Trouble setting up Gmail using an ISP provided email

Running Mail 4.6.
I have recently switched ISP's and the new ISP uses Gmail IMAP. I want to use my ISP provided email address instead of a Gmail one. I have followed all the instructions in setting up Gmail IMAP. I receive mail fine, but I am unable to send mail. The Outgoing Server remains Offline even though I followed the instructions on how to set it up and believe it's correct.
Are there some pitfalls that I may have missed or does this sound like an ISP issue?
If there's a more detailed tutorial on setting up Gmail IMAP than the one Google provides, can you point me to it?
Thanks.

Then you need to generate an application specific password to read gmail using the iOS mail app. The alternative is to download the gmail app from the app store and use it to manage your gmail.

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    And pretty much an hour to the time of when it dropped out, it's kicked back in:
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    02:00:40: %CRYPTO-4-IKMP_NO_SA: IKE message from has no SA and is not an initialization offer
    02:00:42: ISAKMP (0): received packet from dport 500 sport 500 Global (N) NEW SA
    02:00:45: ISAKMP (0): received packet from dport 500 sport 500 Global (N) NEW SA
    02:00:45: ISAKMP (0): received packet from dport 500 sport 500 Global (N) NEW SA
    02:00:50: ISAKMP (0): received packet from dport 500 sport 500 Global (N) NEW SA
    02:00:50: ISAKMP (0): received packet from dport 500 sport 500 Global (N) NEW SA
    02:00:55: ISAKMP (0): received packet from dport 500 sport 500 Global (N) NEW SA
    02:00:57: IPSEC(sa_request): ,
      (key eng. msg.) OUTBOUND local= 172.30.99.1, remote= ,
        local_proxy= 0.0.0.0/0.0.0.0/0/0 (type=4),
        remote_proxy= 0.0.0.0/0.0.0.0/0/0 (type=4),
        protocol= ESP, transform= esp-3des esp-sha-hmac  (Tunnel),
        lifedur= 3600s and 4608000kb,
        spi= 0x0(0), conn_id= 0, keysize= 0, flags= 0x0
    02:00:57: IPSEC(lifetime_expiry): SA lifetime threshold reached, expiring in 68 seconds
    02:00:57: ISAKMP: set new node 0 to QM_IDLE
    02:00:57: SA has outstanding requests  (local 132.76.193.228 port 500, remote 132.76.193.200 port 500)
    02:00:57: ISAKMP:(2002): sitting IDLE. Starting QM immediately (QM_IDLE      )
    02:00:57: ISAKMP:(2002):beginning Quick Mode exchange, M-ID of 1560671909
    02:00:57: ISAKMP:(2002):QM Initiator gets spi
    02:00:57: ISAKMP:(2002): sending packet to my_port 500 peer_port 500 (I) QM_IDLE
    02:00:57: ISAKMP:(2002):Sending an IKE IPv4 Packet.
    02:00:57: ISAKMP:(2002):Node 1560671909, Input = IKE_MESG_INTERNAL, IKE_INIT_QM
    02:00:57: ISAKMP:(2002):Old State = IKE_QM_READY  New State = IKE_QM_I_QM1
    02:00:58: ISAKMP (2002): received packet from dport 500 sport 500 Global (I) QM_IDLE
    02:00:58: ISAKMP: set new node 1105416027 to QM_IDLE
    02:00:58: ISAKMP:(2002): processing HASH payload. message ID = 1105416027
    02:00:58: ISAKMP:(2002): processing SA payload. message ID = 1105416027
    02:00:58: ISAKMP:(2002):Checking IPSec proposal 1
    02:00:58: ISAKMP: transform 1, ESP_3DES
    02:00:58: ISAKMP:   attributes in transform:
    02:00:58: ISAKMP:      SA life type in seconds
    02:00:58: ISAKMP:      SA life duration (basic) of 3600
    02:00:58: ISAKMP:      encaps is 1 (Tunnel)
    02:00:58: ISAKMP:      key length is 192
    02:00:58: ISAKMP:      authenticator is HMAC-SHA
    02:00:58: ISAKMP:(2002):atts are acceptable.
    02:00:58: ISAKMP:(2002):Checking IPSec proposal 1
    02:00:58: ISAKMP: transform 2, ESP_3DES
    02:00:58: ISAKMP:   attributes in transform:
    02:00:58: ISAKMP:      SA life type in seconds
    02:00:58: ISAKMP:      SA life duration (basic) of 3600
    02:00:58: ISAKMP:      encaps is 1 (Tunnel)
    02:00:58: ISAKMP:      authenticator is HMAC-SHA
    02:00:58: ISAKMP:(2002):atts are acceptable.
