$re = '/^([\w]+)\s(.*?)(?=\(|incl\.|[A-Z]$)(?:\(([a-zA-Z]+)-?(.*?)\))?(?:.*(incl.*))?([A-Z])$/m';
$str = 'Branded 16 ft Box Truck (Entrent - Avalen Owned) incl. New DSP Insurance PaymentP
Branded Extended Van (Entrent - Avalen Owned) incl. New DSP Insurance PaymentR
Branded Custom Van (Entrent - Avalen Owned) incl. New DSP Insurance PaymentR
Branded Custom Delivery Van (Entrent -Avalen Owned) incl. New DSP
Branded Extended Van (CeasePlan - Avalen Owned)R
Branded Extended Van (Entrent - Avalen Owned)R
Owned Van incl. New DSP Insurance PaymentP
Rental Van (Unbranded CSP)R
Owned 16ft Box TruckR
Branded 24ft Box Truck (Entrent - Leased)P
Leased Van incl. New Csp Insurance PaymentR';
preg_match_all($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