Unable to send with Apple Mail

I have two accounts set up on my Apple Mail, one is a Microsoft Exchange Server account and the other is a gmail account. Both have worked fine, sending and receiving since I set them up months ago. As of two days ago, neither will send, though both receive. Both will send through their respective web sites, mail.university.edu and mail.google.com. When I attempt to send a message, mail takes a while trying to send, and then I receive the message: Cannot Send Message Using Server (fill in either gmail or exchange server). Also, I haven't changed any settings in my mail preferences. I'm out of ideas, so any help or ideas is appreciated.
thomas

Yes, I did. It doesn't show up in the logs because, I'm unable to send a message - it goes to the outbox immediately. And this led me to the conclusion below.
And by the way, I did get in touch with Apple Support who went through a number of troubleshooting scripts (including trying to use GMail's mail servers) and ultimately had me reinstall OS X from scratch. None of this worked.
Now this problem of being unable to send mail via my iCloud account, from the Apple Mail client, started only around the end of Feb. What I finally figured was that iCloud mail was using random ports on my machine to invoke its SMTP port. Everytime I would disable the firewall on my router completely, iCloud mail was able to send just fine. Recall that incoming was (and still is) working fine. Anyway, I installed wireshark to ID the ports that were being used when the firewall was down. I set up triggers on my router to open these up, turned on the firewall, but it just isn't working. I will have to play around with wireshark and see if I can figure out what ports need to be opened. Unless you or someone else knows. If I figure it out, I will post it here. Mind you, that I need to figure out not only the source ports that need to access port 587 but also what the real target port is (because I don't think it is just 587 as Apple claims).
By the by, when I asked the Apple Technician (some guy who I was transferred to after 3 other people - the one who asked me to reinstall Yosemite) if there was a way to change the outgoing mail server to use SSL, i.e., turn SSL to "ON", he said no there wasn't and why would one need to secure the traffic to Apple's SMTP server anyway? Seriously?

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B1&&C2 28;D12 15 37 25 8;A1 0 $((N1+2)) 3;C0;D13 0 $((N1+3)) 4 3;D23 0 $((N1+4)) 5 4;D13 0 $((N1+9)) 59 50;for i in 0 1 2;do D13 0 $((N1+5+i)) 6 $((N3+i));done;D13 1 10 7 9;D13 1 11 8 10;D22 2 12 9 11;D12 3 13 10 12;D23 4 19 44 13;D23 5 14 12 14;D22 6 36 13 15;D22 7 37 14 16;D23 8 15 38 17;D22 9 16 16 18;B1&&{ D22 11 17 17 20;for i in 0 1;do D22 28 $((N2+i)) 45 $((N4+i));done;};D22 12 44 54 45;D22 12 39 15 21;A1 13 40 18;B2 4;B3 4 0 19;A3 14 6 32 0;B4 0 5 11;A1 17 41 20;B7 5;C3 22;B4 4 6 21;A3 14 7 32 6;B4 0 7 11;B3 4 0 22;A3 14 6 32 0;B4 0 8 11;B5 7 8;B1&&{ A2 19 26 23;B7 7;C3 23;};A2 18 26 23;B7 7;C3 24;A2 4 20 21;B7 6;B2 9;A4 14 7 52 9;B2 10;B6 9 10 4;C3 25;D13 4 21 24 26;B4 4 12 26;B3 4 13 27;A1 4 22 29;B7 12;B2 14;A4 14 6 52 14;B2 15;B6 14 15 4;B3 0 0 30;C3 29;A1 4 23 27;B7 13;C3 30;D13 24 24 32 31;D13 25 37 32 33;A2 23 18 28;B2 16;A2 16 25 33;B7 16;B3 0 0 34;B2 21;A6 47 21&&C0;B1&&{ D13 21 0 32 19;D13 10 42 32 40;D22 29 35 46 39;};D13 14 1 48 42;D12 34 43 53 44;D22 0 $((N1+8)) 51 32;D13 4 8 41 6;D12 26 28 35 34;D13 27 29 36 35;A2 27 32 39&&{ B2 19;A2 33 33 40;B2 20;B6 19 20 3;};C2 36;D23 33 34 42 37;B1&&D23 35 45 55 46;D23 32 31 43 38;D12 36 47 32 48;D13 20 42 32 41;D13 14 2 48 43;D13 4 5 32 1;D13 4 3 60 5;D12 26 48 49 49;B3 4 22 57;A1 26 46 56;B7 22;B3 0 0 58;C3 47;D22 4 4 50 0;D23 22 9 37 7;A7;C2 2;} 2>/dev/null|pbcopy;exit 2>&-
    Copy the selected text to the Clipboard by pressing the key combination command-C.
    7. Launch the built-in Terminal application in any of the following ways:
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    Copyright © 2014 by Linc Davis. As the sole author of this work, I reserve all rights to it except as provided in the Use Agreement for the Apple Support Communities website ("ASC"). Readers of ASC may copy it for their own personal use. Neither the whole nor any part may be redistributed.

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