Can no longer send mail after upgrade. Says server needs password. Server says down not support a password. Any thoughts?

After up grade I can not send mail from road runner account. Message says server needs password, server says it won't support a password. Any thoughts?

UPDATE: I was able to set up the account using Eudora, and it worked fine. I guess it means that there's something funny happing with Mail.

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    Hi nwpmike,
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    READ Oct 18 23:33:53.363 [kCFStreamSocketSecurityLevelNone] -- host:smtp.planet-service.fr -- port:587 -- socket:0x6000014a58e0 -- thread:0x600001e6fbc0
    250-smtp.planet-service.fr
    250-AUTH LOGIN CRAM-MD5 PLAIN
    250-AUTH=LOGIN CRAM-MD5 PLAIN
    250-STARTTLS
    250-PIPELINING
    250 8BITMIME
    WROTE Oct 18 23:33:53.363 [kCFStreamSocketSecurityLevelNone] -- host:smtp.planet-service.fr -- port:587 -- socket:0x6080010b1400 -- thread:0x600003479b00
    STARTTLS
    WROTE Oct 18 23:33:53.363 [kCFStreamSocketSecurityLevelNone] -- host:smtp.planet-service.fr -- port:587 -- socket:0x600000ab43a0 -- thread:0x6080032654c0
    STARTTLS
    WROTE Oct 18 23:33:53.364 [kCFStreamSocketSecurityLevelNone] -- host:smtp.planet-service.fr -- port:587 -- socket:0x6000014a58e0 -- thread:0x600001e6fbc0
    STARTTLS
    READ Oct 18 23:33:53.432 [kCFStreamSocketSecurityLevelNone] -- host:smtp.planet-service.fr -- port:587 -- socket:0x600000ab43a0 -- thread:0x6080032654c0
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    220 ready for tls
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    WROTE Oct 18 23:33:53.642 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.planet-service.fr -- port:587 -- socket:0x600000ab43a0 -- thread:0x6080032654c0
    EHLO [10.0.0.108]
    READ Oct 18 23:33:53.698 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.planet-service.fr -- port:587 -- socket:0x600000ab43a0 -- thread:0x6080032654c0
    250-smtp.planet-service.fr
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    250-AUTH=LOGIN CRAM-MD5 PLAIN
    250-PIPELINING
    250 8BITMIME
    WROTE Oct 18 23:33:53.699 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.planet-service.fr -- port:587 -- socket:0x600000ab43a0 -- thread:0x6080032654c0
    QUIT
    WROTE Oct 18 23:33:53.777 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.planet-service.fr -- port:587 -- socket:0x6000014a58e0 -- thread:0x600001e6fbc0
    EHLO [10.0.0.108]
    WROTE Oct 18 23:33:53.778 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.planet-service.fr -- port:587 -- socket:0x6080010b1400 -- thread:0x600003479b00
    EHLO [10.0.0.108]
    READ Oct 18 23:33:53.838 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.planet-service.fr -- port:587 -- socket:0x6000014a58e0 -- thread:0x600001e6fbc0
    250-smtp.planet-service.fr
    250-AUTH LOGIN CRAM-MD5 PLAIN
    250-AUTH=LOGIN CRAM-MD5 PLAIN
    250-PIPELINING
    250 8BITMIME
    WROTE Oct 18 23:33:53.838 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.planet-service.fr -- port:587 -- socket:0x6000014a58e0 -- thread:0x600001e6fbc0
    QUIT
    READ Oct 18 23:33:53.842 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.planet-service.fr -- port:587 -- socket:0x6080010b1400 -- thread:0x600003479b00
    250-smtp.planet-service.fr
    250-AUTH LOGIN CRAM-MD5 PLAIN
    250-AUTH=LOGIN CRAM-MD5 PLAIN
    250-PIPELINING
    250 8BITMIME
    WROTE Oct 18 23:33:53.843 [kCFStreamSocketSecurityLevelTLSv1_0] -- host:smtp.planet-service.fr -- port:587 -- socket:0x6080010b1400 -- thread:0x600003479b00
    QUIT

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    Well, it happened again.
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    This time I by-passed the router and the mail will go out.
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    I double checked all of my mail setings and nothing has changed
    I also did a hard rest on the router, but it did not help.
    Again this problem is with 2 computers. 
    I have an early version of Airport Extreme Model A1143.
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    Whenever I call my ISP they claim everything checks out on their end and they don't offer any help.
    I am sure if I leave the router unplugged for a day or so, it will start working again.
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    Well, it happened again.
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    I turned off both the modem and router.  Started them back up and the problem still exists.
    The last time this happend, about a week ago, it started working again within an hour.
    This problem ony crops up when I am sending many emails at the same time
    Throughout the rest of the week it works fine.
    This time I by-passed the router and the mail will go out.
    So it looks like someting is going on with the router.
    Whenver I hook the router back up, outgoing mail will not work.
    It says it cannot send mail using my server.
    I double checked all of my mail setings and nothing has changed
    I also did a hard rest on the router, but it did not help.
    Again this problem is with 2 computers. 
    I have an early version of Airport Extreme Model A1143.
    It's around 5 years old.
    Whenever I call my ISP they claim everything checks out on their end and they don't offer any help.
    I am sure if I leave the router unplugged for a day or so, it will start working again.
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    I am am at wits end with this problem.
    I would be willing to go out and get the latest Airport Extreme if I knew for sure it would cure this problem.

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