grrfl.rb

#!/usr/bin/env ruby
t = <<-EOT
#!/usr/bin/env ruby
if 1+1 == 2
  puts "hello world"
end
EOT

# what one liner replaces '.gsub /^\s*/, "' to make this output "win"
s = <<-EOB.gsub /^\s*/, ""
  #!/usr/bin/env ruby
  if 1+1 == 2
    puts "hello world"
  end
  EOB

if t == s 
  puts "win"
else
  puts "lose"
end

And the simplest one I could come up with... It takes advantage of the side-effects of matching regexes (matched groups go into $1, $2, ...):

EOB.gsub(/^(\s*)(.*)/m, '\2').gsub(/^#{$1}/, '')

+1 for martint's last version

what a weird problem though :)

Impressive!