Yes, your first option was one of my original attempts:
SELECT tblPerson.LastName, tblPerson.FirstName, tblPerson.Role
FROM tblPerson, tblTitles
WHERE tblPerson.Role Like '%' + tblTitles.title + '%'
GROUP BY tblPerson.LastName, tblPerson.FirstName, tblPerson.Role;
It does not error, but it...