    02:00:58: IPSEC(validate_proposal_request): proposal part #1
    02:00:58: IPSEC(validate_proposal_request): proposal part #1,
      (key eng. msg.) INBOUND local= 172.30.99.1, remote= ,
        local_proxy= 0.0.0.0/0.0.0.0/0/0 (type=4),
        remote_proxy= 0.0.0.0/0.0.0.0/0/0 (type=4),
        protocol= ESP, transform= NONE  (Tunnel),
        lifedur= 0s and 0kb,
        spi= 0x0(0), conn_id= 0, keysize= 192, flags= 0x0
    02:00:58: Crypto mapdb : proxy_match
            src addr     : 0.0.0.0
            dst addr     : 0.0.0.0
            protocol     : 0
            src port     : 0
            dst port     : 0
    02:00:58: ISAKMP:(2002): processing NONCE payload. message ID = 1105416027
    02:00:58: ISAKMP:(2002): processing ID payload. message ID = 1105416027
    02:00:58: ISAKMP:(2002): processing ID payload. message ID = 1105416027
    02:00:58: ISAKMP:(2002):QM Responder gets spi
    02:00:58: ISAKMP:(2002):Node 1105416027, Input = IKE_MESG_FROM_PEER, IKE_QM_EXCH
    02:00:58: ISAKMP:(2002):Old State = IKE_QM_READY  New State = IKE_QM_SPI_STARVE
    02:00:58: ISAKMP:(2002): Creating IPSec SAs
    02:00:58:         inbound SA from to 172.30.99.1 (f/i)  0/ 0
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    02:00:58:         lifetime of 3600 seconds
    02:00:58:         outbound SA from 172.30.99.1 to (f/i) 0/0
            (proxy 0.0.0.0 to 0.0.0.0)
    02:00:58:         has spi  0xD4AF8B3C and conn_id 0
    02:00:58:         lifetime of 3600 seconds
    02:00:58: ISAKMP:(2002): sending packet to my_port 500 peer_port 500 (I) QM_IDLE
    02:00:58: ISAKMP:(2002):Sending an IKE IPv4 Packet.
    02:00:58: ISAKMP:(2002):Node 1105416027, Input = IKE_MESG_INTERNAL, IKE_GOT_SPI
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    02:00:58: IPSEC(key_engine): got a queue event with 1 KMI message(s)
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            src addr     : 0.0.0.0
            dst addr     : 0.0.0.0
            protocol     : 0
            src port     : 0
            dst port     : 0
    02:00:58: IPSEC(crypto_ipsec_sa_find_ident_head): reconnecting with the same proxies and peer
    02:00:58: IPSEC(create_sa): sa created,
      (sa) sa_dest= 172.30.99.1, sa_proto= 50,
        sa_spi= 0x48E03F51(1222655825),
        sa_trans= esp-3des esp-sha-hmac , sa_conn_id= 5
        sa_lifetime(k/sec)= (4450631/3600)
    02:00:58: IPSEC(create_sa): sa created,
      (sa) sa_dest= , sa_proto= 50,
        sa_spi= 0xD4AF8B3C(3568274236),
        sa_trans= esp-3des esp-sha-hmac , sa_conn_id= 6
        sa_lifetime(k/sec)= (4450631/3600)
    02:00:58: ISAKMP (2002): received packet from dport 500 sport 500 Global (I) QM_IDLE
    02:00:58: ISAKMP:(2002):deleting node 1105416027 error FALSE reason "QM done (await)"
    02:00:58: ISAKMP:(2002):Node 1105416027, Input = IKE_MESG_FROM_PEER, IKE_QM_EXCH
    02:00:58: ISAKMP:(2002):Old State = IKE_QM_R_QM2  New State = IKE_QM_PHASE2_COMPLETE
    02:00:58: IPSEC(key_engine): got a queue event with 1 KMI message(s)
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    02:00:58: IPSEC(update_current_outbound_sa): updated peer current outbound sa to SPI D4AF8B3C
    02:00:59: ISAKMP (2002): received packet from dport 500 sport 500 Global (I) QM_IDLE
    02:00:59: ISAKMP: set new node -1124267365 to QM_IDLE
