Dyar, I am so sorry to hear your news, that is so sad. At least Toby had a nice long life and I am sure he must have had some great times living with you, Robyn and Jack of course.
One of the reasons we decided to get another younger dog was because so many of our friends lost theirs and seeing what they went through we decided to at least try and make it a bit easier when the inevitable happens.
Sounds like Jack has taken it okay but if you want to make it a bit easier for him here is a nice site with a lovely poem.
http://rainbowsbridge.com/Poem.htm