Article: You'll need to be using a computer to use this method. If prompted, enter your username and password to log in. Click the name of the person to whom you want to send a file on the left side of the page. It's the icon that looks like overlapping pieces of paper beneath the chat box. In the window that opened, navigate to the file you want to send, then click it once to select it. To select multiple files at once, press Ctrl (Windows) or Command (macOS) as you click each file. This sends the file to the recipient.

What is a summary?
Go to www.messenger.com in a web browser. Sign in to Messenger. Select a contact. Click the File icon. Select the file you want to send. Click Open.