Apple Mail can't send or receive messages from Exchange 2010, Mountain Lion

Over the last several weeks, I have been unable to send or recieve e-mails from Exchange 2010 in a corprate environment. I have deleted and re-added the account several times, and sometimes it will fix the issue. Other times it won't. I have also tried deleting the account, clearing the cache in ~/Library/Mail/V2/EWS*, and then re-adding the account. It resolves the issue temporarily, but then returns to not being able to sync. I've tested it with a number of other users accounts on the same Exchange system, and it's working as expected. OSX is version 10.8.4 with current patches as of 10/7/2013.
The connection doctor shows that the connection to EWS is green. The activity monitor looks like it's updating the folders properly on sync.
Here is the message I get in the logs in high volume when Console logging is turned on:
*** Assertion failure in -[EWSConnection sendMessage:forRequest:], /SourceCache/Message/Message-1508/Message/EWS/EWSConnection.m:555
Received an unexpected error: Error Domain=EWSExchangeWebServicesErrorDomain Code=277 "The operation couldn’t be completed. (EWSExchangeWebServicesErrorDomain error 277.)" UserInfo=0x7fd1c9a97e70 {EWSErrorMessage=The request failed schema validation., NSUnderlyingError=0x7fd1c85106f0 "The operation couldn’t be completed. (SOAPWebServicesErrorDomain error -1000.)"}, response: (null)
          0   CoreMessage                         0x00007fff86a4a517 -[MFAssertionHandler _handleFailureWithPreamble:description:arguments:] + 141
          1   CoreMessage                         0x00007fff86a4a388 -[MFAssertionHandler handleFailureInMethod:object:file:lineNumber:description:] + 215
          2   Message                             0x00007fff8daa5a8e -[EWSConnection sendMessage:forRequest:] + 762
          3   Message                             0x00007fff8daaeab3 -[EWSGateway sendMessage:forRequest:] + 69
          4   Message                             0x00007fff8dac543a -[EWSRequestOperation executeOperation] + 110
          5   CoreMessage                         0x00007fff86a65b80 -[MonitoredOperation main] + 219
          6   Foundation                          0x00007fff92475926 -[__NSOperationInternal start] + 684
          7   Foundation                          0x00007fff9247d0f1 __block_global_6 + 129
          8   libdispatch.dylib                   0x00007fff87f4af01 _dispatch_call_block_and_release + 15
          9   libdispatch.dylib                   0x00007fff87f470b6 _dispatch_client_callout + 8
          10 libdispatch.dylib                   0x00007fff87f481fa _dispatch_worker_thread2 + 304
          11 libsystem_c.dylib                   0x00007fff9068ad0b _pthread_wqthread + 404
          12 libsystem_c.dylib                   0x00007fff906751d1 start_wqthread + 13

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show config
: Saved
: Written by enable_15 at 07:17:44.760 CST Wed Jan 18 2012
ASA Version 8.4(3)
names
interface Ethernet0/0
nameif outside
security-level 0
ip address 216.XXX.XXX.XXX 255.XXX.XXX.XXX
interface Ethernet0/1
nameif inside
security-level 100
ip address 192.168.0.5 255.255.255.0
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subnet 192.168.0.0 255.255.255.0
<--- More --->
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host 192.168.9.2
object network obj-192.168.1.65
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object network obj-192.168.2.0
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object network obj-192.168.3.0
subnet 192.168.3.0 255.255.255.0
object network obj-192.168.6.0
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object network obj-192.168.8.0
subnet 192.168.8.0 255.255.255.0
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port-object eq pop3
port-object eq smtp
object-group network Red-Condor
description Email Filtering
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network-object host 66.234.112.89
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network-object 192.168.11.0 255.255.255.0
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object-group protocol TCPUDP
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protocol-object tcp
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description Exchange Server
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pager lines 24
logging enable
logging console debugging
logging asdm informational
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mtu inside 1500
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Hello Scott,
So Exchange server ip is obj-192.168.1.65 natted to 216.x.x.x
object network obj-192.168.1.65
"nat (inside,outside) static 216.XXX.XXX.XXX no-proxy-arp"
The ACL says
access-list outside_access extended permit tcp object-group Red-Condor object-group Exchange-Server eq smtp
access-list outside_access extended permit tcp object-group Red-Condor object-group Exchange-Server eq pop3
From witch ip addresses are you trying to send traffic to the exchange server?
Please do a packet-tracer and give us the output
packet-tracer input outside tcp x.x.x.x( Outside host ip) 1025 216.x.x.x.x 25
Regards,
Julio
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Apple Mail can't send or receive messages from Exchange 2010, Mountain Lion

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