Earning Points on Taxes, Navigating Market Volatility, Stacking Deals and More

All the Hacks with Chris Hutchins

#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

• Best Cards Page
• 100k Welcome Bonus Offer

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

• Ep #59: Save Money, Build Wealth and Just Keep Buying with Nick Maggiulli
• Ep #194: The Simple Path to Wealth and FU Money with JL Collins
• Newsletter
• Deals Page
• Leave a review: Apple Podcasts | Spotify
• Email for questions, hacks, deals, and feedback: [email protected]

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

Connect with Chris

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