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Frequent Miler on the Air

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

Frequent Miler on the Air

Frequent Miler

Aviation, Places & Travel, Society & Culture, Leisure

4.9638 Ratings

🗓️ 27 January 2024

⏱️ 75 minutes

🧾️ Download transcript

Summary

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

Mentioned in this episode:

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Transcript

Click on a timestamp to play from that location

0:00.0

This is a Voyescape podcast.

0:04.0

You can find all of our travel podcasts from around the world at voyescape.com.

0:10.8

Let's get into the giant mailbag.

0:13.6

What crazy thing did?

0:15.9

City this week.

0:17.5

It's time for mattress running the numbers.

0:19.9

Ready for the main event?

0:21.1

The main event.

0:22.4

Frequent Miler on the air starts now.

0:26.8

Frequent Miler on the air starts now.

0:29.9

Today's main event, pay taxes, earn big rewards.

0:33.3

Now, I don't love preparing my taxes, but I kind of have started to really like paying my taxes because there can be really, really big rewards involved.

0:45.0

And we will get into the details of how to make that happen later on in the show.

0:49.5

Yeah, you know, it's kind of crazy, actually, because obviously, mathematically speaking speaking credit card rewards don't outpace

0:56.7

the value of what you're spending necessarily. But if you're earning a couple of big welcome

1:00.4

bonuses while you're paying your taxes, I mean, it's pretty conceivable that you could

1:03.9

end up with a trip that's worth more than whatever you paid, right? So, you know, compared to the

1:08.6

cash rates. So pretty crazy. So it is kind of fun paying your taxes when you're playing the game. But we'll talk more about that. Don't forget, wherever you're watching or listening in the show, please like it, subscribe, enable notifications, leave a comment. All of those things help other people find it. They help it get recommended to other folks, too. So please do all of that. We really appreciate that stuff. And don't forget that the timestamps are in the show notes. So if you want to jump around to a specific segment or you want to return to a specific segment later on, then you can look for those timestamps in the show notes. You'll either have to expand the description box on YouTube or if you're listening in podcast platform, just look at the notes. So that's that. So let's move to that first segment up, which is the giant mailbag.

1:47.3

Drag it out, Greg.

1:48.5

All right.

1:49.1

Today's giant mail requires some background.

1:51.6

First, you have to understand what the Ritz Carlton credit card is all about.

...

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