    02:00:59: ISAKMP:(2002): processing HASH payload. message ID = -1124267365
    02:00:59: ISAKMP:(2002): processing DELETE payload. message ID = -1124267365
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    02:00:59: ISAKMP:(2002):deleting node -1124267365 error FALSE reason "Informational (in) state 1"
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    02:00:59: IPSEC(key_engine_delete_sas): rec'd delete notify from ISAKMP
    02:00:59: IPSEC(key_engine_delete_sas): delete SA with spi 0xBDD33AB1 proto 50 for
    02:00:59: IPSEC(delete_sa): deleting SA,
      (sa) sa_dest= 172.30.99.1, sa_proto= 50,
        sa_spi= 0x539777E6(1402435558),
        sa_trans= esp-3des esp-sha-hmac , sa_conn_id= 3
        sa_lifetime(k/sec)= (4412467/3600),
      (identity) local= 172.30.99.1, remote= ,
        local_proxy= 0.0.0.0/0.0.0.0/0/0 (type=4),
        remote_proxy= 0.0.0.0/0.0.0.0/0/0 (type=4)
    02:00:59: IPSEC(delete_sa): deleting SA,
      (sa) sa_dest= , sa_proto= 50,
        sa_spi= 0xBDD33AB1(3184736945),
        sa_trans= esp-3des esp-sha-hmac , sa_conn_id= 4
        sa_lifetime(k/sec)= (4412467/3600),
      (identity) local= 172.30.99.1, remote= ,
        local_proxy= 0.0.0.0/0.0.0.0/0/0 (type=4),
        remote_proxy= 0.0.0.0/0.0.0.0/0/0 (type=4)
    02:01:00: ISAKMP (2002): received packet from dport 500 sport 500 Global (I) QM_IDLE
    02:01:00: ISAKMP: set new node -2105526428 to QM_IDLE
    02:01:00: ISAKMP:(2002): processing HASH payload. message ID = -2105526428
    02:01:00: ISAKMP:(2002): processing NOTIFY DPD/R_U_THERE protocol 1
            spi 0, message ID = -2105526428, sa = 844CC060
    02:01:00: ISAKMP:(2002):deleting node -2105526428 error FALSE reason "Informational (in) state 1"
    02:01:00: ISAKMP:(2002):Input = IKE_MESG_FROM_PEER, IKE_INFO_NOTIFY
    02:01:00: ISAKMP:(2002):Old State = IKE_P1_COMPLETE  New State = IKE_P1_COMPLETE
    02:01:00: ISAKMP:(2002):DPD/R_U_THERE received from peer , sequence 0x22D
    02:01:00: ISAKMP: set new node 971443288 to QM_IDLE
    02:01:00: ISAKMP:(2002):Sending NOTIFY DPD/R_U_THERE_ACK protocol 1
            spi 2220478360, message ID = 971443288
    02:01:00: ISAKMP:(2002): seq. no 0x22D
    02:01:00: ISAKMP:(2002): sending packet to my_port 500 peer_port 500 (I) QM_IDLE
    02:01:00: ISAKMP:(2002):Sending an IKE IPv4 Packet.
    02:01:00: ISAKMP:(2002):purging node 971443288
    02:01:00: ISAKMP:(2002):Input = IKE_MESG_FROM_PEER, IKE_MESG_KEEP_ALIVE
    02:01:00: ISAKMP:(2002):Old State = IKE_P1_COMPLETE  New State = IKE_P1_COMPLETE
    02:01:02: ISAKMP (2002): received packet from dport 500 sport 500 Global (I) QM_IDLE
    02:01:02: ISAKMP:(2002): processing HASH payload. message ID = 1560671909
    02:01:02: ISAKMP:(2002): processing SA payload. message ID = 1560671909
    02:01:02: ISAKMP:(2002):Checking IPSec proposal 1
    02:01:02: ISAKMP: transform 1, ESP_3DES
    02:01:02: ISAKMP:   attributes in transform:
    02:01:02: ISAKMP:      encaps is 1 (Tunnel)
    02:01:02: ISAKMP:      SA life type in seconds
    02:01:02: ISAKMP:      SA life duration (basic) of 3600
    02:01:02: ISAKMP:      SA life type in kilobytes
    02:01:02: ISAKMP:      SA life duration (VPI) of  0x0 0x46 0x50 0x0
    02:01:02: ISAKMP:      authenticator is HMAC-SHA
    02:01:02: ISAKMP:(2002):atts are acceptable.
