Tag: Maximizing Credit Card Points

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)

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:

 

CPA’s Footnotes:

 

Connect with DeAndre Coke: 

 

Connect with Rachel Earl:

 

Choice Hotels, Citi Points, and Irish Charm: A Unique Points and Miles Strategy by @thepointsflygirl (Ep. 67)

Choice Hotels, Citi Points, and Irish Charm: A Unique Points and Miles Strategy by @thepointsflygirl (Ep. 67)

What happens when a criminal defense attorney turns her free time during the pandemic into learning about travel rewards strategies?

 In this episode of Revolutionizing Your Journey, host DeAndre Coke sits down with Deanna Keane aka @pointsflygirl, an attorney by day and a points and miles expert by passion. Deanna shares her journey into the world of points and miles, including how she leverages Citi ThankYou points, Amex Business Platinum benefits, and underappreciated programs like Choice Hotels to craft unforgettable experiences. 

From her favorite redemptions in Ireland to unique travel moments in Iceland, this conversation is packed with actionable tips for travelers looking to maximize value without sacrificing quality.

Whether you’re curious about driving in Ireland, booking with kitchenettes in Iceland, or how to score the best deals from Vegas to Dublin, Deanna breaks it down in a relatable, strategic way. Tune in and discover how smart planning, flexible redemptions, and a little creativity can unlock global adventures.

 

Key Highlights:

  • Pandemic Pivot: Deanna began exploring points and miles during COVID and found a new passion.
  • Strategic Redemptions: Citi ThankYou Points offer substantial value for everyday spending and travel.
  • Hidden Gems: Choice Hotels often provide surprisingly good redemption opportunities.
  • Ireland Tips: The Dingle Peninsula and Blarney Castle are must-visit destinations.
  • Flight Deals: KLM and British Airways offer interesting routes and redemption options.
  • Best Time to Visit Ireland: May through September offers ideal weather for exploration.
  • Drive to Discover: Renting a car in Ireland enhances the experience beyond tourist hotspots.
  • Iceland Insights: Booking hotels with kitchenettes helps save money in a pricey destination.
  • Wine Hack: You can purchase wine at the airport in Iceland—perfect for budget travelers.

 

 

Resources:

 

Connect with DeAndre Coke: 

 

Connect with Deanna Keane: