The BoldlyGo Podcast: Revolutionizing Your Journey

The BoldlyGo Podcast: Revolutionizing Your Journey

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The BoldlyGo Podcast: Revolutionizing Your Journey episodes

  • Quick Hits: Citi Now Transfers to American Airlines - What It Means for Your Points & More!

    In this week’s Quick Hits episode, DeAndre Coke shares the latest developments in the travel and points world, including the official launch of the Citi Strata Elite card. A significant update is the new ability to transfer Citi ThankYou points to American Airlines—something that opens up powerful new redemption options. DeAndre also breaks down data from the Travel Price Index, showing that while hotel and airfare costs are down slightly compared to last year, dining and rental car prices continue to rise. Amid inflation, travel remains one of the more stable categories, making points and miles even more valuable for savvy travelers. Plus, a peek into DeAndre’s Vegas bachelor party plans and why content creation never takes a break.

    Key takeaways:

    • Strata Elite goes live: Citi officially launches the Strata Elite card with sign-up bonuses of up to 100K points.
    • Transfer to American Airlines: Citi cards can now transfer points directly to AA—offering a long-awaited boost for frequent flyers.
    • Strata bonus tip: In-branch applications may unlock a higher bonus than online.
    • Southwest fee changes ahead: Annual fees on multiple Southwest cards are expected to increase soon.
    • Hotel and airfare down: Rates have decreased ~3–4% compared to last year, offering relief to travelers.
    • Dining and rentals up: Eating out and renting cars are more expensive, offsetting some of the savings.
    • Travel costs stay steady: Travel prices have risen just 9% since pre-pandemic—less than other major categories.
    • Points offset rising costs: Using points and miles remains an effective way to reduce travel expenses.
    • Vegas vibes incoming: DeAndre teases upcoming stories from his bachelor party weekend in Las Vegas.

    Resources:

    • Earn 3X Points on Your Next Hyatt Stay
    • Act now - Protect your points!
    • Book a Free 30-minute points & miles consultation
    • Start here to learn how to unlock nearly free travel
    • Sign 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

    • Card Pointers (Saves the average user $750 per year)
    • Zil Money (For Payroll on Credit Card)
    • Travel Freely
    • Point.me
    • FlightConnections.com
    • Thrifty Traveler Premium
    • LTH Online Points & Miles In Depth Course:
    • Use coupon code "BOLDYGO" for a 50% discount!

    Connect with DeAndre Coke:

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

    7 min
  • A Guiness World Record-Worthy Points & Miles Journey With Carl Brothers (Ep. 85)

    In this inspiring episode of the Revolutionizing Your Journey podcast, host DeAndre Coke sits down with Carl Brothers—a passionate traveler on a mission to fly four million lifetime miles with United Airlines. Carl opens up about how he got into points and miles, what it means to hold United’s invitation-only Global Services status, and the mindset and strategy behind such an ambitious aviation goal.

    He shares the emotional and physical toll of spending so much time in the air, the importance of building a strong travel community, and how kindness plays a key role in every journey. Carl breaks down how he tracks cost per mile, navigates elite benefits, and stays motivated as he nears his milestone. With just a few thousand miles left, he also teases what’s next: a brand-new loyalty adventure with Alaska Airlines. It’s a story of dedication, passion, and the true spirit of travel.

    Key Highlights:

    • Carl’s goal: To reach four million lifetime miles on United Airlines.
    • Status earned: United’s exclusive invite-only Global Services.
    • Strategy: Uses cost-per-mile tracking to optimize every trip.
    • Timeline: Four million miles in roughly four years.
    • Mindset: Fueled by a love for aviation and elite travel perks.
    • Lifestyle: Lives on planes—physically and mentally demanding.
    • Community: Backed by fellow travelers and friends.
    • Core value: Kindness to airline crew and passengers alike.
    • Next chapter: Plans to pursue Alaska Airlines status post-United goal.
    • Big picture: A masterclass in loyalty, resilience, and travel hacking.

    Resources:

    • Book a Free 30 minute points & miles consultation
    • Start here to learn how to unlock nearly free travel
    • Sign 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

    • Card Pointers (Saves the average user $750 per year)
    • Zil Money (For Payroll on Credit Card)
    • Travel Freely
    • Point.me
    • FlightConnections.com
    • Thrifty Traveler Premium
    • LTH Online Points & Miles In Depth Course:
    • Use coupon code "BOLDYGO" for a 50% discount!

