Revolutionizing Your Journey: Travel With Points & Miles

DeAndre Coke
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Nov 5, 2025 • 47min

Mastering Award Travel: The Ultimate Points & Miles Guide to Positioning Flights (Ep. 99)

In this episode of Revolutionizing Your Journey, DeAndre Coke dives deep into one of the most powerful yet misunderstood travel strategies — positioning flights. He breaks down what they are, how they can drastically cut costs and unlock hidden award availability, and the key risks every traveler should know before booking one.From timing your flights and packing light to managing multiple itineraries and using refundable fares, DeAndre shares a tactical playbook for using positioning flights to your advantage. He also highlights advanced strategies such as leveraging stopovers, backup flights, and lounge access to make your travel experience smoother and more rewarding.This episode is a must-listen for anyone looking to stretch their points, save money, and master the art of thoughtful travel planning.Key Highlights:Definition: Positioning flights are separate flight legs booked to connect with your main itinerary.Savings: They can save significant points or cash by departing from cheaper cities.Award Access: Help unlock award seats not available from your home airport.Timing: Always leave buffer time between itineraries to avoid missed connections.Avoid Risks: Skip booking the last flight of the day for positioning.Flexibility: Choose refundable or flexible fares for positioning flights.Backup Plan: Consider booking a secondary flight as a safety net.Travel Light: Stick to carry-on luggage to avoid baggage complications.Risk Awareness: Evaluate the complexity before booking separate tickets.Innovative Alternatives: Use stopovers as a lower-risk alternative to positioning flights.Resources:Must-Have Tools to Plan, Book, and Organize Your Points & Miles (Ep. 69)FlightConnections.com ToolBook a Free 30 minute points & miles consultationStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook GroupInterested in Financial Planning?Truicity Wealth ManagementSome of Our Favorite Tools For Elevating Your Points & Miles Game:Note: Contains affiliate/sponsored linksCard 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
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Oct 31, 2025 • 17min

Quick Hits: BILT Launches New Currency & More!

In this week’s Quick Hits, DeAndre Coke dives into the latest updates in the ever-evolving world of points and miles, covering new transfer bonuses, program changes, and credit card updates across major issuers. He highlights Chase Ultimate Rewards’ new 25% transfer bonus to Southwest, the launch of BILT Cash as a new rewards currency, and Etihad transfer bonuses of up to 100% for BILT members. DeAndre also touches on the new Amex Business Gold Squarespace credit, Capital One’s updated bonus terms, and potential upgrade offers for Sapphire cardholders. The episode closes with a potent reminder of the value of community engagement, encouraging listeners to join the WhatsApp group for real-time discussions, troubleshooting credit card approvals, and sharing strategies that maximize travel rewards.Key takeaways: Chase Ultimate Rewards: Now offering a 25% transfer bonus to Southwest.Air France Expansion: Launching nonstop Vegas–Paris flights soon.BILT Rewards: Introducing BILT Cash, a flexible new rewards currency.Etihad Bonus: BILT members can earn 25–100% transfer bonuses with Etihad.Capital One Updates: New terms affect welcome bonus eligibility across cards.Amex Business Gold: Now includes a $150 Squarespace credit for business users.Chase Sapphire: Upgrade offers may roll out soon for existing cardholders.Community Support: Real insights come from discussions about approvals and strategy.Self-Employed Caution: Independent earners may face more verification scrutiny.WhatsApp Group: Join to connect, ask questions, and learn directly from peers.Interested in Financial Planning?Truicity Wealth ManagementResources:Our RoveMiles referral linkBook a Free 30-minute points & miles consultationStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook GroupSome of Our Favorite Tools For Elevating Your Points & Miles Game:Note: Contains affiliate/sponsored linksCard 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
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Oct 29, 2025 • 56min

Trips That “Ruined” Family Travel Forever - In All The Best Ways (With Natasha Finch) (Ep. 98)

