Do more with Contacts
Contacts has a lot going for it. In its Template preferences, define the default information you consider important when creating a new contact. Also, when editing existing contacts, you can drag in a photo that’ll then show up in other apps.
Use the note section in contact cards to add simple keywords, such as “family.” Choose File > New Smart Group and set a condition for “Card contains” followed by your keyword. That group can then be used in Mail; to aid autocompletion in Mail’s To field, prefix the group’s name in Contacts with a symbol, such as $.