re = /(?<!Owner):[^:]*?\K(?i:digg|bag)/
str = 'User:digg
User:bag
User:Don\'t say digger
Owner:digger
Owner: Digger
Owner: don\'t use bag as an insult
User:digger
User:bag
User:Don\'t say digger
'
# 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