How to implement this in code?

Could you please revise the question? I don't really understand what you're asking.

Would you like to add an additional number to the contact list phone number?

You might need to add the Dash ( - ) between sets of numbers.

It is an easy task if you rely on the number of phones that each contact has to choose how to print them. If the number of phones is one, you print them the normal way, but there are more than one number, you print them numbering their occurrence.

The snippet below illustrates the logic:

def print_phones(list)
  if list.length > 1
    list.length.times do |index|
      puts "Phone #{index + 1}: #{list[index]}"
    end
  else
    list.each do |phone|
      puts "Phone: #{phone}"
    end
  end
end

some_phones_1 = ['1234', '5678']
print_phones some_phones_1
# => Phone 1: 1234
# => Phone 2: 5678

some_phones_2 = ['8000']
print_phones some_phones_2
# => Phone: 1234

Exemple:

What is the person's name?  Sam
Do you want to add a phone number? (y/n) y
Enter a phone number:  9090
Do you want to add a phone number? (y/n) y
Enter a phone number:  0800
Do you want to add a phone number? (y/n) n
Add another? (y/n) n
----
Name: Sam
Phone 1: 9090
Phone 2: 0800
----

you got it ? Place the numbering side, to identify the telephone number.

• phone 1,
• phone 2
• phone 3 ...

in, if you have more than one number, I would like to arrange and place the numbering

as the phone number and another phone

Alright I think I've got it. You'd like to show both phone numbers on a single line? Name: # Phone Numbers: # and #

If that's what you're trying to do then you'd have to change the syntax so the conditional statement takes two arguments instead of only one.

The code you have is set for one number at a time.

    phone = PhoneNumber.new
    print "Phone number kind (Home, work, etc):"
    phone.kind = gets.chomp
    print "Number: "     < THIS is part of code you'd need to modify so that it prints all numbers instead of one >
    phone.number = gets.chomp
    contact.phone_numbers.push(phone)

Here is my function with each_with_index

def print_contact_list(contact_list)
  puts "-" * 50

  contact_list.each do |contact|
    puts "*" * 50
    puts "Name: #{contact[:name]}"
    contact[:phones].each_with_index do |phone, index|
      puts "Phone ##{index + 1}: #{phone}"
    end
    puts "*" * 50
  end

  puts "-" * 50
end

Output:

Name: Jake Phone #1: 123456 Phone #2: 456789

Name: John Phone #1: 89756