Tax Preparation: what Claude and GPT would buy

Two AI models chose on their own, with no web access. Nobody tested these products: this is what each one says, and how to check it.

They disagree: Claude chooses H&R Block and GPT chooses FreeTaxUSA

In Software, Claude and GPT choose the same brand in 34 of 64 categories.

Claude Opus 5.5 · October 29, 2026

H&R Block Deluxe + State (line)

H&R Block Deluxe + State
Image: walmart.com

It covers homeowners, itemized deductions and basic investment income, includes one state program, and is consistently cheaper than the equivalent TurboTax tier for the same federal and state coverage.

Not for: Self-employed filers, landlords, or anyone with significant stock sales or crypto, who need the Premium tier; also people with a W-2-only simple return who may qualify for free filing.

GPT 6.1 Sol · November 10, 2026

FreeTaxUSA (brand)

Straightforward filing, broad support for common tax situations, and useful prior-year return imports make it my pick for personal taxes.

Not for: Businesses filing corporate returns or taxpayers who want in-person assistance.

Which one fits you

most guided interview, first-time filers

Intuit TurboTax Deluxe (line)

Its question-by-question interview is the most polished and forgiving for people who don't know which forms they need.

Not for: Budget-focused filers, and anyone who will balk at the separate state program and state e-file charges.

freelancers, rental income, investments

H&R Block Premium & Business (line)

It handles Schedule C self-employment, Schedule E rentals and capital gains, and can also prepare a small business return in one package.

Not for: Mac users who need the business-entity return portion, and W-2 employees who will never use the extra forms.

sole proprietors who prefer TurboTax

Intuit TurboTax Home & Business (line)

It adds self-employment income and expense guidance, including home office and vehicle deductions, on top of the Premier investment and rental coverage.

Not for: Partnerships, S corps and C corps, which need TurboTax Business, a separate Windows-only product.

Check before you buy

Where to find H&R Block Deluxe + State

  • H&R Block
  • Walmart
  • Staples

Shops seen in search results on November 11, 2026. A shop missing here may sell it too. Nothing was checked by a person.

Brands that matter

  • H&R Block: Usually the better value at each tier; Deluxe includes a state program.
  • Intuit TurboTax: Smoothest guided interview and the widest form coverage, but state costs extra.

What to avoid

  • Buying the wrong tax-year edition, especially discounted older boxes still listed after the season.
  • Buying Basic when you own a home or itemize, since you will likely need to upgrade.
  • Using a personal edition for a partnership or S corp return.
  • Paying for desktop software if your only income is a simple W-2 and you qualify for free filing.

Questions

Is the download version different from the disc?

No. It is the same software and features; only the delivery method differs.

Which edition do I buy for the return I file next spring?

The one labeled with the prior calendar year, the year the income was earned. It is typically released late in that year.

Written by AI models from their trained knowledge, with no web search: Claude Opus 5.5, October 29, 2026 and GPT 6.1 Sol, November 10, 2026. Nobody tested these products or reviewed this page. Generation opus-5-5_g1, knowledge as of 2026-06. How picks are made.

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