Some ideas and sites that could help in his search.
Robert's parents are Jean Paul and Dennis Smith. He needs to get the marriage certificate through Ontario Vital Statistics to see what information that it has. If he has a birth date for the mother Jean, he should be able to track down a birth certificate for her as well. Sometimes these certificates will give maiden names. The same for the grandmother Janet. Get as many certificates as possible.
Also, if he knows where the gravesites are for all members of the family, sometimes year of birth is on the stone. This could help in future searches. Also contact the cemetery to see if they have more info.
Hamilton Public Library has a "Ask a Librarian" section and if you have specific questions, they may be able to help with things like obituary searches.
www.myhamilton.ca/publiclibraryhttp://freebmd.rootsweb.com/cgi/search.plYou can search through this site as you get more information to see if you can match up some births or marriages.
Many parent's named there children after members of there family. That is something to keep in mind when searching. Janet Paul could have had parent's or siblings that she named her children after.
As you piece information together go to the ancestry sites, UK census sites, Canadian census sites.
I couldn't find any info on immigration through ancestor's on board. Where did you get the info from. Sometimes passenger lists give info as to an address or contact in the country coming from or going to. You could also pursue that lead as well.
I would definitely start with the death certificates and go back from there.
Good luck with the search and post info as you find it. There are lots of great searchers on this site but we could use a bit more info.
Val