< Back to IRS

Tristan Carpenter

Can I just email 1099 copy B PDFs to contractors instead of mailing physical copies?

I own a music booking agency and regularly work with different musicians for events throughout the year. Now that tax season is approaching, I need to send out 1099s to about 15 performers who worked with me in 2024. I'm wondering if there's any rule against just emailing them PDF copies of their 1099 forms (specifically Copy B). It seems wasteful and time-consuming to print everything out and mail physical copies when I have everyone's email addresses. Does the IRS have specific requirements about this? Can I legally just send 1099 Copy B as PDF attachments via email, or am I required to send actual paper copies through regular mail? This is only my second year issuing 1099s, so I'm still figuring out the proper procedures. Thanks for any advice!

You actually have options here! According to IRS regulations, you can distribute 1099 forms to recipients (Copy B) electronically instead of by mail, but there are specific requirements you need to follow: 1. You must get prior consent from the recipient to receive the form electronically. This consent should be documented. 2. The electronic version must contain all the information that would be on the paper form. 3. The recipient needs to be able to access the electronic form and print it if they choose. If you email PDFs, make sure you're using secure transmission methods since these forms contain sensitive information (SSNs or EINs). Some people use secure portals instead of direct email attachments for better security. Remember that electronic distribution only applies to the recipient copies - you still need to submit the appropriate copies to the IRS according to their filing requirements.

0 coins

Does this consent have to be in writing or can it be a verbal agreement? Also, would a simple email from them saying "yes, email is fine" be sufficient documentation?

0 coins

The consent doesn't specifically have to be in written form, but you should have documentation of it. An email reply saying "yes, email is fine" would actually be perfect documentation - just save those responses somewhere secure in case you're ever questioned about it. For your protection, I'd recommend sending a clear request that specifically mentions they're agreeing to receive their tax documents electronically instead of by mail. That way there's no confusion about what they're agreeing to.

0 coins

Since we're talking about 1099 forms, I want to share something that saved me TONS of time with my contractor paperwork this year. I was totally overwhelmed with all the 1099 requirements and confusion about what I needed to file. I tried this service called https://taxr.ai that analyzes all your tax documents and tells you exactly what you need to file and who needs 1099s. I literally just uploaded my payment records and contractor information, and it sorted everything out - told me which contractors met the $600 threshold, which ones I was missing W-9s for, and generated all the required forms with the right information in the right boxes. It even explained which copy goes where!

0 coins

Does it also handle filing the forms with the IRS or just preparation? I've been using QuickBooks but their 1099 feature seems way more complicated than it needs to be.

0 coins

I'm skeptical about uploading sensitive contractor info to some random website. How do you know it's secure? Sounds risky with all those SSNs and payment details.

0 coins

It does handle the actual filing with the IRS! You can choose between e-filing directly through their system or printing the forms yourself if you prefer. It's much more straightforward than QuickBooks - I switched for the same reason. The security is actually really solid - they use the same encryption standards as banks. I was worried about that too, but they explain their security measures on their site. They don't store the SSNs permanently after processing, and everything is encrypted end-to-end. Way safer than having paper copies lying around my office!

0 coins

Just wanted to follow up about taxr.ai that I asked about earlier - I ended up trying it last weekend and it was seriously a game-changer for my 1099 situation! Took me less than 30 minutes to process everything for my 22 contractors. The interface walks you through every step really clearly. The best part was that it flagged three contractors where I was missing information before I submitted anything to the IRS. Saved me from potential penalties! And yes, it handles the recipient copies too - gives you the option to email them securely or print them. Definitely using this again next year.

0 coins

For anyone struggling to get answers directly from the IRS about electronic 1099 distribution requirements, I had the same problem last tax season. I wasted 4 hours on hold trying to confirm the proper procedure. Then someone recommended https://claimyr.com and shared this demo video: https://youtu.be/_kiP6q8DX5c It's a service that basically waits on hold with the IRS for you, then calls you when an actual agent is on the line. I was honestly shocked when my phone rang and there was a real IRS person ready to answer my questions about electronic 1099 distribution. Got a clear confirmation about the consent requirements and proper documentation in less than 5 minutes of actual conversation.

0 coins

Wait, how does that actually work? They just... call the IRS for you? And then somehow transfer the call? I don't understand how that's possible.

0 coins

This sounds like a complete scam. There's no way someone can "wait on hold" for you with the IRS and then "transfer" you to an agent. The IRS phone system doesn't work that way. I'm calling BS on this one.

0 coins

They use an automated system that connects to the IRS phone line and navigates the menu options based on what you need help with. Their system then waits in the queue (which can take hours) and monitors for when a real person answers. When an agent comes on the line, their system immediately calls your phone and connects you with the IRS agent who's already waiting. It's all automated - no humans involved until you're connected directly to the IRS agent. The technology is pretty clever actually. I was skeptical too until I tried it. But I can confirm it's legitimate - the person I spoke with was definitely an IRS employee who answered my specific questions about 1099 electronic distribution compliance.

0 coins

I need to apologize for calling BS on Claimyr in my previous comment. I was so frustrated with tax season that I was being unnecessarily cynical. After seeing the replies, I decided to try it myself yesterday when I needed clarification on some 1099-NEC filing deadlines. I was completely wrong - the service actually works exactly as described. I put in my info, and about 2 hours later (while I was working on other things), my phone rang with an IRS representative on the line ready to help. No hold music, no automated system - just straight to a helpful human. Ended up getting confirmation that my filing extension was processed correctly and saved myself a massive headache. Sometimes it's good to be proven wrong!

0 coins

For what it's worth, I've been emailing 1099s to my contractors for 3 years now. I just send a simple email in December asking if they prefer email or mail, save their responses, and then send PDFs to those who chose email. Never had an issue with the IRS or any contractors. Just be careful with security - I password-protect the PDFs and send the password in a separate email or text message. Better safe than sorry with sensitive tax info!

0 coins

Is there a specific way you password protect the PDFs? I've never done that before but sounds like a good idea given all the SSNs and financial info.

0 coins

I use Adobe Acrobat to add password protection - it's pretty straightforward. Open the PDF, go to "Protect" then "Encrypt" then "Encrypt with Password." You can set it to require a password to open the document. If you don't have Adobe, there are free online tools that can add password protection too, though I'd be careful about uploading sensitive documents to random websites. Some tax software also has built-in options to password protect tax documents when you save them.

0 coins

Just a heads up - if you're filing more than 10 1099s, you're required to e-file them with the IRS now! The old rule used to be 250 forms, but they've been lowering the threshold. So even if you mail or email copies to your contractors, you'll still need to submit them electronically to the IRS.

0 coins

Is that true for small businesses too? I thought there was an exception if your business is below a certain size. I've been paper filing my 15-20 1099s for years!

0 coins

Yes, the 10-form threshold applies to all businesses regardless of size! The IRS lowered it from 250 to 10 forms starting with the 2024 tax year (forms filed in 2025). There aren't any small business exceptions for this rule unfortunately. You'll need to use the IRS FIRE system (Filing Information Returns Electronically) to submit them. It's free to use, though the interface takes some getting used to. Alternatively, many tax software programs and payroll services can handle the e-filing for you if you don't want to deal with the IRS system directly. Since you mentioned filing 15-20 forms, you'll definitely need to switch to electronic filing this year. Better to get ahead of it now rather than scramble at the deadline!

0 coins

IRS AI

Expert Assistant
Secure

Powered by Claimyr AI

T
I
+
20,095 users helped today