$re = '/Message has been sent: (?<timestamp>\d{8}\s\d{8}\+\d{4})\s\w+\s\w+\s(?<jobname>\w+)\.N(?<jobnumber>\d+)\/[^\/]+\/(?<statuses>(\w+\s)+)\w+\(.+User\((?<user>\w+)\)/m';
$str = '08/22/2018 02:50:06.380 EDT-0400 2 TCP/IP Controller Plugin.Transmitter pool thread <Regular:2>.CybTargetHandlerChannel.call[:695] - Message has been sent: 20180822 02500636+0400 C7STA PLINUX03 ALOPMTA2.N01834/LO.S00001D182340248/MAIN State EXEC SetStart Status(Executing at PLINUX03) Jobno(34523) ChildPid(34527) User(PLINUX03) Host(localhost)
08/22/2018 02:50:06.382 EDT-0400 5 TCP/IP Controller Plugin.Transmitter pool thread <Regular:2>.CybTargetHandlerChannelLogHelper.logConnectionClose[:133] - Conversation with C7STA closed
08/22/2018 02:51:21.761 EDT-0400 5 TCP/IP Controller Plugin.Transmitter pool thread <Regular:1>.CybTargetHandlerChannel.call[:666] - Attempting to send: 20180822 02512176+0400 C7STA PLINUX03 ALOECPC7.N01745/LO.S00002D182340242/MAIN State COMPLETE Cmpc(0) SetEnd User(PLINUX03) Host(localhost)
08/22/2018 02:51:21.771 EDT-0400 2 TCP/IP Controller Plugin.Transmitter pool thread <Regular:1>.CybTargetHandlerChannel.call[:695] - Message has been sent: 20180822 02512176+0400 C7STA PLINUX03 ALOECPC7.N01745/LO.S00002D182340242/MAIN State COMPLETE Cmpc(0) SetEnd User(PLINUX03) Host(localhost)
';
preg_match_all($re, $str, $matches, PREG_SET_ORDER, 0);
// Print the entire match result
var_dump($matches);
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for PHP, please visit: http://php.net/manual/en/ref.pcre.php