Free (with subscriptions) From Dyrii, dyrii.com Needs OS X 10.11 or later
Journaling helps you see what you’ve achieved and plan for the future, and can be good for your mental health. It can also be a chore, but Dyrii automates a lot of the tedious record-keeping, leaving you free to work on more subjective content, like who you met and how you felt.
Dyrii has apps for macOS and iOS, and, to get the most out of it, you ought to run them side by side. That way, your phone can handle your check-ins, allow you to quickly add photos and sketches and to log your physical state as you pick ailments from a (very comprehensive) list. It’ll even track your movements if you let it, and plot them on a map — a feature that performed well in most of our tests, but occasionally drew straight lines when it lost network coverage. The result is a timeline cataloging your day-to-day life.
Your timeline can be protected using a password or TouchID, and synced across devices upon payment of a subscription. The lifetime sub costs $24.99, but you might like to try the $0.99 one-month option first to see if you like it.
The bottom line. Perfectly balanced features and simplicity of use easily justify the subscription.