re = /(?s)(\d{10}\sDELIVERED)((.(?!\d{10}\sDELIVERED))*)(?<=\$\d\d\d.\d\d)/m
str = '7605625112 DELIVERED N 1 GORDON CONTRACTORS I SIPLAST INC Freight Priority 2000037933 $216.67 1,131 ROOFING MATERIALS
04/23/2021 02:57 PM K WRISHT N 4 CAPITOL HEIGHTS, MD ARKADELPHIA, AR Prepaid 2000037933 -$124.23 170160-00
04/27/2021 12:41 PM 2 40 20743-3706 71923 $.00 055 $.00
2 WBA HOT $62.00 0
$12.92 $92.44
$167.36
7605625123 DELIVERED N 1 SECHRIST HALL CO SIPLAST INC Freight Priority 2000037919 $476.75 871 PAIL,UN1263,PAINT,3,
04/23/2021 02:57 PM S CHAVEZ N 39 HARLINGEN, TX ARKADELPHIA, AR Prepaid 2000037919 -$378.54
04/27/2021 01:09 PM 2 479 78550 71923 $.00 085 $95.35
2 HRL HOT $62.00 21
$13.55 $98.21
$173.76
'
# Print the match result
str.scan(re) do |match|
puts match.to_s
end
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 Ruby, please visit: http://ruby-doc.org/core-2.2.0/Regexp.html