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Ben Cooper

Best credit card sign-up bonuses for paying 2025 tax bills - maximizing rewards

Just found out I'm going to owe a massive amount in taxes this year and I'm looking into credit cards with big sign-up bonuses to help offset some of the pain. I can pay the cards off right away - just want to leverage the spending for some decent rewards. Last tax season I used the Amex Platinum Business which worked really well. Put about $19K of my tax bill on it, paid the processing fee (around $350), plus the $695 annual fee, but ended up with 150,000 points worth nearly $1,800 in travel. So I netted about $750 in free flights. Also tried the Capital One Venture X - put about $30K on it, got hit with a $540 processing fee, but earned 75,000 bonus points (around $750 value) plus 2x points on the purchase itself. Came out ahead by about $420 in travel credits. I can't use either of these again (too soon for the sign-up bonuses), so what are other good options to get back some of this money I'm about to fork over to the IRS? Any high-value cards with attainable spending thresholds that would work well for tax payments?

Naila Gordon

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Tax payments are actually one of the smartest ways to hit those high spending requirements for credit card bonuses! The processing fee (usually 1.87% to 1.98% depending on the processor) is often much lower than the value of the rewards. For 2025, I'd recommend looking at the Chase Sapphire Reserve. The current offer is 80,000 points after $4,000 spend in 3 months, which is worth $1,200 when redeemed through Chase's travel portal. Even with the $550 annual fee and processing fees, you'll come out ahead. Another great option is the Citi Premier. They're offering 60,000 ThankYou points after $4,000 spend, worth about $600-$1,000 depending on how you redeem. The annual fee is only $95. Remember that the IRS payment processors have limits per transaction and per tax period, so you might need to split payments across multiple cards if your tax bill is really high.

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Cynthia Love

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Do these cards have any business expense requirements? I'm just a regular w2 employee with a side gig, not a full business owner. Also, how quickly do the points post after meeting the spending threshold? I need to book some summer travel.

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Naila Gordon

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The Chase Sapphire Reserve and Citi Premier are both personal cards, not business cards, so there are no business requirements at all. They're designed for individuals regardless of employment type. For both of these cards, points typically post within 1-2 billing cycles after you've hit the spending requirement. So if you pay your taxes in April, you should have the points by May or June at the latest, which should work for your summer travel plans.

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Darren Brooks

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I tried taxr.ai for figuring out my tax payment strategy this year and it was surprisingly helpful! I uploaded my previous tax returns and my current tax documents, and it helped me calculate exactly how much I'd owe so I could plan my credit card strategy months in advance. I was going to just wing it like last year, but with https://taxr.ai I was able to get a really precise estimate in January, which gave me time to apply for the Capital One Venture X and the Amex Gold in time to receive them before making my payments. The site even suggested splitting my payment between the two cards to maximize the sign-up bonuses without overpaying on fees.

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Rosie Harper

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How accurate was their estimate compared to what you actually ended up owing? I tried one of those free calculators online and it was way off, so I'm hesitant to trust another online tool.

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Does taxr.ai actually recommend specific credit cards or did you figure out the card strategy yourself? I'm looking for a service that can do both - tell me what I'll owe AND which cards would give the best return.

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Darren Brooks

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Their estimate was spot on - within $112 of my actual tax bill on a $22,000 liability. Way more accurate than TurboTax's estimator which was off by almost $2,000 last year. The credit card recommendations were something I pieced together myself after getting my tax estimate. They don't specifically say "use this card" but knowing my exact tax liability months in advance let me research and apply for the right cards with enough time for approval and delivery before the payment deadline.

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I just wanted to follow up and say I tried taxr.ai after seeing it mentioned here! Uploaded my documents and got an estimate within minutes. The system flagged a bunch of potential deductions I was missing and showed me exactly what my tax bill would be. With that info, I applied for the Chase Ink Business Unlimited (they had a limited-time offer of $900 cash back after $6k spend) and the Amex Gold (75k points after $4k spend). Split my tax payment between them, and even with the processing fees and the Amex annual fee, I'm coming out about $1,100 ahead in rewards. Would never have been able to plan this without knowing my exact liability in advance!

