I am posting this answer to a question I received by private mail. The sender preferred not to post to the list; however there is information here that may help other folks . Even without the question, I think most of you will gain some usefulness from it. *************************************************** To understand why your reply is sometimes in the "Sent Items" folder and sometimes not, you have to know how your mail program works and the path your reply takes and why it takes that path when you click on "Send". So, lets follow a reply into cyber space ::: A message arrives in your mail box, you select it and click on "Reply" and enter your comments, then click on "Send ,,,,,,, >>> 1. If you have Tools/Options/Send Tab/Send Messages Immediately ,,, selected, the reply will be sent right then and there and will show up in your "Sent Items" folder immediately. (bypassing the "Outbox folder) 2. If you do not have the "Send messages Immediately" selected, then your message goes to your "Outbox", and there it will stay until the next time your "Send/Recv" is activated, it will then be "sent" and moved into the "Sent Items" box. A. If you have ,,, Tools/Options/General Tab/Check for new Messages Every XX Min.'s ,,, selected, then everytime this option times out, it will check for new mail AND send all mail stored in the "Outbox". ,,,,, This means that if you have this option set for 30 minutes and you click on "Send", 1 minute after New Mail is auto. checked for, your sent mail will sit in the Outbox for the next 29 minutes, on the other hand, if you click on "Send", 29 minutes after an auto. check, your sent mail will only stay in the Outbox for 1 minute. This would explain your statement ,,--------->>>and sometimes it is just not there in the sent items as the last item sent. If it is in the outbox, of course it is not in the sent items yet. <<<<<< ,,,,,,, the only way around this delayed sending is to activate the Send/Recv. button yourself. To answer your main question, there is NO one click "File this message in this or that special folder" button or option. You can forget that, the closest you can get to it takes 5 clicks + the opportunity to create a folder if need be. The absolute fastest and easiest way to do what you want, is when you have finished your comments in the reply, ,,,,, click on ,,, File/Copy To Folder ,,, you will be presented with a list of every folder you have created, click on the one you want to File (save) this message into, then click on OK. An exact copy of your reply will be Filed (saved) in that folder. ,,,,,, now you can Send it ,,,, it is already Filed (saved) in the folder of your choice, no tracking it down to move it. DO NOT use your Inbox, Outbox, Sent Items box, Deleted Items box or Drafts box to File (save) these messages in, create your own special purpose folders that fit the situation. ,,,,, there is NO better, easier or faster way to File & Send at (almost) the same time. You said ------>>> Just yesterday I was trying to send all of a > group of messages to a person (which I do on a normal basis) and I > have to go thru all my sent files again to gather them up. Wouldn't > it be nice if I could just get them in their appropriate files at the > time of writing. <<<<------ Yes it would, and the above instructions will do just that if you will create a folder for each and every thread and File (save) every reply to its' appropriate folder BEFORE Sending. There is also another feature available in OE 5.01 that may help you when gathering up several messages to send out, it is under "Message " in your top tool bar. Anytime you have two (2) or more messages selected (highlighted) click on "Message", at the very bottom of the menu you will see that "Combine and Decode" will be active, ignore the Decode part of it and use the Combine, this will take every message you have selected and combine them into one e-mail message which can be sent to someone. ( this does not delete or remove the individual messages, they are all still right where they were.),,,, no copy and pasting. ,,, neat HUH ,,,,, use "Shift + Mouse click" or "Ctrl + mouse click" to select messages ,,,,, you CANNOT select across folders. I hope this will help you some. What you REALLY want does not exist at this time. Bob Hays