Why It's Worth Payi...
 

Why It's Worth Paying Taxes By Credit Card

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(@lucky)
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[#14428]
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Most people probably don’t look forward to paying their taxes. For those of us in the miles & points world, though, one silver lining is the potential to generate credit card spending at an attractive rate.

Continue reading: Why It’s Worth Paying Taxes By Credit Card

Share your questions, experiences, and thoughts below.


60 Replies
34 Replies
(@Never In Doubt)
Joined: 5 years ago

Posts: 1080

US Bank Smartly VISA, 4% cash back.

Given the fees charged by the tax payment processors, the difference between 4% and the 2.62% back for the BofA Premium Rewards VISA is significant.


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(@bill-n-dc)
Joined: 5 years ago

Member
Posts: 413

I’m using this method to meet the SUB for upgrading two AmEx Gold Biz to Platinum - 10k spend for 120,000MR. Spending +$5,000 each charge to get 1.5 points /$


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(@Thomas Parks)
Joined: 5 years ago

Posts: 13

While I have found that buying miles only makes some sense if there is a big bonus offer, if I have an immediate use for the miles, and the cash fare is not less than the mileage cost, paying taxes may be a good way to purchase miles. At the 1.75% rate, 100,000 miles costs $1750 and that is less than what United, Delta or American charges. But conditions would absolutely have to align to make sense to me without applying for different new cards.


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(@alonzo)
Joined: 5 years ago

Posts: 867

The credit card spending thresholds are very helpful and useful.


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(@Norita)
Joined: 8 years ago

Posts: 40

If I pay 45k tax on a card that gives me 2 times per $, it would cost me 787.50 in fees. With 90000 points I can get a business class ticket on British worth at least 5500$. And yes they are available if you plan ahead.
the 4% cash back is 1800$.
I don't need the cash.
I would pay taxes by card any day and get a business class long haul ticket worth $5500 for $787.50.
The $1800 cash back would only buy me an economy ticket instead.
So it depends on what you value.


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(@Norita)
Joined: 8 years ago

Posts: 40

And the value gets even better if there is a 25% transfer bonus.


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 JC
(@JC)
Joined: 10 years ago

Posts: 119

Is the payment information on this article current???


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(@Never In Doubt)
Joined: 5 years ago

Posts: 1080

Yes.

The two Federal tax payment services now charge 1.75% and 1.85% for credit card payments.

In my case,

The processor for California tax payments charges 2.3%.

And my city's property tax processor charges 2.25%


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Diamond
(@richm)
Joined: 4 years ago

Member
Posts: 177

Agreed. Cold, hard cash, is the ultimate transferrable points currency.


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(@John Doe)
Joined: 5 years ago

Posts: 15

Except the 1800 is in cold hard cash, whereas the 90k points business class's ticket is probably for a date/destination that you would never have planned on going to otherwise.


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(@Grant Anderson)
Joined: 10 years ago

Posts: 16

Can you over pay your taxes and just get the money back as a refund?


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 Alan
Diamond
(@alan-2)
Joined: 5 years ago

Member
Posts: 278

What link are you using?

The following link still shows three processors with the cheapest being 1.82%.

https://www.irs.gov/payments/pay-your-taxes-by-debit-or-credit-card

1.75% would be nicer.


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(@Never In Doubt)
Joined: 5 years ago

Posts: 1080

yeah, the IRS site still has the old numbers, but if you click through to the individual processor sites, you see the new numbers.


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Admin
(@lucky)
Joined: 13 years ago

Member
Posts: 40217

@ Alan -- Yeah, the IRS just hasn't updated the costs yet, but you'll see those costs reflected directly with the processors.


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Admin
(@lucky)
Joined: 13 years ago

Member
Posts: 40217

@ Never In Doubt -- I'm intrigued by the US Bank Smartly Visa, though for now am withholding judgment. I've seen lots of reports of very low credit lines, and of possible limits on the types of purchases that the issuer will allow. I can't help but wonder if a large tax payment on the card may trigger some issues. Just waiting on data points to see...


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 Lee
(@Lee)
Joined: 4 years ago

Posts: 1092

John Doe, cash might be your preference. And, that's okay . . . for YOU. But, how do you know what Norita's travel plans are? For myself, I'd absolutely use those points on EK, EY, and SG and my redemption rate will be 4-6 CPP. So, a 2X card yields 8 to 12 percent overall reward rate. On Norita's example of $45k in taxes, that's $3600 to $5400. And, I can acquire those points for $800? Sign me up.