    Connect with DeAndre & Taryn:

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

    Connect with Carl Brothers:

    • Instagram: unitedmillionmiler
    • Website: unitedmillionmiler.com

    47 min
  • Singapore in 4 Days: Foodie Stops, Skyline Views, and Insider Tips From a First Timer [YouTube Bonus]

    Singapore luxury… with street food prices. 🍜🌆

    In this YouTube bonus episode of the Revolutionizing Your Journey podcast, we take you inside our four-night adventure through Singapore — from hawker stalls and rooftop bars to the legendary Marina Bay Sands. This was our first visit, and we packed in everything from street food feasts and cultural experiences to skyline views and surprise parties.

    Stick around until the end for essential travel tips every first-time visitor should know — including local etiquette, cash vs. card, when to visit Gardens by the Bay, and how to avoid sweating through dinner!

    👉 Our Bali Highlights video -

    • Bali Highlights: Best Things to Do, & Wher...

    👉 Marina Bay Sands full review -

    • What $1000 a Night Gets You at Marina Bay ...

    👉 Marina Bay Sands blog review - https://boldlygo.world/marina-bay-san...

    👉 Our "What to do in Singapore in 4 Days" blog post - https://boldlygo.world/exploring-sing...

    Resources:

    • Book a Free 30 minute points & miles consultation
    • Start here to learn how to unlock nearly free travel
    • Sign 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

    • Card Pointers (Saves the average user $750 per year)
    • Zil Money (For Payroll on Credit Card)
    • Travel Freely
    • Point.me
    • FlightConnections.com
    • Thrifty Traveler Premium
    • LTH Online Points & Miles In Depth Course:
    • Use coupon code "BOLDYGO" for a 50% discount!

    Connect with DeAndre & Taryn:

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

    18 min
  • Quick Hits: How to Score 50% off a 2nd Hyatt Room When Traveling as a Family & More!

    In this Quick Hits episode of Revolutionizing Your Journey, DeAndre Coke covers major travel updates and points news that can impact your strategies right now. Delta is rolling out AI-powered pricing that may personalize airfare based on traveler data, while Citi introduces the new Strata Elite card with intriguing but high-fee perks. DeAndre dives into Hyatt’s new family plan rate and their upgraded award calendar, plus exciting promos for earning triple points in Latin America. He also shares key updates on Amex’s more restrictive welcome offers and the new speakeasy-style Centurion Sidecar lounge. A standout tip this week? Zil Money’s payroll payments now code as 4x on the Amex Business Gold. Tune in for tips, alerts, and quick wins.

    Key takeaways:

    • Delta’s Dynamic Pricing: Delta is expanding its AI-powered airfare pricing, potentially personalizing fares per traveler.
    • Citi Strata Elite Card: The new Citi card offers up to 100k points—but with a steep annual fee and targeted benefits.
    • Hyatt Family Plan: Families can now get 50% off a second room at select Hyatt properties—even when the first is booked with points.
    • Hyatt Award Calendar Upgrade: Hyatt’s app and site now display availability directly in the points calendar.
    • Triple Points in Latin America: Earn 3x World of Hyatt points on cash stays in Latin America and the Caribbean through October 31.
    • Amex Welcome Offers: Amex is rolling out “as high as” offers with personalized results, making elevated bonuses harder to spot.
    • Centurion Sidecar Lounge: Amex will launch a new speakeasy-style lounge for quick visits at LAS in 2026.

    Resources:

    • Earn 3X Points on Your Next Hyatt Stay
    • Act now - Protect your points!
    • Book a Free 30-minute points & miles consultation
    • Start here to learn how to unlock nearly free travel
    • Sign 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

    • Card Pointers (Saves the average user $750 per year)
    • Zil Money (For Payroll on Credit Card)
    • Travel Freely
    • Point.me
    • FlightConnections.com
    • Thrifty Traveler Premium
    • LTH Online Points & Miles In Depth Course:
    • Use coupon code "BOLDYGO" for a 50% discount!

