How to upload documents for unemployment verification on my.ny.gov - system keeps rejecting files

I had the same problem last week! The file size limit is really small - like 2MB or something. Try compressing your PDFs or making sure your photos are under that limit. Also make sure the file names don't have any special characters or spaces in them. The system is really picky about that stuff.

The my.ny.gov upload system is notorious for being glitchy. Here's what worked for me: 1) Use Chrome browser only, 2) Clear your cache and cookies first, 3) Make sure files are under 2MB, 4) Use PDF format for documents, JPEG for photos, 5) Try uploading during off-peak hours like early morning. The system gets overloaded during business hours and weekends.

ugh this system is so frustrating!! ive been trying for WEEKS to upload my stuff and it never works. why cant they just let us email documents like normal people???

I was stuck on this for days until I found out about Claimyr. It's a service that helps you get through to actual NYS Department of Labor agents on the phone - they can sometimes accept documents through alternative methods or walk you through the upload process step by step. Check out claimyr.com, they even have a video demo at https://youtu.be/qyftW-mnTNI showing how it works. Saved me hours of frustration with the online system.

Just wanted to say thanks for posting this! I was having the exact same problem and the file size tip worked perfectly. Sometimes the obvious solutions are the ones we miss lol

Another thing that helped me was making sure I was logged out and back into my.ny.gov completely before trying to upload. Sometimes the session gets corrupted and you think you're logged in but the upload function doesn't work properly. Also, if you're scanning documents, try scanning at 150 DPI instead of higher resolution - it keeps the file size down but still maintains readability for the reviewers.

I had this exact issue last month! What finally worked for me was using a different device entirely - I was trying on my laptop and it kept failing, but when I switched to my phone using the mobile browser, the uploads went through perfectly. Also make sure you're not using any browser extensions that might be blocking the upload - I had to disable my ad blocker temporarily. The my.ny.gov system seems really sensitive to anything that might interfere with the upload process.

I've been dealing with this same nightmare for weeks! What finally worked for me was a combination of several things mentioned here: using Chrome browser, clearing cache/cookies completely, making sure files were under 1.5MB (I went even smaller than the 2MB limit to be safe), and most importantly - trying to upload between 6-8 AM when the system has way less traffic. I also renamed all my files to simple names like "separation_notice.pdf" and "id_verification.jpg" with no spaces or weird characters. It took me about 10 tries but eventually got everything through. Don't give up - the system is definitely broken but these workarounds do help!

I just went through this exact same ordeal last month and it was incredibly frustrating! What ultimately worked for me was a multi-step approach: First, I used an online PDF compressor to get my separation notice under 1MB (way smaller than the supposed 2MB limit). Then I made sure to use Chrome in incognito mode with all extensions disabled. The key breakthrough was realizing that even though the system says it accepts JPEGs, it's actually really picky about the JPEG compression level - I had to re-save my ID photos at a much lower quality setting. Also, try uploading one document at a time rather than multiple files in one session. The system seems to handle single uploads much better. If you're still stuck after trying all the technical fixes mentioned here, you can also try visiting a local Department of Labor office in person - they can sometimes help you submit documents directly or troubleshoot the upload issues on their end.

I just wanted to add my experience since I ran into this same issue recently. After trying most of the suggestions here (file compression, Chrome browser, etc.), what finally worked for me was actually logging into my.ny.gov through a completely fresh browser session - not just clearing cache, but literally using a browser I'd never used to access the site before. I also discovered that if you have any VPN or proxy services running, they can interfere with the upload process. Once I disabled my VPN and used Edge browser (which I never use for anything else), the documents uploaded on the first try. It's like the system has some weird conflict with browsers that have any history of accessing the site. Worth trying if you've exhausted the other options!

I went through this exact same frustration a few months ago! After trying everything mentioned here, I discovered that the system also has issues with certain file naming conventions. Make sure your file names are short (under 50 characters), contain only letters, numbers, and underscores - no spaces, hyphens, or special characters. Also, I found that waiting exactly 30 seconds between upload attempts helps prevent the system from flagging you as spam. One more thing - if you're using a work computer or public WiFi, try switching to your personal device on a home network. Some workplace firewalls or public WiFi restrictions can interfere with the secure upload process. It took me 3 days to figure this out but once I followed these specific steps, everything uploaded smoothly. Hang in there - the system is definitely broken but these workarounds do help!

I'm dealing with this exact same issue right now! Reading through all these responses is so helpful - I had no idea about the file size limits or browser compatibility issues. I've been trying to upload my employment verification documents for three days straight and getting nowhere. Going to try the Chrome browser + file compression combo first, then work through some of the other suggestions like the early morning upload window. It's frustrating that such a basic function is this broken, but I'm grateful for this community sharing actual solutions instead of just the generic "try again later" advice you get from the help pages. Will report back on what works for me!

I've been struggling with this same problem for over a week now! After reading through all these suggestions, I tried the Chrome browser + file compression approach and it finally worked. The key things that made the difference for me were: 1) Using an online PDF compressor to get my files under 1MB (not just 2MB), 2) Renaming files with simple names like "id_copy.pdf" with no spaces or special characters, 3) Uploading in the early morning around 7 AM when the system is less busy, and 4) Doing one document at a time instead of trying to upload multiple files. It's ridiculous that we have to jump through all these hoops for such a basic function, but these workarounds do actually work! Thanks to everyone who shared their experiences - this thread is way more helpful than any official help documentation.

I'm going through this exact same nightmare right now! Been trying to upload my documents for unemployment verification and the system just keeps rejecting everything. Thank you all for sharing these detailed workarounds - the official help page is completely useless and just says "try again later." I'm going to work through these suggestions systematically: starting with Chrome browser, compressing files to under 1MB, simple file names with no spaces, and trying during early morning hours. It's absolutely ridiculous that we have to become tech experts just to submit basic documents, but I'm so grateful this community exists to share real solutions. The my.ny.gov system is clearly broken but at least now I have a game plan instead of just randomly trying the same thing over and over. Will definitely update once I (hopefully) get through!

I just went through this same ordeal last week and finally got my documents uploaded! After trying everything mentioned here, what worked for me was a combination approach: I used Chrome in incognito mode, compressed my PDFs to under 500KB (way smaller than the 2MB limit), renamed files to simple formats like "notice.pdf" and "id.jpg" with no spaces, and uploaded at 6:30 AM when the system wasn't overloaded. The key breakthrough was realizing I had to wait at least 2 minutes between each upload attempt - if you try too quickly, the system seems to block you temporarily. Also, make sure you're on a stable internet connection and don't navigate away from the page while uploading. It's frustrating that such basic functionality requires so many workarounds, but these steps do work if you're patient and systematic about it. Don't give up!

I'm dealing with this exact same issue right now and this thread is a lifesaver! I've been stuck for days trying to upload my separation documents and was getting so frustrated. Based on everyone's suggestions, I'm going to try a systematic approach tomorrow: Chrome browser in incognito mode, compress everything to under 500KB, simple file names like "separation.pdf" with no special characters, upload around 6-7 AM, and wait 2 minutes between each attempt. It's crazy that we need a whole strategy just to upload basic documents, but I'm so grateful everyone shared what actually worked instead of just complaining. The my.ny.gov system is clearly broken but at least now I have hope and a real action plan. Will definitely report back on my results - fingers crossed!