headers.rb

Dir.glob("./**/*.md").each do |file|
  filename = File.basename(file, '.md')
  content  = File.read(file)
  lines    = content.lines

  matching_title = lines.find_index { |l| l.match /^# #{filename}\s*$/ }

  if matching_title then
    # find block of empty lines
    blank_lines = matching_title + 1
    while lines[blank_lines] and lines[blank_lines].match(/^\s*$/) do
      blank_lines += 1
    end

    lines.slice!(matching_title..blank_lines - 1)

    File.write(file, lines.join)
  end
end