re = /(?i)(\d+\$)(a*(\W))from(a*(\W))steam(?:\s*\n)*\s?\[(steamcommunity\.com\/gift\/[^\]]+)\]\((https?:\/\/[^\s]+\.[^\s]+)\)/m
str = '50$ From steam
[steamcommunity.com/gift/8349393928202](https://scamlink.net/etc)
200$ from steam
[steamcommunity.com/gift/8349393928202](http://another.link)
Random message 50$ From steam
[steamcommunity.com/gift/8349393928202](https://scamlink.net/etc) @everyone'
# 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