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 Lee
(@Lee)
Joined: 4 years ago

Posts: 1092

In this & other contexts, some people overthink the situation. They say card X has a 2x earn rate, the new USB Smartly has a 4% earn rate, so they're buying points at 2 cpp (opportunity cost), & they're not so stupid as to buy points at 2 cpp. But, there's the concept of Return On Investment & it hinges on what the redemption is. If the target redemption is >4 cpp on EK, EY, or SG, the ROI is substantially better than cash. There's Smartly & there's Wisely.


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 Lee
(@Lee)
Joined: 4 years ago

Posts: 1092

PS - To be clear, it hinges on the redemption. If the target redemption is less than 2 cpp or those points can be purchased for less than 2 cpp, then go the Smartly route. In my EK/EY/SG example, those two scenarios would not be the case.


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 Lee
(@Lee)
Joined: 4 years ago

Posts: 1092

Absent a SUB, *domestic* airline co-branded cards will not turn a profit in most cases. However, if credit card spending counts to elite status (airlines or hotel) and $X of incremental spending will get you to the next tier or milestone benefit, one should factor that in. For example, if I am 5000 AA Loyalty Points away from a milestone benefit of 30k points. Paying $5000 in tax would earn about 7x. A similar example exists for Hyatt.


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 Lee
(@Lee)
Joined: 4 years ago

Posts: 1092

The short answer is yes. But, you must wait for the refund and there will be interest lost on that cash. The IRS has a substantial backlog and the incoming administration has mentioned cutting the IRS' budget. Proceed with caution.


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 Lee
(@Lee)
Joined: 4 years ago

Posts: 1092

US Bank has an itchy trigger finger on fraud. Bona fide purchases (not MS) often trigger card locks. To me, attractive high-earning features of certain cards -- like the Altitude Reserve and Smartly -- are lost leaders. And, significant bona fide spending being characterized as potentially fraudulent seems like a convenient excuse to shut down a high earner. I am wary about Smartly's ability to scale and don't see 4% lasting long.


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 Lee
(@Lee)
Joined: 4 years ago

Posts: 1092

Bingo


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 Alan
Diamond
(@alan-2)
Joined: 5 years ago

Member
Posts: 278

Currently I am only using Chase Ultimate Rewards and have been using my Chase Freedom Unlimited to pay taxes (1.5 points per dollar) so I am essentially paying .25% to buy points. I most often redeem United miles for overseas economy flights and I find that I come out ahead vice simply paying the lowest fare, but more importantly I have a ticket that it is totally refundable. As an example, last year, I booked tickets from Siam Reap to Laredo and Monterrey to Chennai for 45,000 miles each way. My home airport is typically Laredo which means I can only use American or United.
Of course, I also take advantage of SUBs on American and United cards.
Any thoughts on using another points ecosystem that might meet my needs as well? I have quite a few Lifemiles and Avios (BA and Iberia) but I find trying to get a decent redemption is quite difficult. The Laredo flights really make it difficult to get a partner reward.


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(@Never In Doubt)
Joined: 5 years ago

Posts: 1080

@Ben, My initial credit line was just $20k, less than half of what my other recent cards have started with.

That makes it inconvenient for my taxes, but I’m going to see how quickly I can get a CLI and reduce the inconvenience.


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 Matt
(@Matt)
Joined: 13 years ago

Posts: 25

Can someone else use your card to pay their taxes? Or do these services make the name on the card math the name of the taxpayer?


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(@relidtm)
Joined: 5 years ago

Member
Posts: 66

I haven't had a large tax bill in a while, but the lower fees make this worthwhile, especially because I can easily get over 3 CPP with a fairly flexible schedule. The only downside is the change from 6 payments to only 4 allowed per quarter.


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(@upstater)
Joined: 6 years ago

Posts: 73

Frequentmiler reported on January 3 "Pay1040 seems to increase fee to 2.89% for tax payments"

We paid estimated in late December at the 1.75% rate.

Please check it out Ben and update if needed.


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(@paulg)
Joined: 5 years ago

Member
Posts: 28

I came here for this. It is indeed up to 2.89%. So really only acipayments is left.