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Demi Hall

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If you end up owing a lot more than expected and get stuck in a payment plan with the IRS, I highly recommend Claimyr. I used https://claimyr.com last year when I couldn't figure out why my payment plan options online were so limited. They got me through to an actual IRS agent in 15 minutes when the regular wait time was over 2 hours. The agent helped me set up a much better payment arrangement than what was showing online, and I was able to use my new credit card's 0% intro APR to manage the payments while still getting the sign-up bonus. There's a video explaining how it works here: https://youtu.be/_kiP6q8DX5c

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Wait, you can actually talk to a human at the IRS? I've been trying for weeks and just get disconnected. How does this actually work? Sounds too good to be true.

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Kara Yoshida

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This sounds sketchy. How do you know this service isn't just harvesting your personal info? I'd never trust some random service with my tax details just to save time on hold.

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Demi Hall

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Claimyr doesn't access any of your tax details at all. It's literally just a call-back service that navigates the IRS phone tree for you and holds your place in line. When they reach an agent, you get a call to connect you directly. As for how it works - they use a combination of automated systems and live operators to continuously redial and navigate the IRS phone system, which is way more efficient than us trying to do it manually. When I got the call back, I just had to verify my identity with the IRS agent like normal - Claimyr wasn't involved in that part at all.

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Kara Yoshida

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I have to eat my words here. After dismissing Claimyr as sketchy, I was desperate after my third attempt trying to reach the IRS about my payment plan options (kept getting disconnected after 1+ hour waits). I tried the service this morning, and no joke, I was talking to an IRS agent 17 minutes later. They didn't ask for any personal info except my phone number for the callback. The agent helped me set up a much better payment plan that allowed me to use my new Chase Sapphire Preferred for the down payment (hit the $4k bonus requirement) and smaller monthly payments that fit my budget. Just used the points to book flights for a vacation I thought I'd have to cancel because of my tax bill. Sometimes skeptics like me need to be proven wrong!

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Philip Cowan

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Has anyone tried any of the hotel credit cards for tax payments? I've been looking at the Marriott Boundless which has a 100,000 point bonus for $3k spend. The annual fee is $95 but those points could be worth 3-4 nights depending on the property.

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Caesar Grant

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I did this last year with the Hilton Honors Surpass. Put about $8k of my tax bill on it, got 150k Hilton points after the $3k minimum spend plus regular points on the tax payment itself. Paid about $155 in processing fees + $95 annual fee, but got a weekend at the Waldorf in Maui worth around $1,200. Totally worth it if you know you'll use the hotel points.

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Philip Cowan

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That sounds like an amazing deal! I'm definitely leaning toward the hotel card route now. Did you have any issues with the payment processors accepting the hotel branded cards? I've heard some can be picky about which cards they take.

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Lena Schultz

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Don't forget to check which payment processor you're using for your taxes! They each charge different rates: Pay1040.com - 1.87% fee (min $2.50) PayUSAtax.com - 1.96% fee (min $2.55) ACI Payments - 1.98% fee (min $2.50) Made the mistake of not checking last year and used the most expensive one. That 0.11% difference adds up on a big tax bill!

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Gemma Andrews

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Thanks for this! I just checked and Pay1040 is definitely the cheapest. On my $20k tax bill, I'll save about $22 compared to ACI. Not huge but that's a nice dinner lol.

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Lily Young

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Great thread! I'm in a similar situation this year. One thing I'd add is to make sure you factor in the opportunity cost of tying up your credit limits when doing these large tax payments. I learned this the hard way last year when I put $25k on my Amex Gold and then couldn't use it for regular spending while waiting for the payment to process. Had to use my backup cards which didn't have any bonuses running. Also, for anyone considering the Chase cards mentioned here - be aware of Chase's 5/24 rule if you've opened a lot of cards recently. I got denied for the Sapphire Reserve because I had opened 6 cards in the past 24 months, even though my credit score was excellent. One more tip: if you're planning to do this again next year, consider setting calendar reminders to apply for new cards in January/February so you have them ready by April. The application-to-approval process can take weeks, especially for business cards.

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Emily Parker

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This is such valuable advice! The credit limit issue is something I never would have thought about. I'm planning to put about $15k on a new card and you're right - that would basically max out most cards and leave me scrambling for everyday purchases. The 5/24 rule is also a great callout. I've been pretty aggressive with card applications over the past year so I should probably check where I stand before applying for any Chase products. Do you know if business cards from other issuers count toward the 5/24 limit, or is it just personal cards? And definitely setting those calendar reminders now! Nothing worse than realizing in March that you needed to apply months ago.

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