Given my only exposure with any depth is Christianity (still superficial) I’m using this as my reference. If you read any of the really well-regarded spiritual authors (like the doctors of the church for example) you will read plenty about how your family (or you, of course) could easily be damned to hell. In fact, seeing relatives in hell is probably inevitable. Something even more discomforting to discuss is that, being that you’ve made it to heaven, your will is united to God’s and you would in fact marvel at God’s justice while you watch your relatives suffer in hell.
Eg http://www.newadvent.org/summa/5094.htm
It’s not clear to me that these are especially comforting things to think about, at least superficially.