Pay Taxes, Earn Big Rewards | Ep239 | 1-27-24

On this episode, Greg and Nick discuss the question of whether or not you can pay your taxes with a credit card. (Spoiler – you can!)

00:01:35 – Using ChatGPT to squeeze $300 from the Ritz-Carlton card (Giant Mailbag) 

Read More: https://frequentmiler.com/ritz-fee-credits-what-works/

00:10:57 – Capital One Spark Cash Plus: 2% Everywhere (Card Talk)

Read more: https://frequentmiler.com/c1scplusbiz/

00:16:30 – Pepper App (Crazy Thing)

Read more: https://frequentmiler.com/pepper-app-get-5-10-back-on-amazon-walmart-and-more-plus-20-back-via-referral-maybe-15-via-portal/

00:23:07 – Paris Hilton’s Slivingland on Roblox: Win 111,111 Hilton points, Diamond status (Mattress Running the Numbers)

Read more: https://frequentmiler.com/win-111111-hilton-honors-points-or-diamond-status-with-roblox-partnership/

00:31:30 – Free Delta stopovers via Air France / KLM Flying Blue (Award Talk)

Read more: https://frequentmiler.com/flying-blue-multi-stopover-experiment/

00:36:10 – Luxury stays (Leading Hotels of the World) thanks to Citibank (Award Talk)

Read more: https://frequentmiler.com/sampling-leading-hotels-of-the-world-lhw-thanks-to-citi-thankyou-rewards/

00:41:07 – Main Event: Pay Taxes, Earn Big Rewards

Read more: https://frequentmiler.com/pay-taxes-via-credit-card/

00:41:37 – Paying Federal taxes with a credit card

00:42:23 – Why pay a fee to use a credit card?

00:54:33 – What about other taxes?

00:58:06 – Is it OK to overpay taxes?

00:59:52 – Does it make sense to pay quarterly estimated taxes this way?

1:00:26 – What to do when the payment processor doesn’t like my business credit card?

01:02:51 – 90 days to use ’em or lose ’em: Where would you transfer your points? (Question of the Week)

Read more: https://frequentmiler.com/90-days-to-use-em-or-lose-em-where-would-you-transfer-your-points/

Music Credit: Annie Yoder @annilion