IndexError!!

import sys
import os
import random

shoplist = []

dinner = random.choice(shoplist)

def today(message, choice):
    print("This machine will work out a random item for you to have at dinner today from           your shoppinglist")
    accept = input("Do you want to let it pick? Y/N").lower()
    if accept == 'n':
        sys.exit("no worries, enjoy making the decision yourself")
    else:

        print(message + "is ", "{}".format(choice))
        sys.exit("enjoy")

def startagain():
    try:
        start = input("would you like to start again? Y/N").lower()
        if not start.isalpha():
        raise ValueError("Sorry only letters")
    elif start != "y":
        sys.exit("bye")
    except ValueError as err:
        print("Try again. {}".format(err))
    else:
        shoplist.clear()
        main()



def helps():
    print("Enter DONE to finish your list and see it \n"
          "Enter SHOW to see your list \n"
           )


def clear():
    if os.name == 'nt':
        os.system('cls')
    else:
        os.system('clear')



def addtolist(item):
    clear()
    if len(shoplist) < 1:
        shoplist.append(item)
    else:
        try:
            placement = int(input("where would you like to place your new item?\n"
                              "press enter to input it to the end of your list\n"
                              "?"))
        except ValueError:
            print("Error")
            shoplist.append(item)

        else:
            shoplist.insert(placement - 1, item)

    for index, item in enumerate(shoplist):
        print("{}. {}".format(index + 1, item))




def show():
    clear()
    for index, item in enumerate(shoplist):
        print("{}. {}".format(index + 1, item))




def main():
    while len(shoplist) < 10:

        try:
            item = input("> ").lower()
            if len(item) > 15 or len(item) <= 1:
                raise ValueError("That item is too long to spell or is too short")
                continue
            elif not item.isalpha():
                raise ValueError("Thats a number not an item..")
                continue

            elif item == "done":
                sys.exit()
            elif item == "show":
                show()
                continue
            elif item == "help":
                helps()


        except ValueError as err:
            print("Something has gone wrong. {}.".format(err))



        else:

            addtolist(item)

    else:
        print("you have reached the limit of 20 items")
        today("Here it is:", dinner)


main()