    Connect with DeAndre Coke:

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

    21 min
  • Buying Points Like a Pro: The Strategy Behind Smarter Travel with @Travelliketommy (Ep. 84)

    In this episode of Revolutionizing Your Journey, DeAndre Coke sits down with full-time traveler and points strategist Tommy Lonergan to dive deep into the world of buying points and miles. Tommy shares his journey from a traditional career path to building a lifestyle fueled by travel rewards, and he breaks down when and why buying points can be a smart move.

    From credit card strategy to point valuations, they explore how to identify the best opportunities, what red flags to avoid, and why understanding the numbers behind point purchases is essential. Tommy offers insight into his favorite programs, including Hilton, IHG, and Air Canada, and stresses the value of long-term planning for luxury travel.

    This conversation is packed with actionable tips for both beginners and seasoned travel hackers—ideal for anyone looking to upgrade their travel game without overspending.

    Key Highlights:

    • Tommy’s journey: He has been traveling full-time for over four years, using points and miles.
    • Buying points: Strategic point purchases can unlock significant travel savings.
    • Research is everything: Understand redemption options before making a purchase.
    • Best programs: Hilton, IHG, and Air Canada are standouts for earning points through purchases.
    • Promotions matter: The right bonus can significantly shift the value equation.
    • Cost benchmarks: Aim to buy points for under 1.5 cents each.
    • Elite status tips: Combine point purchases with status benefits for maximum value.
    • Avoid bad deals: Stay away from third-party brokers and inflated rates.
    • International angle: Different regions have varying access and rules.
    • Plan with intent: Have a clear travel goal in mind before investing in points.

    Resources:

    • Book a Free 30 minute points & miles consultation
    • Start here to learn how to unlock nearly free travel
    • Sign 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

    • Card Pointers (Saves the average user $750 per year)
    • Zil Money (For Payroll on Credit Card)
    • Travel Freely
    • Point.me
    • FlightConnections.com
    • Thrifty Traveler Premium
    • LTH Online Points & Miles In Depth Course:
    • Use coupon code "BOLDYGO" for a 50% discount!

    Connect with DeAndre & Taryn:

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

    Connect with Tommy:

    • Instagram: travelliketommy
    • Tommy’s Linktree

    59 min
  • Quick Hits: The Launch of a New Loyalty Program & More!

    In this Quick Hits episode of Revolutionizing Your Journey, DeAndre Coke shares the latest updates in the world of travel, credit cards, and points and miles. He opens with a personal milestone—his financial planning firm being named one of the top in Virginia by Forbes for the third consecutive year—and connects it to his credibility in this space. DeAndre covers a wide range of topics, from Zil Money pausing payroll point transactions to Bilt's upcoming credit card revamp and expansion into mortgage/HOA payments. He introduces a brand new boutique hotel travel app called Journey and highlights Hyatt’s new 777 bonus points promotion for casino hotels. He also answers a listener’s question about how to qualify for business credit cards, emphasizing that self-employment and even side gigs can be considered legitimate business activities. This episode blends financial strategy, travel rewards, and entrepreneurship in DeAndre's signature informative and relatable style.

    Key takeaways:

    • Forbes Recognition: DeAndre’s firm was named a top financial planning firm in Virginia for the third year running.
    • Zil Money Paused: Credit card payroll transactions are paused until August 1 for updates.
    • Bilt Expands: Bilt raised $250M and is adding rewards for mortgages, HOA fees, and student housing.
    • Turkish Contest Ends: Turkish Airlines pulled its 1M-mile challenge due to high demand.
    • New App – Journey: A boutique hotel app that lets you earn and instantly redeem points, even retroactively.
    • Hyatt 777 Bonus: Earn 777 bonus points per night at select casino hotels through Sept 30.
    • Listener question around business cards: You don’t need a formal business; 1099 income often qualifies.

    Resources:

    • Act now - Protect your points!
    • Book a Free 30-minute points & miles consultation
    • Start here to learn how to unlock nearly free travel
    • Sign 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

    • Card Pointers (Saves the average user $750 per year)
    • Zil Money (For Payroll on Credit Card)
    • Travel Freely
    • Point.me
    • FlightConnections.com
    • Thrifty Traveler Premium
    • LTH Online Points & Miles In Depth Course:
    • Use coupon code "BOLDYGO" for a 50% discount!

