Have decided to give timeboxing a proper go after reading about it. Here is my journal entry on my experience after a week:
Started timeboxing: Tasks in OmniFocus are tagged „Fantastical“, given an estimated duration, and then dragged and dropped in to…you guessed it…Fantastical. I have my iPhone on a stand on my desk with the day view In Apple Calendars open (nice clean day overview, Fantastical doesn‘t offer that), good to see how much time I have left for a task. Tasks are generally 15, 30 or 60 minutes, and can therefore nicely be tracked in half hour Pomodoro chunks, for which I use FocusApp.
It has eradicated over-scheduling. Can‘t fit more in the calendar than fits in there, and with building in 10-20% margin in to estimated duration, I even had time to do a few tasks from tomorrows list! Luckily, nobody really distracted me today, that’s not always the case.
Keep up the system, and tweak it should it need tweaking. I‘m happy with it, good first week!