Prompt
What's the best tax preparation software for filing individual returns with W-2 and 1099 import?
Latest observation
For individual returns with W-2 and 1099 import, the best tax software is usually:
Best overall: TurboTax
Why it’s strong:
- Very polished interview-style guidance
- Excellent W-2 import and broad 1099 import support
- Good for people who want the most hand-holding
- Strong accuracy checks and easy e-filing
Best for: people who want the easiest experience and are okay paying more.
Best value: FreeTaxUSA
Why it’s strong:
- Much cheaper than TurboTax
- Supports W-2 import and many 1099 forms depending on provider/form type
- Solid for simple-to-moderately complex returns
- Federal filing is often free; state filing is low-cost
Best for: cost-conscious filers who still want good import support.
Best if you want a strong middle ground: H&R Block
Why it’s strong:
- Good interface
- Reliable W-2 and 1099 import
- Often easier than DIY tax forms but usually cheaper than TurboTax
- In-person help available if needed
Best for: people who want a familiar brand with decent support.
Best for multiple investment forms: Cash App Taxes or TaxAct
- Cash App Taxes: free and simple, but import/support is more limited
- TaxAct: usually cheaper than TurboTax, decent import options, but interface is less polished
Quick recommendation
- Want the easiest experience? TurboTax
- Want the best price/performance? FreeTaxUSA
- Want a compromise? H&R Block
If you want, I can also give you a side-by-side comparison of W-2/1099 import support, price, and ease of use for the top 4 options.
Observation history
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How did Obsurfable measure this prompt?
Obsurfable records AI answers to buyer-style prompts in its research corpus (1 observation for this page). Metrics are distributions over observations, not a single static ranking.
Which AI systems does Obsurfable collect answers from?
OpenAI, ChatGPT, Google, Gemini, Google AI Mode, Anthropic, Claude, Perplexity, Grok, DeepSeek, Mistral, Copilot, and Meta AI.