An exercise I came across on reddit.

gistfile1.py

import random

def convert(number):
  return {
    0 : "Zero.wav",
    1 : "One.wav",
    2 : "Two.wav",
    3 : "Three.wav",
    4 : "Four.wav",
    5 : "Five.wav",
    6 : "Six.wav",
    7 : "Seven.wav",
    8 : "Eight.wav",
    9 : "Nine.wav",
    10 : "Ten.wav",
    11 : "Eleven.wav",
    12 : "Twelve.wav",
    13 : "Thirteen.wav",
    14 : "Fourteen.wav",
    15 : "Fifteen.wav",
    16 : "Sixteen.wav",
    17 : "Seventeen.wav",
    18 : "Eighteen.wav",
    19 : "Nineteen.wav",
    20 : "Twenty.wav",
    30 : "Thirty.wav",
    40 : "Fourty.wav",
    50 : "Fifty.wav",
    60 : "Sixty.wav",
    70 : "Seventy.wav",
    80 : "Eighty.wav",
    90 : "Ninety.wav"
    }[number]

def convert1to9999(number):
  output = ""

  output = output + convert1to999(number, False)
  number = number % 100
  output = output + " And.wav " + convert1to99(number)
  output = output + " Thousand.wav "
  return output

def convert1to999(number, hundreds):
  output = ""
  if hundreds == False and number > 99:
    output = output + convert1to999(number / 100, True)
    return output

  output = output + convert1to99(number)
  if hundreds == True:
    output = output + " Hundred.wav"
  return output

def convert1to99(number):
  output = ""
  if number > 20:
    tens = number / 10
    ones = number % 10
    output = output + convert(tens * 10)
    if ones > 0:
      output = output + " " + convert(ones)
  else:
    output = output + convert(number)
  return output

def say(cents):
  output = ""

  if cents > 99999:
    thousands = cents / 100000
    output = output + convert1to9999(thousands)
    cents = cents - (thousands * 100000)
    if cents / 100 == 0:
      output = output + "Dollars.wav"

    if cents == 0:
      return output

  if cents > 9999:
    hundreds = cents / 10000
    output = output + convert1to999(hundreds, True)
    cents = cents - (hundreds * 10000)
    if cents / 100 == 0:
      output = output + " Dollars.wav"
    else:
      output = output + " And.wav "
    if cents == 0:
      return output

  if cents > 99:
    dollars = cents / 100
    output = output + convert1to99(dollars)
    if dollars == 1:
      output = output + " Dollar.wav"
    else:
      output = output + " Dollars.wav"
    cents = cents - (dollars * 100)
    if cents == 0:
      return output

  if len(output) > 0 and cents > 0:
    output = output + " And.wav "

  output = output + convert1to99(cents)
  output = output + " Cents.wav"
  return output

for i in range(10000):
  cents = random.randint(0,99999999)
  print cents
  print say(cents)