re = /((\W+?)?)((\w+?)?)(([aeiou|AEIOU]+?)?)(\w+?)(\W+?)/mx
str = '"When I went to school, they asked me what I wanted to be when I grew up. I wrote down "Happy." They told me I didn\'t understand the assignment, and I told them they didn\'t understand every life."
'
subst = '\\7\\4ay '
result = str.gsub(re, subst)
# Print the result of the substitution
puts result
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