In this episode of Revolutionizing Your Journey, DeAndre Coke sits down with Natasha Finch, a travel enthusiast and mother of three, to discuss how she transformed her passion for family adventures into a journey powered by points and miles. Natasha shares how a simple free webinar sparked her curiosity and led her into the world of travel hacking.From booking family trips to Europe entirely with points to planning an upcoming Maldives getaway, Natasha opens up about the realities of family travel, balancing expectations, and staying flexible when plans change. She highlights the importance of using points strategically to elevate travel experiences—from Emirates business-class flights to luxury hotel stays—and encourages families to embrace travel as a way to connect, learn, and grow together.Key Highlights:Getting started: Natasha’s points and miles journey began with a free webinar that inspired her to learn more.European adventure: She successfully booked a family trip to Europe entirely with points.Business class breakthrough: Traveling in Emirates business class set a new standard for her family vacations.Managing expectations: Setting realistic goals is essential when traveling with young children.Value of points: Points and miles can dramatically enhance the comfort and quality of travel.Travel insurance matters: Protecting your trips helps avoid costly surprises.Flexibility wins: Being open to itinerary changes leads to unexpected rewards.Holiday travel costs: Traveling during peak seasons often comes with added expenses.Luxury destination prep: Always plan ahead for higher costs in premium destinations like the Maldives.Inspiring others: Natasha shares her travel experiences to help families dream bigger and travel smarter.Resources:Book a Free 30 minute points & miles consultationStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook GroupInterested in Financial Planning?Truicity Wealth ManagementSome of Our Favorite Tools For Elevating Your Points & Miles Game:Note: Contains affiliate/sponsored linksCard 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.TravelsConnect with Natasha Finch: Instagram: tashatravels1
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Oct 27, 2025 • 18min

Hyatt Zilara Rose Hall Review: What They Don’t Tell You [YouTube Bonus]

Hyatt Zilara Rose Hall promises a luxury adults-only experience in Montego Bay, Jamaica—but does it deliver?In this YouTube bonus podcast episode, we share our real experience from a recent stay during a wedding celebration. From confusing Zilara vs Ziva boundaries and unexpected family vibes to the perks of a Globalist suite upgrade and the lifesaving Club Mobay VIP arrival service, we break down everything you need to know before you book.If you're looking for a balance of relaxation, entertainment, and real value, this deep dive will help you decide if Zilara is the right fit for your next trip.Key Highlights:Zilara vs Ziva Breakdown: Clear explanation of what’s adults-only and what’s notClub Mobay Tip: Why fast-track arrival is a must for Montego BayGlobalist Upgrade Experience: What we got, and how it changed the stayFood Favorites: The jerk shack is the real MVPResort Vibe Check: Party energy, family-friendly moments, and what it all means for youBooking Advice: Tips for choosing the right room, transport, and moreResources:Book Club Mobay VIP services hereHyatt Zilara Rose Hall Review blog postClub Mobay Review blog postHyatt Zilara Rose Hall Review YouTube videoBook a Free 30 minute points & miles consultationStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook GroupConnect with DeAndre & Taryn: Instagram: BoldlyGo.worldTikTok: BoldlyGo.world Website: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGo.Travels
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Oct 24, 2025 • 18min

Quick Hits: Don’t Sleep on Japan Airlines’ Hidden Redemption Value & More!

In this week’s Quick Hits, DeAndre Coke breaks down the latest updates in the world of travel points and miles, with a special focus on Japan Airlines’ Mileage Bank and its often-overlooked redemption value. He shares expert holiday booking strategies, including the ideal window for buying flights and how traveling on Christmas Day can save you money.The episode also covers the Hyatt credit card’s substantial welcome bonuses, Mesa’s partnership with Instacart, and Citi’s new Advantage Globe MasterCard designed for American Airlines loyalists. Plus, DeAndre highlights a new Qantas transfer bonus that offers travelers a great chance to stretch their miles further. Wrapping up with news on upcoming giveaways, this episode is a must-listen for anyone planning their next redemption or trip during the busy holiday season.Key takeaways: Japan Airlines Mileage Bank: A hidden gem for award redemptions, offering substantial value on round-trip bookings.Holiday flight timing: The best window to book flights is 54–70 days before travel.Fly smart on holidays: Traveling on Christmas Day can reduce costs and crowd levels.Hyatt credit card perks: Offers substantial welcome bonuses and elite night credits for loyal guests.Mesa + Instacart: New partnership adds everyday value for cardholders.Citi Advantage Globe MasterCard: Great option for American Airlines flyers with new perks and earning opportunities.Qantas transfer bonus: Increases the value of mileage redemptions through Citi’s transfer partners.Community updates: DeAndre teases exciting giveaways in upcoming episodes.Interested in Financial Planning?Truicity Wealth ManagementResources:Our RoveMiles referral linkBook a Free 30-minute points & miles consultationStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook GroupSome of Our Favorite Tools For Elevating Your Points & Miles Game:Note: Contains affiliate/sponsored linksCard 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 the coupon code "BOLDYGO" for a 50% discount!Connect with DeAndre Coke: Instagram: BoldlyGo.worldTikTok: BoldlyGo.world Website: BoldlyGo.worldYouTube: BoldlyGoWorldYouTube: BoldlyGoTravels
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Oct 22, 2025 • 29min

