I just ran into the generation 30 glitch too. When I select a kid to be the new head of the family, it doesn't show on the family list. The kid selected ( who is unmarried) shows she has 3 kids (has none, I just picked her). When I go to Families it now always shows the new generation button. I have restarted several times and the kids now vary from the ones that should be there (my last family's kids) and ones I've never seen before, and they don't have names. Even if you do give one a name and select it, it never appears on the family list, never gets a marriage proposal, etc. Waaa