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(@paulg)
Joined: 5 years ago

Member
Posts: 28

Okay, so it looks like it is only Business cards and AMEX cards that are 2.89%. I had tried a business card first and got 2.89%. When I try with a consumer Visa, it was 1.75%. See https://frequentmiler.com/pay1040-seems-to-increase-fee-to-2-89-for-tax-payments/


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(@matthewsf)
Joined: 12 years ago

Posts: 68

"The IRS officially claims that you’re allowed to make two credit card payments per payment period. However, anecdotally speaking, the limit seems to be two credit card payments per payment processor per tax period. "

Can you clarify a couple of things, as I've not done this before...if you are planning to pay the full/total amount due (not quarterly estimated payments), how does the 2x payments per period per processor come into play? Is that just to split between two different cards b/c of credit limits on each? And if doing that, do the total payments submitted have to meet/be the total amount due, or can it be partial with the balance paid by check? So, for example, if my tax bill is $25,000 and my credit limit on all cards is say $10,000, can I make 2x payments with 2x cards for $10K each, then pay the reaming $5 by check or do I have to do 10-10-5 (with a 3rd card)? Unless there is a cap on the amount you can charge by the processor, I'd prefer to stick to just one company with the lower rate; the issue is individual credit limits on the desired cards I want to use (e.g. card #1, card #2, card #3). Thanks.


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(@Chris)
Joined: 2 years ago

Posts: 1

If I get the American Express Business Gold Card can I use the 4x points on the 2 highest qualifying category expenses each month to pay taxes?


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 tta
(@tta)
Joined: 6 years ago

Posts: 2

Bilt doesnt qualify tax payments for Rent Day bonus and that is up to 1K points anyways. But does anyone know if this Tax spend qualifies for yearly status requirements? E.g. spending $20K on tax payment will get me just 20K points but count towards my $25K Bilt Gold Status Spend requirement


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 SRJ
(@SRJ)
Joined: 6 months ago

Posts: 1

Using a Paypal Cash Back Mastercard, which earns 3% cash back, the fee on the 1040 site is 2.89%. It's not a business credit card so not sure why it is showing up as 2.89% fee.


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(@Christi)
Joined: 5 months ago

Posts: 1

If I made two credit card transactions per processor (four total) on April 14, can I do the same on June 14 for those quarterly estimates even though they’re technically in the same financial quarter?


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Posts: 705
(@Alert)
Joined: 3 years ago

Taxes are not beneficial because of the credit card Rewards . Actually , taxes strangle a nation's vitality , and are wasted by politicians . The more taxes , the less economic activity .
The less taxes , the better .


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6 Replies
(@Roelof de Ruiter)
Joined: 2 years ago

Posts: 13

Interesting take, as the list with happiest countries in the world if filled with high-tax countries.

Healthcare, good roads, safe guards when you can't work, safe guards when you are fired, good (cheap) schools, etc etc.


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(@Alert)
Joined: 3 years ago

Posts: 705

And taxpayers in California are on the hook for a high speed train construction from nowhere , to nowhere , through nowhere , taking years and years to prepare , costing billions and billions of dollars .


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Diamond
(@larryinnyc)
Joined: 5 years ago

Member
Posts: 234

Yes, we all hope to end up in a low tax economic powerhouse nation like Guatemala, Bulgaria, or Moldova rather than a high tax economic basket case like Denmark or Japan.


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 SBS
Diamond
(@sbs)
Joined: 5 years ago

Member
Posts: 237

@LarryInNYC: High tax societies usually work when there is a sense of common national identity and/or a community oriented ethos. Either a large mono-cultural (bordering on xenophobic) country like Japan, or small countries that function like one big happy village where you can't escape your reputation (Denmark, Iceland, etc). Even better if you have oil (Norway).

Doesn't work very well in a fractured society where everyone is looking to find a way to play a victim of oppression and views taxes as means to punish the oppressors. Doesn't really matter who the "oppressors" are - depending on your political views, it could be non-white immigrants taking your jobs, or white males taking your money. Populism is the problem.

Let's take a closer look at Denmark: 25% VAT, 25% local tax, 8% FICA-like tax, 12% state (non-local) income tax up to about $110k. All of these are flat taxes that everyone pays (in most cases VAT is actually a regressive tax relative to income). Progressive income tax is an additional 7.5% above $110k, another 7.5% above $130k, and another 5% above $440k. So their max non-local income tax rate is 32%, and the overall tax burden is shared much more evenly than in the US - because in Denmark taxes are a means to fund common projects and everyone has a stake in making sure taxes are not wasted.


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Gold
(@philbob)
Joined: 1 year ago

Member
Posts: 25

Hmm...that's certainly...a take! I'm all for non-wasteful spending, efficient government, etc. but, would you recommend that a US taxpayer NOT pay their federal taxes and potentially earn lucrative points/SUBs or getting hounded by the IRS for unpaid taxes, penalties, etc.? Asking for a friend.


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 Abe
(@Abe)
Joined: 9 years ago

Posts: 51

Reminder to let the trolls starve.


