Recurring permissions issue - Notes & Mail crash

Question

I have a recurring permissions issue that seemingly ONLY happens after both Mail & Notes crash - and iMessage fails to message. 
I can try to copy a file, it warns me I don't have permission.  I can open, but not save to origina same finger wag from the OS. This is true with any application - not just any 'iCloud' related.
iMessage also stops responding.
I repair permissions in Disk Utility, and then have to restart the computer and all's good -for awhile anyway.
I also have to resign into iMessage and when I do I get the little notices that "XYZ is using iMessage" on all my iDevices. Ugh.   This seemingly goes on forever....
Oddly, it seems to happen after I disconnect from my external t-bolt display.  I do eject any external disks accordingly, and then when I open the MacBook, it crashes the above. 
Rinse & repair perminssions. 
It seems to even do this when I go the other way and connect to the display.
I did have a crash recently, that went into a full restore of the system.  I just have to doubt that had anything to do with it.
But I find it strange that iCloud seems to be the start because only applications using that (Mail, Notes & iMessage) crash and send the rest of the system into a funk.
Any thoughts?

Answer 1

Back up all data now.
This procedure will unlock all your user files (not system files) and reset their ownership and access-control lists to the default. If you've set special values for those attributes on any of your files, they will be reverted. In that case, either stop here, or be prepared to recreate the settings if necessary. If none of this is meaningful to you, you don't need to worry about it.
Step 1
Launch the Terminal application in any of the following ways:
☞ Enter the first few letters of its name into a Spotlight search. Select it in the results (it should be at the top.)
☞ In the Finder, select Go ▹ Utilities from the menu bar, or press the key combination shift-command-U. The application is in the folder that opens.
☞ Open LaunchPad. Click Utilities, then Terminal in the icon grid.
Drag or copy — do not type — the following line into the Terminal window, then press return:
sudo chflags -R nouchg,nouappnd ~ $TMPDIR.. ; sudo chown -R $UID:20 ~ $_ ; chmod -R -N ~ $_ 2> /dev/null
Be sure to select the whole line by triple-clicking anywhere in it. You'll be prompted for your login password, which won't be displayed when you type it. You may get a one-time warning not to screw up. You don't need to post the warning. If you don’t have a login password, you’ll need to set one before you can run the command.
The command will take a noticeable amount of time to run. Wait for a new line ending in a dollar sign (“$”) to appear, then quit Terminal.
Step 2
Boot into Recovery by holding down the key combination command-R at startup. Release the keys when you see a gray screen with a spinning dial.
When the OS X Utilities screen appears, select Utilities ▹ Terminal from the menu bar. A text window opens.
In the Terminal window, type this:
resetpassword
That's one word with no spaces. Then press return. A Reset Password window opens. You’re not going to reset a password.
Select your boot volume ("Macintosh HD," unless you gave it a different name) if not already selected.
Select your username from the menu labeled Select the user account if not already selected.
Under Reset Home Directory Permissions and ACLs, click the Reset button.
Select  ▹ Restart from the menu bar.