    Connect with DeAndre Coke:

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

    21 min
  • From a 500 Credit Score to Nearly Free Travel: How Julian Rivera Built His Business Empire (Ep. 83)

    In this inspiring episode of Revolutionizing Your Journey, DeAndre Coke sits down with Julian Rivera—DJ, real estate investor, and business mogul—to unpack his unique journey from the radio booth to building a thriving real estate and entrepreneurial empire. Julian shares how he’s strategically used credit cards and points to fuel his travel lifestyle and scale his business ventures. The conversation explores the power of networking, practical strategies for managing multiple credit cards, and lessons learned from navigating the pandemic. Packed with financial tips and entrepreneurial wisdom, this episode highlights how intentional planning, resilience, and the right credit card tools can completely reshape your personal and professional path.

    Key Highlights:

    • From Airwaves to Assets: Julian transitioned from radio to real estate, showing the power of reinvention.
    • Network to Grow: Strategic networking and “getting in the room” helped propel his business growth.
    • Credit Card Mastery: Managing multiple cards allowed Julian to earn massive rewards while funding business needs.
    • Travel on Points: Julian has taken personal and business trips using points earned through everyday spending.
    • The “Entreploy” Mindset: Julian blends hustle and strategy to create sustainable income across ventures.
    • Real Estate Investment: He shares actionable insights for getting started and scaling in the real estate industry.
    • Pandemic Pivot: COVID-19 forced a reevaluation of goals and highlighted the importance of financial flexibility.
    • Practical Tips: Advice for entrepreneurs using credit cards wisely without falling into debt traps.
    • Rewards Beyond Travel: Points have also been reinvested into business development and lifestyle upgrades.
    • Long-Term Thinking: Julian’s success is rooted in patience, planning, and utilizing every available financial tool.

    Resources:

    • Book a Free 30-minute points & miles consultation
    • Start here to learn how to unlock nearly free travel
    • Sign 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

    • Card Pointers (Saves the average user $750 per year)
    • Zil Money (For Payroll on Credit Card)
    • Travel Freely
    • Point.me
    • FlightConnections.com
    • Thrifty Traveler Premium
    • LTH Online Points & Miles In Depth Course:
    • Use coupon code "BOLDYGO" for a 50% discount!

    Connect with DeAndre & Taryn:

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

    Connect with Julian Rivera:

    • Instagram: djjulianrivera
    • TikTok: @djjulianrivera
    • Website: DJ Julian Rivera
    • Facebook: DJ Julian Rivera

    57 min
  • What $1000 a Night Gets You at Marina Bay Sands [YouTube Bonus]

    The hotel that some call "The Luxury In The Sky" 🌇—Was it worth it?

    In this YouTube bonus episode of the Revolutionizing Your Journey podcast, we take you inside one of the most iconic hotels in the world: Marina Bay Sands in Singapore. From the world-famous rooftop infinity pool to Michelin-level dining and a suite with a view of Gardens by the Bay, we break down what it’s really like to stay here.

    If you're planning a special occasion or just curious about whether it lives up to the hype, we'll take you through the whole experience, including insider tips, food highlights, and what I’d do differently next time.

    Resources:

    • Book a Free 30 minute points & miles consultation
    • Start here to learn how to unlock nearly free travel
    • Sign 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

    • Card Pointers (Saves the average user $750 per year)
    • Zil Money (For Payroll on Credit Card)
    • Travel Freely
    • Point.me
    • FlightConnections.com
    • Thrifty Traveler Premium
    • LTH Online Points & Miles In Depth Course:
    • Use coupon code "BOLDYGO" for a 50% discount!

    Connect with DeAndre & Taryn:

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

    25 min
  • Quick Hits: Unexpected Excitement Around Chase’s New “Points Boost” & More!

    In this Quick Hits episode, DeAndre Coke shares recent developments in the world of travel, points, and miles. He dives into Chase’s new “Points Boost” feature, which significantly enhances the redemption value of Ultimate Rewards points for select hotel bookings, making luxury stays more affordable. He also discusses the TSA’s plan to end its long-standing shoe removal policy at security checkpoints, improving the airport experience for all travelers. The episode wraps with a rundown of valuable transfer bonuses currently available across Amex, Chase, and Citi cards. DeAndre emphasizes the importance of staying updated on program changes and using points strategically to unlock meaningful travel rewards.

