#222: Discover how paying taxes with a credit card can unlock huge rewards—or even turn a profit. Chris also shares how he's handling the current market decline and shares practical tips for teaching kids about money, stacking card-linked offers, and using VPNs for big savings.
Link to Full Show Notes: https://chrishutchins.com/pay-taxes-with-credit-card-2025-musings
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Resources Mentioned
Credit Cards
IRS Authorized Payment Providers: Pay1040 | ACI Payments
Business Payment Platforms: Plastiq | Melio
Flight Tracker: Flighty
CardPointers Pro: 30% off here
Rakuten: $30 bonus here
Savewise: 20% off with ALLTHEHACKS20
Kudos: $20 bonus here
Hyatt Offer: $100 Off Peloton
NordVPN
Ben Carlon’s Chart: 31 Years of Stock Market Returns
Wealthfront: Get $5k managed free and get a 0.5% APY boost
ATH Podcast
Full Show Notes
(00:00) Introduction
(02:20) Quick Reminder About Upcoming Tax Payments
(03:39) Why and When You Should Pay Taxes on Your Credit Card
(08:08) Paying Taxes on a Credit Card to Leverage Welcome Offers
(09:22) How to Maximize a Credit Card Welcome Bonus of 100K
(13:26) Three Tips from a Recent Trip to Colorado
(18:39) A Great Way to Teach Kids About Money and Make a Profit
(22:13) Stacking Offers to Get 30% Off Peloton Bikes
(28:07) How to Use a VPN to Find Better Deals
(29:55) Why It Might Be Cheaper to Pay with Different Currencies
(31:52) The Recent U.S. Stock Market Decline
(38:53) Chris' Personal Strategy for the 10% Market Drop
(40:50) The Importance of Diversifying Your Portfolio
(42:12) Tax Loss Harvesting and Why It's a Good Time to Consider It
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