Revolutionizing Your Journey: Travel With Points & Miles Podcast Por DeAndre Coke arte de portada

Revolutionizing Your Journey: Travel With Points & Miles

Revolutionizing Your Journey: Travel With Points & Miles

De: DeAndre Coke
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 Welcome to ‘Revolutionizing Your Journey: Travel With Points & Miles, with DeAndre Coke, brought to you by BoldlyGo. Beyond being the founder of BoldlyGo, DeAndre has a deep expertise in financial planning through owning his own financial planning firm. This finance background has provided him with unique insights, enabling him to navigate the travel landscape with ease and maximize the value of travel for himself and his clients through the use of points and miles to experience luxury travel for nearly free. On this podcast, we’re all about assisting budding explorers in tackling their travel hurdles, teaching the best strategies using points and miles, and highlighting the busy professionals that find time to get away. Expect travel tips, unforgettable destination stories, and guidance on maximizing your rewards points. Whether you’re a seasoned traveler or just starting out, join us in exploring the best of global travel, and learn to experience nearly free luxury travel yourself.Copyright © 2025 Revolutionizing Your Journey Ciencia Ciencias Sociales Escritos y Comentarios sobre Viajes
Episodios
  • Quick Hits: Insane Rakuten Deals, an Unfortunate End to the Amex to Alaska Airlines Loophole, and More!

    Quick Hits: Insane Rakuten Deals, an Unfortunate End to the Amex to Alaska Airlines Loophole, and More!
    May 23 2025
    Looking to maximize your points game and stay ahead of the travel curve? In this extended Quick Hits episode, DeAndre Coke dives into one of the busiest travel news weeks yet. From Rakuten and SoFi points play to Delta’s award rate drops and United’s sleek new Polaris business class suites, there’s something for every traveler. He covers the Hilton Honors devaluation, a limited-time AA award sale, and the end of the valuable Amex-to-Hawaiian-to-Alaska Airlines transfer loophole. Plus, there's new info on Chase’s Instacart perks, updates on the Zil Money saga, and a reminder that May is prime time for booking summer travel. Packed with strategy, news, and savings hacks—you won't want to miss it. Key takeaways: Rakuten deals: Huge Amex point earning opportunities—some merchants offering up to 95x points. SoFi bonus: Opening a new SoFi account with a $500 direct deposit can earn 25,000 Amex points. Delta award rates drop: Flying Blue redemptions on Delta-operated flights are ~20% cheaper for 2026. United upgrades: New Polaris Studio Suites will offer luxury in-flight experiences starting in 2026. Hilton devaluation: Standard award nights at top-tier hotels now cost up to 200,000 points. American Airlines sale: Over 1 million award seats available from 5,000 miles—book by May 28. Amex transfer loophole: The Amex-to-Hawaiian-to-Alaska points route ends June 30. Chase Instacart perks: New $10–$20 monthly credits across many cards, plus free Instacart+ trials. Zil Money update: The payroll on credit card feature was delayed another month, which is now expected in June. Book now for summer: Prices for flights and hotels are lower than usual—rebooking could save $$$. Resources: Rakuten Referral Link Shopping Portals Explained (Ep. 49) Blog: How to Use Shopping Portals to Boost Your Points and Miles 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 Truicity Wealth Management Thrifty Traveler Premium Daily Drop Newsletter Connect with DeAndre Coke: Instagram: BoldlyGo.world Website: BoldlyGo.world YouTube: BoldlyGoWorld
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    23 m
  • Are Credit Card Points Taxable? A CPA Explains What the IRS Actually Cares About with Rachel Earl (Ep. 75)

    Are Credit Card Points Taxable? A CPA Explains What the IRS Actually Cares About with Rachel Earl (Ep. 75)
    May 21 2025
    Are your points and miles taxable? In this episode, host DeAndre Coke is joined by CPA Rachel Earl to demystify the often-confusing world where travel rewards and taxes meet. They unpack how the IRS views points earned from credit card sign-up bonuses, referral links, and cashback programs, and clarify when travel rewards might be considered income. The conversation also dives into smart tax planning strategies that can earn you valuable points—like paying estimated taxes by card—and covers key insights around bank bonuses, QuickBooks tracking, and business credit card usage. Rachel shares her professional insights as well as personal travel tips, offering a rare intersection of finance, strategy, and wanderlust. This episode is a must-listen for anyone looking to navigate the financial side of travel rewards with more clarity and confidence. Key Highlights: Points vs. taxes: Points and miles from sign-up bonuses are not taxable, but referral bonuses may be. IRS guidance: Current IRS rulings on this topic haven’t been updated since 2002. Cashback simplicity: Cash back is generally not considered taxable income. Credit card usage: Personal cards can be used for business expenses with proper documentation. IRS priorities: The IRS does not track individual cardholders or card usage patterns. Bank bonuses: These are reported on 1099-INT forms and are treated as interest income. W2 caution: W2 employees should be careful when opening a business entity for points purposes. Estimated tax payments: Can be used to earn points, but risks and limits apply—especially in states like California. Record-keeping: QuickBooks or other tracking tools help streamline expense categorization. Wanderlog for travel: A useful tool for organizing travel plans and expenses. This episode is sponsored by Saily. Use Code BOLDLYGO for a 15% discount 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 Truicity Wealth Management CPA's Footnotes: https://www.irs.gov/pub/irs-drop/a-02-18.pdf https://www.thetaxadviser.com/issues/2021/may/credit-card-rewards-purchases-gift-cards/ (Interesting Tax Court case about how a couple redeemed points and what the Court considered taxable income) https://www.irs.gov/pub/irs-wd/202417021.pdf (This is for those who want to get really nerdy about tax and points) https://www.irs.gov/newsroom/questions-and-answers-on-the-net-investment-income-tax (Resource for those that may want to know more about Net Investment Income Tax) Connect with DeAndre Coke: Instagram: BoldlyGo.world TikTok: BoldlyGo.world Website: BoldlyGo.world YouTube: BoldlyGoWorld YouTube: BoldlyGo.Travels Connect with Rachel Earl: Instagram: viachoremtax
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    45 m
  • [YouTube Bonus] How I Stayed at a $7,500 Ski Resort for FREE Using Points | Park Hyatt Beaver Creek Review

    [YouTube Bonus] How I Stayed at a $7,500 Ski Resort for FREE Using Points | Park Hyatt Beaver Creek Review
    May 19 2025
    Can you enjoy a luxury ski trip for almost free? In this episode, DeAndre Coke shares his four-night stay at the 5-star Park Hyatt Beaver Creek in Colorado—paid entirely with points and miles. This trip had everything from a suite upgrade and gourmet breakfasts to ski-in, ski-out access and firepit s’mores. Tune in to hear how DeAndre booked the stay, tips for maximizing your points, and what to expect from one of Colorado’s most family-friendly mountain resorts. Resources: YouTube vlog Park Hyatt Beaver Creek 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 Truicity Wealth Management Connect with DeAndre Coke: Instagram: BoldlyGo.world Website: BoldlyGo.world YouTube: BoldlyGoWorld
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    11 m
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