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4 AI models · 7 ranked · updated this week

Best Tax Filing Software, according to AI (2026).

There is no single answer. The models crown 2 different leaders this week. FreeTaxUSA holds the consensus #1 at a score of 43, but the model-by-model record below shows a genuinely contested category.

This guide is built from the recorded answers of ChatGPT, Claude, Gemini, Perplexity to the real questions buyers ask about tax filing software. We logged 2,020 of them this period, covering 7 tools. We report what the models said, in the order they said it. Nobody paid to be here, and we don't add opinions of our own.

Prefer the raw board? See the full model-by-model ranking. Every rank, every score, every week.

The ranked list

  1. #1

    FreeTaxUSA

    New entry this week

    FreeTaxUSA holds the consensus #1 at a score of 43, with ChatGPT and Claude and Perplexity placing it first outright.

    It entered the ranking this week. A new name in the models' answers.

    GPT#1Claude#1Gemini#3PPLX#1compare head-to-head
  2. #2

    Cash App Taxes

    New entry this week

    Claude and Perplexity place Cash App Taxes at #1, even though it sits at #2 on consensus. That is a genuine split in the record.

    The models disagree about it more than most: #1 on Claude but #4 on Gemini, a spread of 3.

    It entered the ranking this week. A new name in the models' answers.

    GPT#3Claude#1Gemini#4PPLX#1compare head-to-head
  3. #3

    H&R Block

    New entry this week

    Claude and Perplexity place H&R Block at #1, even though it sits at #3 on consensus. That is a genuine split in the record.

    The models disagree about it more than most: #1 on Claude but #6 on ChatGPT, a spread of 5.

    It entered the ranking this week. A new name in the models' answers.

    GPT#6Claude#1Gemini#2PPLX#1compare head-to-head
  4. #4

    TurboTax

    New entry this week

    Claude and Gemini and Perplexity place TurboTax at #1, even though it sits at #4 on consensus. That is a genuine split in the record.

    The models disagree about it more than most: #1 on Claude but #7 on ChatGPT, a spread of 6.

    It entered the ranking this week. A new name in the models' answers.

    It is the most contested name in this category. It carries the widest cross-model disagreement on the board.

    GPT#7Claude#1Gemini#1PPLX#1compare head-to-head
  5. #5

    MilTax

    New entry this week

    Claude and Perplexity place MilTax at #1, even though it sits at #5 on consensus. That is a genuine split in the record.

    The models disagree about it more than most: #1 on Claude but #5 on Gemini, a spread of 4.

    It entered the ranking this week. A new name in the models' answers.

    GPT#2Claude#1Gemini#5PPLX#1compare head-to-head
  6. #6

    OLT Online Taxes (OLT.com)

    New entry this week

    Claude and Perplexity place OLT Online Taxes (OLT.com) at #1, even though it sits at #6 on consensus. That is a genuine split in the record.

    The models disagree about it more than most: #1 on Claude but #5 on Gemini, a spread of 4.

    It entered the ranking this week. A new name in the models' answers.

    GPT#4Claude#1Gemini#5PPLX#1compare head-to-head
  7. #7

    TaxSlayer

    New entry this week

    Claude and Perplexity place TaxSlayer at #1, even though it sits at #7 on consensus. That is a genuine split in the record.

    The models disagree about it more than most: #1 on Claude but #5 on Gemini, a spread of 4.

    It entered the ranking this week. A new name in the models' answers.

    GPT#5Claude#1Gemini#5PPLX#1compare head-to-head

Questions people ask.

What is the best tax filing software according to AI?

FreeTaxUSA holds the consensus #1 this week with a score of 43 out of 100, ahead of Cash App Taxes. The models don't fully agree: 2 different brands are crowned #1 across the four models.

Which tax filing software does ChatGPT recommend first?

ChatGPT currently places FreeTaxUSA at #1 for tax filing software, per this week's recorded answers.

Which tax filing software does Claude recommend first?

Claude currently places FreeTaxUSA at #1 for tax filing software, per this week's recorded answers.

How are these rankings measured?

We ask each model the same buying questions every week (2,020 queries this period), record the full answers, and score each named brand 0-100 by how early and how consistently it appears. Every question runs through the official model APIs, with web search on, not through the consumer chat apps, so nothing is personalized to a user. Each model is scored independently; the consensus blends all 4.

Do the AI models agree with each other?

Not fully. The four models crown 2 different #1s this week, and several brands carry wide spreads. That is the gap between their best and worst model rank. That disagreement is a finding, not noise: different models read different sources.

This is the guide. The record has more.

The full ranking shows every model’s column side by side, 12 weeks of movement, and the methodology behind every number.

See the full ranking