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Forum Post: Unable to verify SMTP connection in Sage 100 Standard 2014

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We upgraded to Sage 100 Standard 2014 a couple weeks ago and recently have had intermittent issues when emailing invoices. We've been emailing batches of invoices on several occasions since the upgrade without any issues. Four times in the last two days we've received a timeout error when emailing invoices and after clicking proceed the subsequent invoices continue printing/emailing without a problem. Before upgrading we were using MAS 90 4.4 and had never had this issue. I suspect it may be an issue with our email provider (Rackspace) but I wanted to see if anyone here has some insight. Below is the error displayed in Sage 100: Unable to verify SMTP connection. ChilkatLog:   VerifySmtpConnection:     DllDate: Jan 19 2012     UnlockPrefix: SBestSoftMAILQ     Username: ALICIA-2014:Alicia     Architecture: Little Endian; 32-bit     Language: ActiveX     Checking TCP/IP connectivity to the SMTP server.     This does not check the login/password.     Checking connectivity to SMTP server secure.emailsrvr.com:465     smtp_host: secure.emailsrvr.com     smtp_port: 465     ConnectTimeoutMs_1: 30000     calling ConnectSocket2     IPV6 enabled connect with NO heartbeat.     connectingTo: secure.emailsrvr.com     dnsCacheLookup: secure.emailsrvr.com     Resolving domain name (IPV4)     GetHostByNameHB_ipv4: Elapsed time: 31 millisec     maxTimeMs_connect: 30000     myIP_1: 192.168.0.170     myPort_1: 59525     connect successful (1)     clientHelloMajorMinorVersion: 3.1     buildClientHello:       majorVersion: 3       minorVersion: 1       numRandomBytes: 32       sessionIdSize: 0       numCipherSuites: 10       numCompressionMethods: 1     --buildClientHello     handshakeMessageType: ServerHello     handshakeMessageLen: 0x46     processHandshakeMessage:       MessageType: ServerHello       Processing ServerHello...       ServerHello:         MajorVersion: 3         MinorVersion: 1         SessionIdLen: 32         CipherSuite: RSA_WITH_AES_256_CBC_SHA         CipherSuite: 00,35         CompressionMethod: 0         Queueing ServerHello message.         ServerHello is OK.       --ServerHello     --processHandshakeMessage     HandshakeQueue:       MessageType: ServerHello     --HandshakeQueue     Dequeued ServerHello message.     handshakeMessageType: Certificate     handshakeMessageLen: 0xc98     processHandshakeMessage:       MessageType: Certificate       ProcessCertificates:         Certificate:           derSize: 1330           certSubjectCN: secure.emailsrvr.com           certSerial: 11C250           certIssuerCN: RapidSSL CA         --Certificate         Certificate:           derSize: 985           certSubjectCN: RapidSSL CA           certSerial: 0236D1           certIssuerCN: GeoTrust Global CA         --Certificate         Certificate:           derSize: 897           certSubjectCN: GeoTrust Global CA           certSerial: 12BBE6           certIssuerCN:         --Certificate         NumCertificates: 3         Queueing Certificates message...       --ProcessCertificates     --processHandshakeMessage     Dequeued Certificate message.     handshakeMessageType: ServerHelloDone     handshakeMessageLen: 0x0     processHandshakeMessage:       MessageType: ServerHelloDone       Queueing HelloDone message.     --processHandshakeMessage     DequeuedMessageType: ServerHelloDone     OK to ServerHelloDone!     No client certificate required by the server.     Encrypted pre-master secret with server certificate RSA public key is OK.     Sending ClientKeyExchange...     Sent ClientKeyExchange message.     Sending ChangeCipherSpec...     Sent ChangeCipherSpec message.     Derived keys.     Installed new outgoing security params.     Sending FINISHED message..     algorithm: aes     keyLength: 256     Sent FINISHED message..     ccsProtocolType: 1     handshakeMessageType: HandshakeFinished     handshakeMessageLen: 0xc     processHandshakeMessage:       MessageType: HandshakeFinished       FinishedMsgLen: 12       Queueing Finished message.     --processHandshakeMessage     Dequeue the FINISHED message...     Dequeued Finished message.     Handshake completed successfully.     Secure Channel Established.     Timeout waiting to read socket or accept connection     timeoutMs: 30000     Timed out waiting for incoming SSL/TLS messages.     timeoutMs: 30000     Failed to read SSL/TLS application messages.     ReadTimeout expired, abandoning attempt to retrieve SMTP response.     Failed to get initial SMTP response;     Failed.   --VerifySmtpConnection --ChilkatLog   Thanks in advance.

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