I get an error "something went wrong" when trying to upload to a file request on iOS

1. I have an email sent to an inbox which includes a file request url.
2. As a recipient, I go into my Gmail app, and access that email.
3. I click on the embedded email link.
4. I access the File Request page where I'm prompted to "Choose Files"
5. I choose my file from my phone.
6. I'm prompted to put in my first name, last name, and email.
7. I click "Upload"
8 I receive this attached error

 [IMAGE LINK IS BROKEN AND CANNOT BE DISPLAYED]. 

Thanks for the additional information and the screenshots swongfb!

Could you let me know if you get the same error when you request the desktop mode of the browser you're using when accessing this file request?

To do this on iOS 13, once the mobile site loads up, tap on the ‘Aa’ button on the left side of the URL address bar and request the desktop website. 

Let me know the results!

Desktop mode works. However, I need to make sure this works on mobile mode. Any ideas?

Glad to hear that swongfb.

At this point, I'll need to ask if the problem persists after you've cleared your browsers' cache and with no extensions or plugins running.

Keep me posted!

That did it! It's kind of an odd solution. I wonder why this would have changed recently?

Thanks for the help!

Unfortunately that did not work. I cleared my Chrome History. 

I tested on another iphone X device, but we received the same error.

Did a little more mobile testing
IPhone X, iOS 12.3 - does not work.
IPhone 7, iOS 13.1 - does not work.
IPhone 8, iOS.12 - does not work.
Samsung Galaxy S9 works.

Could there be something specifically related to iOS / iphones?