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Posts: 705
(@Alert)
Joined: 3 years ago

We can also earn points and rewards by docile payment for "resort fees" , "seat selection fees" , and other assorted add-ons .


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Posts: 234
Diamond
(@larryinnyc)
Member
Joined: 5 years ago

If I were writing about this subject in the context of miles and points I probably wouldn't mention floating tax payments on 0% introductory offers. While you're right that *if* done responsibly this could be a valuable form of financial engineering it is, unfortunately, the not-so-responsible people who are attracted to this kind of idea. And a miscalculation with a $10,000 tax bill is a very fast way to get in over your head in credit card debt.

Instead, I'd make to opposite argument -- I *wouldn't* pay tax by credit card *unless* I already had the cash set aside to pay the credit card bill at the end of the month.


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2 Replies
 SBS
Diamond
(@sbs)
Joined: 5 years ago

Member
Posts: 237

Being responsible with credit cards is just a general good idea. But if you have something like a 12+ month 0% introductory offer, than absolutely pay as much tax as you can with that card, put that amount in the money market account or a CD, and earn interest. You come out ahead even after taxes on that interest.

You do get a hit on your credit score if you use up most of the credit limit, and it will not recover until you finally pay off the balance (maybe even a bit later).


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Diamond
(@larryinnyc)
Joined: 5 years ago

Member
Posts: 234

I agree. That would fall into the category of "already having the cash set aside" to pay the charge.


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(@justindev)
Joined: 3 years ago

you should not have any taxes to pay. your aim is to break even


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5 Replies
(@Chris)
Joined: 2 weeks ago

Posts: 3

If you work for yourself, you have to pay quarterly; there aren't deductions from a paycheck.


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(@david1221)
Joined: 5 years ago

Member
Posts: 7

A single person who is self-employed making $185k/year pays ~$23k in self employment taxes and ~$33k federal taxes for a total of $56k in federal taxes alone. None of this is done through payroll deductions and quarterly taxes are the only way to handle the tax bill… which is a fantastic way to earn some substantial points. Assuming, like Lucky said, you can redeem the points efficiently.


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(@Silas Marner)
Joined: 2 years ago

Posts: 2

The full picture is to 1) have only enough federal taxes taken out of your pay that are above the amount you plan to spend on your card.
2) quarterly, address that shortfall with a payment from your chosen card as you attempt to hit its sweet spot - e.g., $15K.
3) "break even" because you've paid your required taxes in full but not in excess by the end of the fiscal year.


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Diamond
(@larryinnyc)
Joined: 5 years ago

Member
Posts: 234

1. **Why** is your aim to "break even" (that is, have the exact amount you will end up owing deducted from your paycheck)? I mean, that makes sense if you pay with cash and intended to do so paycheck by paycheck, but it's not a requirement and, if you are financially sophisticated, you can earn a few percent of interest by managing the payments yourself rather than having them withheld.

2. Many of us don't **have** paychecks from which deductions can be taken, and **must** make quarterly payments to the IRS anyway, so "breaking even" isn't a thing for us.

3. Even if you "break even" and have the correct amount of tax deducted from your paycheck, there is (at least in low interest environments which we experienced up until a couple of years ago) a play to be made by **overpaying** your Q4 taxes in Q1 of the following year, as close as possible to tax refund time as possible. That way you're making an interest free loan to the government in exchange for increased credit card spend.


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 Bob
(@Bob)
Joined: 10 years ago

Posts: 754

Maybe it's just your phrasing that's bad or you think everyone works with w-2 but every paycheck you get you're paying taxes. This is for people who don't work for someone who handles their own tax deductions, people with capital gains payments etc.


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Posts: 1
 John
(@John)
Joined: 2 weeks ago

I have heard paying through paypal can be an end run around the high fees on amex and business cards. Is that true? How does one use that route?


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Posts: 74
(@michael)
Joined: 6 years ago

Ben,
Thanks for posting this - I have been doing this for years and have been happy with this option for my United Club card. A few thoughts:
- While I am not a tax expert, there are situations in which the fees can be tax deductible as a business expense which also help.
- With the UA Club, that is a great opportunity not only for UA miles, which I use all the time for saver awards, but also to get PQP for status thresholds
- A warning though, I will pay with a credit card and then, very quickly, pay off the credit card - but if there is a Credit Sweep (or whatever it is called) between the time of a big charge and when you pay it off, the credit agencies might see this as a big change in the ratio of credit used vs credit spend and your credit score might take a BIG hit which can take a long time to bounce back from. This happened to me and it is annoying (I dont care about my score right now, but it is stupid) and something to consider.


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Posts: 48
(@mangoman-2)
Member
Joined: 5 years ago

My wife and I are self-employed and have large quarterly payments to make. While we don't pay all of them with credit cards, we have been paying the Q4 payment in early Q1 of the next year and using a hotel card to achieve status. For example, in early 2025 we paid ~$40K on the IHG Premier card to receive the benefits you list, and the Diamond status was good for all of 2025 and 2026. We are considering "renewing" Diamond status again this way in early 2027.


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Diamond
(@1990_)
Member
Joined: 1 month ago

It really does depend on the card product and issuer. Like, BILT explicitly denies awarding points on tax payments, so don’t use your Palladium there. That said, BofA cards usually qualify; when they had the Platinum Honors 75% bonus, getting 2.62 cash back was nice for 1040ES, property taxes, etc., because it would mostly cover the fees for using a card. Even better when BofA does that double points up to $2,500 once a year (usually November).


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Posts: 122
Gold
(@meanmeosh)
Member
Joined: 5 years ago

There is one additional consideration. If you're self-employed, you can *probably* justify claiming some portion of the payment fee as an expense against your business or partnership income, in which case your effective fee percentage is something less. For example, pay the 1.75% fee, deduct half of it on your Schedule C, marginal tax rate is 35%, you get 0.30625% (1.75% x 50% x 35%) of that fee back as a tax benefit. You'll want to consult your tax advisor to see what percentage is reasonable for your circumstances, but if you're effectively paying 1.45% instead of 1.75%, it may make the decision more compelling.

To reiterate what Lucky already said though, DON'T do this unless you have the cash to pay the bill off in full by the next due date. There are very few circumstances, aside from a "pull handle in case of fire" situation, where you want to rack up interest charges on tax payments.


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Posts: 1
(@OneDollarAtATime)
Joined: 2 weeks ago

Just want to add that there can be a few tradeoffs when paying a service charge on tax payments.

First, you will need around 2% more cash on hand to pay the increased expense. That’s cash that could have been deployed somewhere else for a higher return. For example, many FDIC-insured savings accounts have been paying 3% or higher annual interest lately.

Next, you are in effect exchanging US dollars for a foreign currency (loyalty points). This means you will be exposed to exchange rate risk (followers of points programs know that devaluations are not uncommon). Also, unlike dollars, points can only be used for a few types of transactions.

Perhaps the biggest tradeoff comes if you have to sell an investment to raise cash. In addition to no longer holding an asset, such as shares in a company, that can increase in value, capital gains taxes and transaction fees can significantly raise the cost of coming up with a given amount of money.

I’m not saying it never makes sense to pay taxes using a credit card. But I don’t think the decision is always as clear-cut as “I’m getting points, let’s do it!”.


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Posts: 1
(@mike-07)
Member
Joined: 2 weeks ago

Longtime reader. First time commenting. I recently got the United Debit card for this exact purpose of quarterly payments ($2=1 point) and find it effective with much lower fees than traditional credit cards. However, it’s clunky with daily maximums and long lead times for interbank transfers to fund it. Not to mention what Ben explained about the need to use multiple IRS vendors to and then multiple transactions.

Ultimately, I’m still on the fence to use it quarterly as it comes with quite a bit of friction. But if one is up for the challenge and small headaches I found it is a very cost effective solution to earn UA MP points.


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Posts: 164
(@KingBob)
Joined: 4 years ago

I've received IRS refunds the past few years but in years prior when I owed money, I always used a credit card that gets me miles and MQD's. I do pay my county property taxes with a credit card. I pay my homeowners insurance bill and auto insurance bill with credit cards. Any big ticket items such as these are worthy of earning miles. And about those fees? As far as I'm concerned, that's just MORE MILES!


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Posts: 108
 ecco
Diamond
(@ecco)
Member
Joined: 4 years ago

I have some seriously complex spreadsheets re paying my tax on Amex. Here in Australia we can pay our irs via an intermediary company with a fee of 1.67%. With 2x earn on Amex platinum that’s equivalent to paying .8c USD per point. So very worthwhile.

I’ve found airline miles to be a hedge on our sliding aud when booking travel with air miles.
I’ve also found that I can make voluntary contributions to my 401k equivalent, which we can pay via the irs site. So that’s virtually unlimited air miles I could buy at .8c per mile as long as I’m happy to deposit to my 401k Happy days.

Also found that I can pay our property tax on Amex via our municipal service desk at the local library. If you use payWave with your Amex card it doesn’t charge any surcharge... Wow. That’s handy.

So plenty of ways down under to get value out of the Amex card and tax payments.
Disclosure: I was an accountant in a previous life…


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