    02:01:02: IPSEC(validate_proposal_request): proposal part #1
    02:01:02: IPSEC(validate_proposal_request): proposal part #1,
      (key eng. msg.) INBOUND local= 172.30.99.1, remote= ,
        local_proxy= 0.0.0.0/0.0.0.0/0/0 (type=4),
        remote_proxy= 0.0.0.0/0.0.0.0/0/0 (type=4),
        protocol= ESP, transform= NONE  (Tunnel),
        lifedur= 0s and 0kb,
        spi= 0x0(0), conn_id= 0, keysize= 0, flags= 0x0
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            src addr     : 0.0.0.0
            dst addr     : 0.0.0.0
            protocol     : 0
            src port     : 0
            dst port     : 0
    02:01:02: ISAKMP:(2002): processing NONCE payload. message ID = 1560671909
    02:01:02: ISAKMP:(2002): processing ID payload. message ID = 1560671909
    02:01:02: ISAKMP:(2002): processing ID payload. message ID = 1560671909
    02:01:02: ISAKMP:(2002): Creating IPSec SAs
    02:01:02:         inbound SA from to 172.30.99.1 (f/i)  0/ 0
            (proxy 0.0.0.0 to 0.0.0.0)
    02:01:02:         has spi 0x84F77E7D and conn_id 0
    02:01:02:         lifetime of 3600 seconds
    02:01:02:         lifetime of 4608000 kilobytes
    02:01:02:         outbound SA from 172.30.99.1 to (f/i) 0/0
            (proxy 0.0.0.0 to 0.0.0.0)
    02:01:02:         has spi  0xCA486707 and conn_id 0
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    02:01:02: ISAKMP:(2002):Sending an IKE IPv4 Packet.
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    02:01:02: ISAKMP:(2002):Node 1560671909, Input = IKE_MESG_FROM_PEER, IKE_QM_EXCH
    02:01:02: ISAKMP:(2002):Old State = IKE_QM_I_QM1  New State = IKE_QM_PHASE2_COMPLETE
    02:01:02: IPSEC(key_engine): got a queue event with 1 KMI message(s)
    02:01:02: Crypto mapdb : proxy_match
            src addr     : 0.0.0.0
            dst addr     : 0.0.0.0
            protocol     : 0
            src port     : 0
            dst port     : 0
    02:01:02: IPSEC(crypto_ipsec_sa_find_ident_head): reconnecting with the same proxies and peer
    02:01:02: IPSEC(create_sa): sa created,
      (sa) sa_dest= 172.30.99.1, sa_proto= 50,
        sa_spi= 0x84F77E7D(2230812285),
        sa_trans= esp-3des esp-sha-hmac , sa_conn_id= 7
        sa_lifetime(k/sec)= (4550947/3600)
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      (sa) sa_dest= , sa_proto= 50,
        sa_spi= 0xCA486707(3393742599),
        sa_trans= esp-3des esp-sha-hmac , sa_conn_id= 8
        sa_lifetime(k/sec)= (4550947/3600)
    02:01:02: IPSEC(update_current_outbound_sa): updated peer current outbound sa to SPI CA486707
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    02:01:02: IPSEC(early_age_out_sibling): sibling outbound SPI D4AF8B3C expiring in 30 seconds due to it's a duplicate SA bundle.
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    02:01:03: ISAKMP: set new node 2041302203 to QM_IDLE
    02:01:03: ISAKMP:(2002): processing HASH payload. message ID = 2041302203
    02:01:03: ISAKMP:(2002): processing DELETE payload. message ID = 2041302203
    02:01:03: ISAKMP:(2002):peer does not do paranoid keepalives.
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    02:01:03: IPSEC(key_engine): got a queue event with 1 KMI message(s)
    02:01:03: IPSEC(key_engine_delete_sas): rec'd delete notify from ISAKMP
    02:01:03: IPSEC(key_engine_delete_sas): delete SA with spi 0xD4AF8B3C proto 50 for
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      (sa) sa_dest= 172.30.99.1, sa_proto= 50,
        sa_spi= 0x48E03F51(1222655825),
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        sa_lifetime(k/sec)= (4450631/3600),
      (identity) local= 172.30.99.1, remote= ,
        local_proxy= 0.0.0.0/0.0.0.0/0/0 (type=4),
        remote_proxy= 0.0.0.0/0.0.0.0/0/0 (type=4)
    02:01:03: IPSEC(delete_sa): deleting SA,
      (sa) sa_dest= , sa_proto= 50,
        sa_spi= 0xD4AF8B3C(3568274236),
        sa_trans= esp-3des esp-sha-hmac , sa_conn_id= 6
        sa_lifetime(k/sec)= (4450631/3600),
      (identity) local= 172.30.99.1, remote= ,
        local_proxy= 0.0.0.0/0.0.0.0/0/0 (type=4),
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    02:01:49: ISAKMP:(2002):purging node -1124267365
    02:01:50: ISAKMP:(2002):purging node -2105526428
    02:01:52: ISAKMP:(2002):purging node 1560671909
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