p RUBY_VERSION r = /(?<order>\d+)\n(?<start>[\d:,]+)\s+-{2}\>\s+(?<end>[\d:,]+)\n(?<text>[\s\S]*?(?=\n{2}|$))/ DATA.read.scan(r).each do |match| p %i[order start end text].zip(match).to_h end __END__ 1 00:01:35,418 --> 00:01:43,418 In 2015 an American archeological company bought a military manuscript from the Han Dynasty 2 00:01:45,293 --> 00:01:49,501 It said Roman soldiers went to China 2,000 years ago 3 00:01:49,918 --> 00:01:53,084 and the ancient city of Regum was bulit 4 00:01:53,918 --> 00:01:57,084 The archeological community believed it was a fake