$re = '/^
Grade\s*=\s*(?P<grade>.+)
(?P<students>[\s\S]+?)
(?=^Grade|\Z)/mx';
$str = 'School = Riverdale High
Grade = 1
Student number, Name
0, Phoebe
1, Rachel
Student number, Score
0, 3
1, 7
Grade = 2
Student number, Name
0, Angela
1, Tristan
2, Aurora
Student number, Score
0, 6
1, 3
2, 9';
preg_match_all($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