This is where things also go weird... his brother has the old number now..
.. I left this part out of the story because it just gets more confusing.
So his younger brother took over his old phone number. His brother now has HIS twitter account associated with that number. So when you try the 'password reset using associated phone number' you get a message saying: This number is connected to a different account. It then redirects you back to the password reset page.