Upload your Form 8889, and Simplicity AI fills in HSA contributions, distributions, and other details automatically. Whether you're filing for one HSA or multiple, stop retyping the same data into the same boxes.
AI converts your 8889 into a smart, interactive form. No squinting at tiny boxes or misaligning numbers on the PDF.
Upload your bank or HSA statements as source documents, and AI pulls the contributions and distributions straight into the form.
Reporting multiple HSAs? Auto-fill each 8889 from your records. Same accuracy, a fraction of the time.

Form INFORMATIONS
Part I – HSA Contributions and Deductions:
Report all contributions made to your HSA during the tax year, including those from your employer. Enter any excess contributions separately. This determines the deduction you can claim on your tax return.
Part II – HSA Distributions:
Record all distributions from your HSA used to pay qualified medical expenses. Include any taxable or non-qualified distributions that may be subject to additional tax.
Part III – Income and Additional Tax:
Calculate any additional tax owed for non-qualified distributions and report the total taxable HSA distributions. This ensures your return reflects the correct taxable income.
Employer Information:
Include your employer's name, address, and Employer Identification Number (EIN), if applicable, especially for contributions made through payroll.
Your Personal Information:
Enter your name, Social Security Number, and address exactly as filed on your tax return. Mistakes here can delay processing.
Explanation of Changes (if amending):
If correcting previous HSA contributions or distributions, provide clear reasons and attach supporting documentation like corrected 5498-SA or 1099-SA forms.
IRS Form 8889, officially titled "Health Savings Accounts," is used by taxpayers to report contributions to and distributions from their HSAs. You must file it if you or your employer contributed to an HSA, or if you took distributions during the tax year.
Unlike your W-2 or 1099 forms, which report income, Form 8889 determines the HSA deduction, taxable income, and any additional tax owed on nonqualified distributions.
If any of the following describe you, you need to file Form 8889: You or your employer made contributions to your HSA. You withdrew funds from your HSA to pay for medical expenses. You need to correct excess contributions or report non-qualified distributions.
The form appears short, but calculating deductions, tracking contributions, and reporting distributions correctly can be complex, especially with multiple HSAs. That's where Simplicity AI comes in.
1
Upload your Form 8889 PDF to Simplicity AI. The AI scans the layout, detects contributions, distributions, and tax fields, then converts it into a guided questionnaire.
2
Enter your personal information: name, SSN, and address. This ensures your HSA is linked correctly to your tax return.
3
Enter your employer details, if applicable, including name, address, and EIN.
4
Fill in all HSA contributions, distributions, and any taxable or non-qualified amounts. Upload statements or forms as source documents, and AI auto-fills numbers accurately.
5
Review every field to ensure contributions, distributions, and calculations match your records. A single mismatch can trigger IRS notices.
6
Export your completed 8889 as a clean PDF. Submit with your tax return or electronically where allowed. Keep a copy for your records.
Complete each 8889 in minutes. Filing multiple HSAs? Upload statements and auto-fill each form back-to-back.
Simplicity AI understands the 8889 structure, from contributions through taxable distributions, mapping your answers to the right fields.
Your HSA forms contain SSNs, account numbers, and contributions. Documents are encrypted, handled privately, and never shared.
FAQs
Who needs to file Form 8889?
Anyone who contributed to or withdrew from an HSA during the tax year must file Form 8889 with their tax return.
How do I fill out Form 8889 online for free?
Upload your 8889 PDF to Simplicity AI. The platform converts it into a guided, interactive form. Enter contributions, distributions, and review the calculations. Export a clean PDF when complete.
When is Form 8889 due?
Form 8889 is filed alongside your tax return (usually April 15 for individual filers). Late or incorrect filings may affect HSA deductions or result in additional tax.
Do I need supporting documents?
Yes. Keep HSA statements, Form 5498-SA, or Form 1099-SA for verification. With Simplicity AI, you can upload these as source documents for auto-filling.
Can I file multiple 8889s at once?
Yes. If you have multiple HSAs, AI can auto-fill each 8889 field accurately using uploaded statements.
Is my data secure?
Absolutely. HSA forms include sensitive information such as SSNs, account numbers, and contribution amounts. Simplicity AI encrypts all documents, never shares your files, and keeps your data private.
Reporting Contributions Incorrectly
Failing to include employer contributions or overstating your own contributions can trigger IRS notices. Simplicity AI pulls all contribution data from source statements.
Mismatched Distribution Amounts
Distributions must match 1099-SA forms. Mistakes create taxable income errors. AI cross-checks all distributions automatically.
Forgetting Non-Qualified Distributions
Any withdrawal not used for qualified medical expenses is taxable and may be subject to a 20% penalty. AI highlights these fields to ensure accuracy.
Leaving Employer Info Blank
Employer contributions require the employer's name, address, and EIN. Omitting this can reduce deductions. AI prompts you for these details.
Calculation Errors
Manual calculations of taxable amounts and additional taxes often lead to errors. AI automatically calculates totals and taxable amounts.
Submitting Without Supporting Documents
1099-SA or HSA statements must be kept for verification. AI lets you upload these to ensure numbers match IRS records.
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