agreements. American Airlines partner award bookings may become harder: Travelers are noticing partner award space disappearing within days of departure, reducing last minute redemption opportunities. Hyatt expands advance booking access: Select elite members and cardholders will gain the ability to book award stays up to 13 months ahead. Bask Bank reports a data breach: Customers should review communications from the bank and monitor any affected accounts. Transfer bonus opportunities continue: Rove is offering a 50% transfer bonus to Turkish Miles & Smiles, while Citi and Amex have active transfer bonuses to airline partners. Chase Sapphire Reserve's 150K offer may be ending: Travelers considering the elevated welcome offer may want to act before the promotion disappears. Need Global Travel Insurance? We recommend World Nomads Get a travel insurance quote here Resources: ChatGPT Promo CodeBoldlyGo LIVE! Miami 5-7 RegistrationPodcast LibraryBecome a BoldlyGo blog contributorStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook Group Some of Our Favorite Tools For Elevating Your Points & Miles Game: Note: Contains affiliate/sponsored links Get Autopilot: Never Overpay for a Flight or Hotel AgainCard Pointers (Saves the average user $750 per year)Zil Money (For Payroll on Credit Card)Travel FreelyPoint.meFlightConnections.comThrifty Traveler PremiumLTH Online Points & Miles In Depth Course: Use coupon code "BOLDYGO" for a 50% discount! Connect with DeAndre Coke: Instagram: BoldlyGo.worldTikTok: BoldlyGo.world Website: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGoTravels Mentioned in this episode: Check out all of our other travel podcasts from around the world This podcast is part of the Voyascape Travel Network, that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsered content on any of our shows you can find out more at the link below. Voyascape Podcast Network

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About

The BoldlyGo Podcast: Revolutionizing Your Journey is your inside pass to traveling better, farther, and more luxuriously using points, miles, and smart travel strategies. Hosted by financial advisor and world traveler DeAndre Coke alongside his wife and travel partner Taryn Gisbert, the show explores how everyday people are unlocking bucket-list experiences around the world—often for a fraction of the normal cost. Each episode features conversations with travelers, creators, families, and industry experts who share practical strategies, unforgettable stories, and the real-world systems they use to maximize travel rewards, airline miles, hotel points, elite status, and credit card perks. From flying international business class and staying in overwater villas in the Maldives to navigating family travel, destination deep dives, and hidden luxury experiences, The BoldlyGo Podcast blends inspiration with actionable advice for travelers at every level. You’ll hear stories from couples who booked five-star honeymoons almost entirely on points, families exploring the world without breaking the bank, and travelers who’ve learned how to turn everyday spending into extraordinary adventures. If you’re just getting started with points & miles or already optimizing complex award travel itineraries, this podcast helps you travel smarter, spend intentionally, and experience more of the world. Subscribe now and join a growing community of travelers learning how to travel well and live boldly.

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