Applying Warren Buffett’s Top 10 Rules to Travel, Points & Miles - Pt 2 (Ep. 97)

In Part 2 of the Warren Buffett travel strategy series, DeAndre Coke continues exploring how Buffett’s timeless financial wisdom applies to the world of points, miles, and strategic travel. Building on the foundations from Part 1, this episode focuses on patience, long-term thinking, and disciplined decision-making in the points and miles game.DeAndre unpacks how travelers can approach redemptions like investors — making fewer but smarter moves that align with personal travel goals. He dives deeper into the importance of diversification, avoiding impulsive redemptions, and treating major travel decisions as limited opportunities. This continuation cements the mindset that intentional planning and emotional control lead to the most valuable and rewarding travel experiences.Key Highlights:Patience pays off: Wait for the right redemption opportunities instead of rushing to use your points.Simplicity wins: A clear, focused travel strategy outperforms complex, scattered plans.Quality over quantity: Make fewer but smarter redemptions that bring higher value.The punch card mindset: Treat major travel decisions as limited opportunities — use them wisely.Avoid impulsivity: Don’t chase trends or quick rewards that don’t align with your travel goals.Diversify strategically: Spread your points across multiple programs to minimize risks.Don’t hoard forever: Use your points regularly before they lose value or programs change.Understand your tools: Learn the details of each loyalty program to avoid missed opportunities.Mindset matters: Patience, logic, and restraint can yield greater long-term travel rewards.Resources:Applying Warren Buffett’s Top 10 Rules to Travel, Points & Miles - Pt 1 A “Lazy” Approach to Travel Rewards with Genni of @travelingfranklins (Ep. 62)Book a Free 30 minute points & miles consultationStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook GroupInterested in Financial Planning?Truicity Wealth ManagementSome of Our Favorite Tools For Elevating Your Points & Miles Game:Note: Contains affiliate/sponsored linksCard 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
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Oct 17, 2025 • 10min

Quick Hits: Rove Miles Now Let’s You Triple Dip & More!

In this Quick Hits episode, host DeAndre Coke shares highlights from his recent wedding celebration at a stunning resort in the Dominican Republic and dives into fresh updates from the world of points and miles.He covers major news, including BILT Rewards expanding its partnership network by adding Etihad Airways as a new transfer partner, which gives travelers more ways to redeem their points for premium flight experiences. DeAndre also spotlights the launch of Rove Miles, an innovative hotel booking platform that allows users to triple dip on rewards, combining hotel loyalty points, credit card rewards, and cash back in one transaction.Between honeymoon vibes and breaking travel news, this episode blends personal reflection with powerful insights for anyone looking to maximize their travel strategy this season.Key takeaways: BILT expands again: Etihad Airways joins as a new transfer partner, unlocking premium flight redemptions.Wedding in paradise: DeAndre celebrates his wedding at a luxury Dominican Republic resort, sharing highlights and reflections.Rove Miles debut: A new booking platform allows travelers to earn multiple types of rewards simultaneously.Triple dipping possible: Combine hotel loyalty points, credit card rewards, and cashback on one booking.Etihad partnership perks: Opens up routes to the Middle East, Europe, and Asia for BILT users.Hotel rewards evolving: Rove Miles could reshape how travelers approach hotel bookings and loyalty.Interested in Financial Planning?Truicity Wealth ManagementResources:Our RoveMiles referral linkBook a Free 30-minute points & miles consultationStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook GroupSome of Our Favorite Tools For Elevating Your Points & Miles Game:Note: Contains affiliate/sponsored linksCard 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
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Oct 15, 2025 • 1h 3min

Journey.com: The New Loyalty Program for Independent Hotels with CEO John Sutton (Ep. 96)

In this episode of Revolutionizing Your Journey, host DeAndre Coke sits down with John Sutton, CEO of Journey, a groundbreaking travel loyalty program designed specifically for independent hotels and boutique properties. John shares how his decade of experience as Chief Digital Officer at Red Ventures led to the creation of Journey — a platform built to close the gap in the hospitality industry’s loyalty landscape.The conversation explores Journey’s mission to redefine what loyalty means by emphasizing personalization, emotional connection, and direct relationships between guests and properties. From its unique Day Zero Status program and nomination-based hotel alliance to the opportunity for travelers to earn five points per dollar on stays, Journey is setting a new standard in hospitality. John also offers insights into the future of loyalty programs and how technology can make boutique hotel stays more rewarding, memorable, and human.Key Highlights:Journey redefines loyalty: It’s the first program designed for independent and boutique hotels.John Sutton’s background: A decade at Red Ventures helped shape his vision for smarter, guest-centered travel.Filling the loyalty gap: Journey bridges the space between major hotel chains and smaller, independent properties.Emotional connection matters: The brand focuses on relationships and experiences, not just transactions.Nomination-based growth: Properties can join the alliance only through nomination and approval.Empowering travelers: Members can earn points for recommending new hotels to join the network.Day Zero Status: New users get instant benefits and a head start on earning rewards.Personalized experiences: Journey aims to create meaningful, memorable stays for each guest.Future focus: Expansion of properties, partnerships, and member benefits is already underway.Resources:Book a Free 30 minute points & miles consultationStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook GroupInterested in Financial Planning?Truicity Wealth ManagementSome of Our Favorite Tools For Elevating Your Points & Miles Game:Note: Contains affiliate/sponsored linksCard 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.TravelsConnect with John Sutton: Instagram: _johnsuttonCheck out Journey.com
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Oct 10, 2025 • 13min