    Key takeaways:

    • Chase Points Boost Update: Chase Sapphire and Business Reserve cardholders can now get up to 2¢ per point in value for hotel stays through the Chase Travel portal.
    • Luxury Hotel Perks: The Points Boost applies mostly to Chase’s Edit Collection properties, offering perks like room upgrades and $100 property credits.
    • Booking Made Easier: Travelers can filter searches for Points Boost-eligible properties directly in the Chase portal.
    • TSA Shoe Policy Change: TSA is phasing out mandatory shoe removal at select airports, a shift expected to roll out nationwide.
    • New Policy Benefits All Travelers: Unlike TSA PreCheck, this shoe policy update applies to all passengers.
    • Amex to Marriott: A 20% transfer bonus is available until July 14.
    • Amex to Avios Programs: 30% bonus to British Airways, Aer Lingus, and Iberia Avios through July 15.
    • Chase to Aeroplan: 20% bonus available through July 17, or 30% if you hold the Aeroplan card.
    • Citi Transfer Bonuses: 50% to Accor Live Limitless and 20% to Flying Blue until July 19.

    Resources:

    • Act now - Protect your points!
    • Book a Free 30-minute points & miles consultation
    • Start here to learn how to unlock nearly free travel
    • Sign 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

    • Card Pointers (Saves the average user $750 per year)
    • Zil Money (For Payroll on Credit Card)
    • Travel Freely
    • Point.me
    • FlightConnections.com
    • Thrifty Traveler Premium
    • LTH Online Points & Miles In Depth Course:
    • Use coupon code "BOLDYGO" for a 50% discount!

    Connect with DeAndre Coke:

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

    9 min
  • 2025 Mid-Year Points & Miles Recap: Wins, Fails, and Future Plans (Ep. 82)

    In this reflective mid-year episode, DeAndre Coke shares a transparent recap of his wins, mistakes, and evolving strategies in the world of travel, points, and miles. From achieving American Airlines Platinum Pro and Hyatt Globalist status to acquiring new credit cards for long-term value, DeAndre walks through the intentional moves he’s made to maximize rewards. He candidly discusses lessons learned from redemption missteps—such as transferring Amex points for less-than-ideal value—and the importance of preserving transferable points whenever possible. The episode also explores how buying hotel points can serve a strategic role, the benefits of tracking hotel rates for rebooking opportunities and using card perks creatively to offset costs. With a wedding and honeymoon on the horizon, DeAndre closes with thoughts on financial responsibility and long-term planning, reminding listeners that optimizing travel shouldn't come at the expense of financial health.

    Key Highlights:

    • Elite Status Earned: Achieved American Airlines Platinum Pro and Hyatt Globalist status using strategic flights and mattress runs.
    • Card Strategy: Focused on acquiring new cards, including Citi cards, to build up transferable points.
    • Redemption Lessons: Made point transfer choices that were not optimal, reinforcing the importance of evaluating redemption value.
    • Hotel Points Strategy: Purchased hotel points to preserve transferable points for flights.
    • Rate Tracking: Saved money by rebooking hotel stays when rates dropped.
    • Creative Benefits Use: Used various card perks—like Walmart+ or dining credits—to offset spending.
    • Financial Responsibility: Encourages listeners to make credit decisions based on financial health and not just points goals.
    • Consult a Pro: Consider speaking with a financial advisor, especially before making large purchases or going through significant life changes.
    • Looking Ahead: Plans include wedding-related expenses and optimizing honeymoon travel.

    Resources:

    • Book a Free 30 minute points & miles consultation
    • Start here to learn how to unlock nearly free travel
    • Sign 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

    • Card Pointers (Saves the average user $750 per year)
    • Zil Money (For Payroll on Credit Card)
    • Travel Freely
    • Point.me
    • FlightConnections.com
    • Thrifty Traveler Premium
    • LTH Online Points & Miles In Depth Course:
    • Use coupon code "BOLDYGO" for a 50% discount!

    Connect with DeAndre & Taryn:

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

    38 min

About The BoldlyGo Podcast: Revolutionizing Your Journey

From the publisher's feed

The BoldlyGo Podcast: Revolutionizing Your Journey is your inside pass to traveling better, farther, and more luxuriously using points, miles, and smart travel strategies.

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