Stop overpaying for complex tax filing. Get a fast, free assessment and experience faster filing with AI technology designed for businesses like yours. Guaranteed IRS acceptance.
ProStrings will file ALL your 1099 & W-2 forms accurately and on-time by the January 31 deadline. If we fail to get your forms accepted by the IRS by the deadline for any reason within our control, we will pay your first $500 in IRS penalties from our own pocket.
We're so confident in our AI-powered system and 10+ years of expertise that we're putting our money where our mouth is. Your compliance is guaranteed.
Limited to first 50 approved applicants. Application takes 2 minutes.
Only 21 spots left for our guaranteed filing service. Once we reach 50 clients, we will close applications to ensure we can deliver on our promise to every client.
Correctly classifying workers and understanding which forms to file is the critical first step to compliance. Misclassification can lead to severe penalties.
Who gets it: Independent contractors, freelancers, self-employed individuals, and other non-employees.
When to file: You must issue 1099-NEC to any contractor paid $600 or more for services during the tax year.
Key details:
Who gets it: All employees (full-time, part-time, seasonal) who received any wages during the year.
When to file: You must issue W-2 forms to all employees and file with the Social Security Administration by January 31.
Key details:
The IRS uses a "common law" test to determine worker status based on behavioral control, financial control, and relationship type. Misclassifying an employee as a contractor can result in back taxes, penalties, and interest. When in doubt, consult with a tax professional or use our free assessment to evaluate your specific situation.
IRS penalties for late or incorrect filings are automatic, per-form fines that accumulate quickly. These are 2024 rates for returns filed in 2025.
| Days Late | Penalty Per Return | Minimum Penalty | Scenario: 10 Late Forms |
|---|---|---|---|
| ≤ 30 Days | $60 | $630 | $630 |
| 31 Days - August 1 | $120 | N/A | $1,200 |
| > August 1 or Not Filed | $310 | N/A | $3,100 |
| Intentional Disregard | $630+ | No annual maximum | $6,300+ |
With our service, you're protected. If we fail to get your forms accepted by the IRS by January 31 for any reason within our control, we will pay your first $500 in penalties. This is our iron-clad promise to eliminate your risk.
The IRS statute explicitly removes the reasonable cause waiver for late Form W-2 filings. This means penalties are mandatory regardless of circumstances.
With 15 contractors (1099-NEC) and 5 employees (W-2), filing 20 forms two months late could cost $2,400 in penalties (20 × $120).
Most states impose additional penalties for late W-2 and 1099 filings, adding another layer of cost beyond federal penalties.
Only 21 spots remaining for January 31 filing
We combine 10 years of US accounting expertise with specialized AI to transform tax filing from a costly chore into a competitive advantage.
Upload previous forms or describe your needs. Our AI analyzes your situation in minutes and provides a precise filing strategy with potential savings—completely free.
Our specialized AI cross-references data, auto-fills repetitive fields, flags inconsistencies using IRS algorithms, and ensures compliance before submission. Cuts filing time by 70%.
Direct, encrypted submission to the IRS and SSA. No paper, no mail delays. Receive confirmation within 48 hours. Faster and more reliable than paper filing.
| Aspect | Traditional/Manual Filing | ProStrings.us AI-Powered Filing |
|---|---|---|
| Time Investment | 10+ hours for data entry & review | ~2 hours for review & submission |
| Error Rate | High (human data entry errors) | Near-zero (automated validation) |
| Penalty Risk | Significant (missed deadlines, typos) | Minimal (automated deadlines, guaranteed acceptance) |
| Cost Transparency | Hidden (staff hours, software, penalty risk) | Clear, flat fee or custom quote |
| Confirmation | Reliant on mail delivery | Digital IRS acknowledgment within 48 hours |
| Penalty Protection | No protection - you bear all risk | $500 penalty protection guarantee |
With 10+ years of US accounting expertise and our proprietary AI validation system, we've filed over 50,000 forms with 99.97% first-time acceptance rate. Our system is so reliable that we can confidently protect you from penalties.
Only 21 spots left for January 31 filing. We limit clients to ensure we can deliver on our guarantee to everyone.
Start with a free, no-obligation AI assessment. Then select the perfect service tier for your business needs.
Perfect for understanding your needs and potential savings.
AI-assisted filing for businesses with straightforward needs.
For complex needs: multiple states, contractors, payroll integrations.
To maintain our quality guarantee, we are only accepting 50 business owners for January 31 filing. Currently: 21 spots remaining. Once filled, applications will close until next month.
Follow this step-by-step guide to ensure seamless compliance. Don't let complexity lead to inaction.
Create a master list of every independent contractor paid $600+ (for 1099-NEC) and every employee paid any amount (for W-2) in 2024.
Ensure you have correct Social Security Numbers (SSNs) for individuals or Employer Identification Numbers (EINs) for businesses. Use IRS Form W-9 to collect this from contractors.
Compile the exact, reportable amounts paid to each recipient for the 2024 tax year. Ensure amounts match your accounting records.
Double-check employee vs. contractor status using IRS common law test. Misclassification is a leading cause of penalties.
Ensure all recipient names and addresses match official TIN information. Mismatches cause IRS rejections.
Decide on filing method: self-service software, professional service, or paper. Note: IRS requires e-filing for 10+ information returns.
Aim to submit all forms no later than January 28 to account for any last-minute technical issues or corrections needed.
The #1 cause of IRS rejection notices is transposing numbers in TINs (EIN/SSN). This simple typographical error is easily caught by AI validation but frequently missed in manual reviews. Our platform is specifically designed to catch and flag these errors before submission, saving you from rejection penalties.
Get answers to common questions about 1099, W-2, and the January 31 deadline.
Our guarantee states: "ProStrings will file ALL your 1099 & W-2 forms accurately and on-time by the January 31 deadline. If we fail to get your forms accepted by the IRS by the deadline for any reason within our control, we will pay your first $500 in IRS penalties from our own pocket." This covers any errors or delays caused by our service. It does not cover penalties resulting from incorrect information you provided to us or circumstances outside our control (like IRS system outages).
Quality over quantity. To deliver on our iron-clad guarantee and ensure every client receives our highest level of service and attention, we limit the number of clients we accept each month. This allows our AI system and CPA team to thoroughly review every filing and maintain our 99.97% first-time acceptance rate. Once we reach 50 clients for January 31 filing, we will close applications until the following month.
If you discover an error after filing, you must file a corrected form (W-2c for W-2 forms or 1099-X for 1099 forms). The correction process is different from original filing and has its own deadlines. Our platform guides you through corrections to minimize additional penalties and ensure proper submission.
Exceptions are extremely rare. The only common exception is if January 31 falls on a weekend or federal holiday, the deadline moves to the next business day. For 2025 (filing 2024 forms), January 31 is a Friday, so the deadline is firm. Do not count on exceptions—plan to file by January 31.
There is no extension available for furnishing forms to recipients (giving them to your workers/contractors). A 30-day extension to file with the IRS/SSA may be requested using IRS Form 8809, but it must be submitted before January 31 and is not automatically granted. Extensions are rarely approved for routine filing needs. We never recommend relying on a hoped-for extension.
21 of 50 spots remaining for guaranteed January 31 filing. Don't miss out on penalty protection.
Only 21 spots left for our guaranteed January 31 filing service. Apply now to see if you qualify for our iron-clad penalty protection guarantee.
Application takes 2 minutes. We'll contact you within 24 hours to discuss your specific needs.