Automate Form 8949 using AI

Stop typing capital gains manually. Upload your transaction data and get a filled Form 8949 in under 1 minute with 100% precision.

Sales and Other Dispositions of Capital Assets

Fill Form 8949 Download PDF

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How It Works

Fill Form 8949 in 4 simple steps

Upload Your Data

Upload your information in any format - text, Excel, image, PDF, or Word doc. Fyllyo AI will understand it.

Select Form 8949

Choose from our library of common PDFs or upload your own custom form.

Press Fill

Our AI automatically organizes, formats, and fills the PDF with 100% precision.

Download & Submit

Get your filled PDF in less than a minute. Review and submit with confidence.

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Why Use Fyllyo?

Save time, reduce errors, and fill forms with confidence

Smart AI Organization

Upload your data in any format. Our AI automatically understands, organizes, and formats it to match the PDF fields perfectly.

100% Precision

No manual editing needed afterwards. Our AI ensures every field is filled correctly the first time, so you can submit with confidence.

Under 1 Minute

What takes hours manually takes less than a minute with Fyllyo. Upload, click fill, and download your completed form.

Secure & Private

Your data is encrypted at all times and securely stored. Delete your data permanently after use - you have full control.

Form Details

Official Form

Official information about Form 8949

Issued By

Internal Revenue Service (IRS)

OMB Number

1545-0074

View Official Form

User Guide

Everything you need to know to fill Form 8949 with Fyllyo

Prepare Your Capital Asset Transaction Data

Gather all information about your capital asset sales: dates of acquisition and sale, property descriptions, proceeds, cost basis, and any adjustments. You can have this in a spreadsheet, document, or even handwritten notes - Fyllyo's AI will understand it.

Upload Data in Any Format

Upload your transaction data to Fyllyo in any format - Excel spreadsheet, CSV file, Word document, text file, PDF statement from your broker, or even a photo of your records. Our AI automatically extracts and organizes the information.

Select Form 8949

Choose Form 8949 from Fyllyo's library of tax forms. You can select whether you need short-term or long-term capital gains reporting, and our system will ensure the correct version is used.

AI Matches Your Data to Form Fields

Fyllyo's AI intelligently maps your transaction data to the correct fields on Form 8949. It automatically categorizes transactions, calculates gains/losses, and applies the appropriate codes for columns (f) and (g).

Review Automated Validation

Our system automatically validates all entries against IRS requirements. It checks date formats, verifies calculations, ensures proper codes are used, and confirms all required fields are completed.

Download Your Completed Form

Get your filled Form 8949 in under a minute. The PDF is ready to attach to your Schedule D and submit with your tax return. All data is formatted exactly as the IRS requires.

Save Your Data Profile for Future Use

If you have recurring capital gains transactions or need to file amended returns, save your data profile in Fyllyo. Next time, updating and refilling takes just seconds.

💡 Fyllyo Tip

Our AI can read data from multiple sources - whether it's a text file, Excel spreadsheet, scanned document, or even a photo. Just upload your information in the most convenient format for you, and Fyllyo will handle the rest.

Compliance & Best Practices

Common issues when filling Form 8949 and how Fyllyo prevents them

Incorrect or Missing Transaction Dates

One of the most common mistakes is entering incorrect dates for acquisition (Column b) or sale (Column c). Wrong dates can misclassify transactions as short-term vs. long-term, affecting your tax rate. Missing dates will cause the IRS to reject your filing.

How Fyllyo Helps

Fyllyo automatically validates date formats and checks for logical consistency. It ensures acquisition dates precede sale dates and flags any missing or future dates before generating your PDF.

Incomplete Property Descriptions

Column (a) requires detailed descriptions including the number of shares and stock ticker symbols. Vague descriptions like 'various stocks' or missing ticker symbols make it difficult for the IRS to verify transactions and may trigger audits.

How Fyllyo Helps

Our AI ensures every property description includes complete details from your source data. It automatically extracts ticker symbols, share quantities, and other identifiers to meet IRS requirements.

Mismatched Proceeds and Basis Amounts

The proceeds (Column d) must match amounts reported on Form 1099-B, and the cost basis (Column e) must be accurate. Discrepancies between your Form 8949 and broker statements trigger IRS matching programs.

How Fyllyo Helps

Fyllyo cross-references your input data to ensure consistency. If you upload a 1099-B statement, our AI extracts the exact proceeds amounts and carries them forward accurately.

Incorrect Adjustment Codes

Columns (f) and (g) require specific codes to explain adjustments to gain or loss. Using incorrect codes or forgetting to enter necessary adjustments can result in incorrect tax calculations and IRS notices.

How Fyllyo Helps

Our system uses IRS code definitions to automatically select the correct adjustment codes based on your transaction details. It prompts for any missing adjustment information before finalizing the form.

Calculation Errors in Gain/Loss

Column (h) requires calculating gain or loss by subtracting cost basis from proceeds and applying adjustments. Manual calculation errors are common, especially with multiple transactions, leading to incorrect tax liability.

How Fyllyo Helps

Fyllyo performs all calculations automatically with 100% accuracy. Every gain or loss is computed correctly, including adjustments, eliminating math errors completely.

Mixing Short-Term and Long-Term Transactions

Short-term transactions (held ≤1 year) must be reported in Part I, while long-term transactions (held >1 year) go in Part II. Mixing these categories affects your tax rate and creates filing errors.

How Fyllyo Helps

Our AI automatically calculates holding periods from your acquisition and sale dates, then correctly routes each transaction to Part I or Part II without any manual sorting required.

Missing Form 8949 with Schedule D

Form 8949 must be filed whenever Schedule D reports capital gains or losses. Some filers incorrectly think they can use only Schedule D, which results in incomplete returns that the IRS will reject or request correction.

How Fyllyo Helps

Fyllyo generates Form 8949 in the proper format ready to attach to Schedule D. Our system provides clear instructions on filing both forms together for complete compliance.

Not Reporting All Transactions Separately

Each capital asset disposition should be reported on a separate row unless specific exceptions apply. Incorrectly summarizing transactions without qualification leads to IRS inquiries and potential penalties.

How Fyllyo Helps

Our AI lists each transaction individually on separate rows as required. If you have numerous transactions, Fyllyo handles pagination automatically, creating additional Form 8949 pages as needed.

Incorrectly Reporting QOF Investments

Qualified Opportunity Fund (QOF) investments require special reporting, including the QOF's EIN, investment date, and deferred gain amount. Errors in QOF reporting can disqualify tax benefits and trigger penalties.

How Fyllyo Helps

When you indicate QOF investments in your data, Fyllyo ensures all required QOF fields are completed correctly, including EIN format validation and proper deferral amount calculations.

✨ Automated Validation

Fyllyo automatically validates all entries before generating your filled PDF, ensuring 100% accuracy and compliance with form requirements.

Ready to Automate Form 8949?

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