One email sent the wrong way when tired. One change in legislation (to e.g. retrospectively criminalise an activity or legalise a certain type of snooping). Now your company's IP is compromised. Or now your in jail. Or now you can be blackmailed.
Furthermore the idea that you will be encrypting the mail may cause tired future you to write something you wouldn't put on a post card.
So unless you are perfect and never ever click in the wrong place good luck in this brave world of ours.