Tag: Cash Back vs 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:

 

Interested in Financial Planning?

 

Some of Our Favorite Tools For Elevating Your Points & Miles Game:

Note: Contains affiliate/sponsored links

 

CPA’s Footnotes:

 

Connect with DeAndre Coke: 

 

Connect with Rachel Earl:

 

How Business (and Life) Partners Can Turn Shared Expenses Into Luxury Travel with Dr. Andrea Mabry (Ep. 70)

How Business (and Life) Partners Can Turn Shared Expenses Into Luxury Travel with Dr. Andrea Mabry (Ep. 70)

Can you build a business and a travel lifestyle at the same time?

 In this episode of Revolutionizing Your Journey, dermatologist and entrepreneur Andrea Mabry joins host DeAndre Coke to reveal how she leveraged high-value business expenses to earn millions of points and miles. From negotiating with contractors on a multi-million dollar clinic build to strategically choosing between Chase, Capital One, and Amex cards, Andrea shares actionable tips for entrepreneurs looking to turn their business spend into unforgettable travel rewards. They dive deep into the pros and cons of sharing points with partners, the surprising differences between credit card issuers, and how Andrea used AI to decide between points and cash back. You’ll also hear about her family’s premium cabin redemptions, the true value of understanding credit card fine print, and how setting aside just one hour can lead to long-term rewards.

 If you’re a business owner or aspiring entrepreneur looking to maximize every dollar—this one’s for you.

 

Key Highlights:

  • Business Expense Strategy: Andrea used business spending, including building a clinic, to earn over 700,000 points annually.
  • Credit Card Comparison: Chase offers substantial rewards but is hard to share; Capital One is the most flexible for transfers.
  • Amex Point Tracking: Requires manual systems to manage partner point splits effectively.
  • Contractor Negotiation: Paying large vendors with cards led to significant point accumulation.
  • Cash Back vs Points: Andrea used AI tools to compare long-term value and determine the best strategy.
  • Family Travel: Thanks to effective redemption planning, she flew seven family members in premium cabins.
  • Quick Setup: Setting up a points system can take less than an hour but deliver massive returns.
  • Teaching Others: Andrea educates her network to create shared travel opportunities.
  • Redemption Stories: From Thailand to Iceland, points have become unforgettable travel memories.

Resources:

 

Interested in Financial Planning?

 

Some of Our Favorite Tools For Elevating Your Points & Miles Game:

Note: Contains affiliate/sponsored links

Connect with DeAndre Coke: 

 

Connect with Andrea Mabry: