Should you Pay Taxes with a Credit Card? 
With July 15th, 2020 the new “tax day” for this year, I was thinking about it and there is one credit card that I would pay my taxes on (and advise you to) without blinking an eye.
What in the world is Dave on about? There are FEES when you pay taxes with a credit card!!!!
But hear me out. And first, I must clarify that for everything I’m going to write in this article, I am making the assumption that you have the funds to simply mail the IRS a check and would prefer to pay, effectively, less if you could. If you cannot repay the credit card in full when the statement is due, then do not continue reading. Consult your tax advisor or financial planner in that case.
The “can’t lose” profit paying taxes
You can pay tax using a credit card with a 1.87% fee at Pay1040. With the Citi Double Cash credit card, you earn 2% cash back (1% when you spend and 1% when you pay the bill).
I know, that doesn’t sound like much – and it’s not – but it’s the optionality of the Citi Double Cash credit card when combined with a Citi Premier or Prestige card that makes this so appealing. The unique ability of the Citi Double Cash to earn 2% in cash back off the bat with the option to convert those, 1 to 1, to Citi ThankYou points later is what makes this so attractive.
Cash Now or Points Later
This is so key right now. If we aren’t “back to normal” in 3-6 months, you may want the cash. If you paid $50,000 in tax liabilities, you paid $935 in fees and earned $1,000 in cash back. You’re net positive $65.
You have $1,000 in your cash back account which you can get deposited straight into your bank account, but there’s no rush.
Maybe in a year you want to book a round trip from New York (Newark) to Los Angeles in Business Class. If you can find the award space, you could book that for just 25,000 Turkish miles (total, round trip). Those miles can be transferred 1:1 from ThankYou points.
So, you transfer $250 worth of points into ThankYou points, becoming 25,000 ThankYou points. You transfer those to Turkish and book your flights. (Note: there is a delay of 1-2 days to transfer ThankYou to Turkish so in reality you’d probably want to transfer once you had a hunch you could find flights that worked).
You just got a flight worth $800 ++ and have $750 left over from your $1,000.
You aren’t buying points – you’re acquiring optionality on them.
That’s my stock market brain comparing this idea to buying options, although in this case you are being paid 0.13% to TAKE them. You don’t have to pay a premium like you would for a stock option. Even if you didn’t have (or keep) a Premier or Prestige to be able to transfer down the road, your worst case is a 0.13% gain.
That’s very different from, for example, putting your taxes on a Chase Ultimate Rewards card like a Chase Freedom Unlimited. Those points are worth 1.5% cashback and then if you combine with a Sapphire card, you can get 1.25 – 1.5 cents a point on travel. So, combined with a Chase Sapphire Reserve, you are getting 2.25% in travel value – but ONLY if you have a Sapphire (or an Ink Business Preferred), else you could only cash out for 1.5% and you’d lose 0.37% on the whole thing.
That’s not to say that if you are ready to book travel it’s not a good deal, but who is booking travel right now??
The more tax you owe, the more it makes sense.
If you like American Express Membership Rewards points which I value at 1.7 cents each, the Amex Blue Business Plus Credit Card earns 2X points on all purchases up to $50,000 a year. Even if you only get 1.5 cents in value from them, that’s a 3% return for 1.87% in fees – or a 1.13% gain.
What about signup bonuses?
The more advanced among you will know there are two other considerations when deciding on paying to use a credit card to pay taxes.
If you are trying to meet minimum spend for a signup bonus, this a super easy way to do so. If you just opened a Chase Ink Business Preferred, for instance, you’ll need to spend $15,000 within 3 months for your 100,000 point bonus. If you will spend $5,000 naturally in the three months, you could charge $10,000 (paying $187) and get the 100,000 points worth at least $1,250 in travel. Not a bad deal at all.
That means it’s probably also a good time to check out the best current credit card signup bonuses.
With tax day moved back to July 15th, you still have a bit of time to plan a strategy.
The same rule about paying your bill off in full still applies here.
Could Plastiq be a better deal?
For those unfamiliar with Plastiq, it’s a service by which you can pay a bill with a credit card for a 2.5% fee (rising to 2.85% as of July 1st, 2020).
It’s often and primarily used in our world either to 1) meet minimum spend on a new card organically (i.e. rent is your biggest expense but they don’t take cards), or 2) when you have a card that earns more than the fee.
There’s no reason to pay tax with Plastiq when you could pay 1.87% directly, except that they will sometimes email promos for reduced fees of 1% or 1.5% (or other promotional variants). So it wouldn’t hurt to signup at Plastiq and see if you get a promo.
When you refer people to Plastiq you also earn 100 Fee Free Dollars (it used to be 1,000) to use towards future payments, so if you have saved some up, keep taxes in mind as a potential way to spend them – ideally to hit that new card bonus spend.
Bottom Line on Paying Your Taxes with a Credit Card
It only makes sense if you lock in a profit, either via signup bonus or more cash back (not just points) than you are paying in fees. Above, I’ve given you scenarios in which the juice is undoubtedly worth the squeeze.
Do you pay taxes with a credit card?
You can find credit cards that best match your spending habits and bonus categories at Your Best Credit Cards.
New to all of this? The MilesTalk “introduction to miles and points” book, MilesTalk: Live Your Wildest Travel Dreams Using Miles and Points is available on Amazon and at major booksellers.