Quick Hits: Our Wedding Week Is Finally Here & More!

In this Quick Hits episode, host DeAndre Coke shares his excitement about his upcoming wedding while diving into the latest travel and financial updates. He discusses how the U.S. government shutdown could impact travelers through airport delays and passport processing slowdowns, urging listeners to plan accordingly. DeAndre also opens up about his personal experience with credit card identity verification issues and highlights new Hilton credit card offers featuring boosted sign-up bonuses. The episode concludes with a sneak peek into his destination wedding at a unique resort, as well as upcoming travel content related to the experience.Key takeaways: Wedding week excitement: DeAndre celebrates his wedding day and previews future content.Government shutdown impact: Expect delays at airports and slower passport processing.Travel industry effects: The shutdown could result in significant revenue losses for airlines and the hospitality sector.Hilton updates: Hilton cards are now offering increased sign-up bonuses.Financial insight: Listeners can learn from DeAndre’s real-life experience handling card issues.Travel preparedness: Now’s the time to double-check travel documents before upcoming trips.Destination spotlight: The wedding resort promises a unique, expansive, and memorable experience.Community connection: Listeners can follow along for behind-the-scenes updates on weddings and travel.Interested in Financial Planning?Truicity Wealth ManagementResources:Mesa Homeowner Card: New 50,000-Point Sign-Up Bonus OfferBook a Free 30-minute points & miles consultationStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook GroupSome of Our Favorite Tools For Elevating Your Points & Miles Game:Note: Contains affiliate/sponsored linksCard 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
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Oct 8, 2025 • 57min

Getting to Africa with a Family of 5, And Pivoting When Problems Arise with Kara Allen (Ep. 95)

In this episode of Revolutionizing Your Journey, host DeAndre Coke sits down with Kara Allen, a BoldlyGo team member and passionate traveler who is also a points-and-miles enthusiast, to discuss the art of planning family travel using rewards. Kara shares her journey into the world of travel hacking and details her unforgettable family safari in Africa. The conversation dives into the logistics of planning for a family of five, balancing flight redemptions, and creating a photography-centered itinerary across multiple destinations. Kara opens up about traveling with children, including managing medical needs while abroad, and offers practical insights on overcoming fears that often hold families back from exploring the world. The episode concludes with valuable lessons learned, cherished moments, and practical advice for families looking to make travel more accessible and rewarding.Key Highlights:Kara’s travel story: She has years of experience mastering points and miles to travel smarter.Family dynamics: Traveling with a family of five requires extra planning, coordination, and flexibility.Safari planning: Organizing a safari trip demands detailed attention to routes, timing, and experiences.Photography focus: Kara’s trip was designed around capturing wildlife moments through a camera lens.Health Preparedness: Traveling with children who have medical conditions is entirely possible with proactive planning.Creative itineraries: Smart use of points made multiple international stops achievable and affordable.Value of rewards: Strategic redemptions drastically reduced overall travel costs.Memorable experiences: From layovers in Paris to African sunsets, the trip delivered lasting memories.Family travel inspiration: The episode highlights that the rewards of family travel far outweigh the challenges.Resources:Kara’s Blog Post: Our Guide to Staying at Antares Bush Camp and Umgede Hide (South Africa Safari Experience)Book a Free 30 minute points & miles consultationStart here to learn how to unlock nearly free travelSign up for our newsletter!BoldlyGo Travel With Points & Miles Facebook GroupInterested in Financial Planning?Truicity Wealth ManagementSome of Our Favorite Tools For Elevating Your Points & Miles Game:Note: Contains affiliate/sponsored linksCard 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.TravelsConnect with Kara Allen: Instagram: Kara Allen PhotographyWebsite: karaallenphotography.com

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