|||

PTPL 170 · The Calendar Trick That Changed How I Mark Maybes

A simple idea from Merlin Mann, a fight with Apple Calendar, and the double dashes I use today

Month calendar and task list iPhone widgets on an angle, white type on black and grey background with red text and border highights

This week I wrote about Merlin Mann’s Wisdom Project where the Father of 43-Folders shares life lessons he has learned — often through painful experience.

One of them is an intriguing tip for uncertain calendar events:

  • Your calendar represents a portfolio of promises to your future self. Treat it that way.
    • Thus: The only events allowed on a serious person’s calendar are commitments about time, location, and effort that will die if they are not successfully completed on a specific day. Full stop.
    • Corollary: If you’re only tentatively committed to a calendar item—especially if the time of the event has not been mutually confirmed—title the event using Spanish-language questions marks. A future event like ¿Pick apples with Aunt Sue? successfully blocks out the time while also affording a quickly scannable reminder about events that still need to either be formalized or deleted.

I love the idea of the Spanish question marks surrounding tentative calendar entries, but putting it into practice proved difficult!

¿What to do when double question marks don’t work?

For some reason I have yet to discover, pressing the Option + Shift + ? key combination doesn’t work on my Mac. It’s supposed to, but it doesn’t. Yes, I’ve tried installing the ABC keyboard; that doesn’t work either.

Now I could add a Spanish keyboard and switch to that to type the ¿. What I really want, though, is a quick keyboard shortcut.

Screenshot of Keyboard Maestro text expanding macro using the string /qq to insert text (¿) by typing.

So I’ve come up with /qq, in honour of the Mann himself. I made it into a text expander snippet in Keyboard Maestro, but you could also do it in Espanso, or with the built-in Mac and iOS Text Replacement feature. FYI you really don’t need anything fancy on iOS devices, as long-pressing the ? always brings up ¿.

And today I used it for the first time. Someone called to make an appointment they said they’d confirm later this week: the perfect opportunity to add it to my calendar the way Merlin recommends. It’s good to be able to see the maybe status of this task as I peruse the week to come!

BREAKING NEWS: Apple broke this hack

Apple, in their finite wisdom, have decided they will micro-manage our lives by deleting white space and punctuation marks from the beginning of Calendar events. Other calendars, like Fantastical, seem to leave them alone.

Rather than try to force  Calendar to work (I’m sure there are ways), I’ve changed over to --Appointment? instead. It still communicates the uncertain nature of the entry, and stands out nicely from firmer do-or-die” events.

In case you are wondering, that is very deliberately a double -- rather than the elegant (but sadly overused, these days) em dash. The stuttering nature of two consecutive dashes provides enough visual disruption to draw my eye to the event, reminding me that a follow-up conversation with the involved parties needs to take place.


You may also like to check out Analog Offices take on 43-Folders.


💬 I love to hear from readers! email hello at ellanew dot com or message me on Mastodon or Bluesky.

If you get value from my work I invite you to share this post with someone you think will like it and / or contribute to my support jar.  You may also like to check out the free resources on my productivity themed Gumroad store or the Comfort Quotes I made to help people going through tough times.

You can follow my RSS feed https://ellanew.com/feed.rss, or sign up to receive posts in your inbox.  

Up next 43-Folders: The Original Analog Productivity Hack A simple system for organizing tasks, reminders and documents so your future self always has what they need, when it's needed
Latest posts PTPL 170 · The Calendar Trick That Changed How I Mark Maybes 43-Folders: The Original Analog Productivity Hack Merlin Mann’s Wisdom Project PTPL 169 · Mac Tips for Beorg Files Plus a 2-Tool Productivity Approach PTPL 168 · Stop Saving Everything, Start Reflecting on What You Feel Compelled to Save PTPL 167 · When Productivity Sheds Her Skin PTPL 166 · Beorg May Well Be the Best Free iOS Plain Text Task Manager PTPL 165 · 30 Seconds to a Truly Useful Read-It-Later System PTPL 164 · Each Note in Its Own Space: a JA Westenberg “Object Pages” Review PTPL 163 · Your System Must Be Able to Survive the No-App, Blank Page Test PTPL 162 · 4 Questions You Must Answer Before Embracing a New Tool PTPL 161 · Markdown, Emacs, and Vim Walked Into a Bar… Are Moleskine, Obsidian Sync, Markdown, Vim, and Pizza Over or Under Rated? PTPL 160 · A New Mac App That Can Add Notes, With Calculations, to Obsidian PTPL 159 · The One Vital Step Before Adopting a Done-for-You PKM System Typing / Phonetic Drum Machine PTPL 158 · Finding Relief From Overwhelm When Paper Isn’t an Option PTPL 158 · Finding Overwhelm Relief When Paper Isn’t an Option PTPL 157 · Journelly is the iOS Org App You’ll Love (Even if You Don’t Do Org) PTPL 156 · Oh, You’re Leaving Obsidian? Don’t Forget Insurance in Your New App The Divine Gifts and Roles of Women PTPL 155 · The Moleskine Cahier Layout That Dethroned the Wonderland222 PTPL 154 · Spaced Repetition in One Plain Text File PTPL 153 · Working With the Garage Door Up Is Great (But You Might Want to Get Dressed First) PTPL 152 · Append, Not Prepend, if You Want to Craft a Dashboard at the Top of Your Daily Notes One Big Text File - the What and the Why Yes, Plain Text Friends, Some Open Formats Are Opener Than Others PTPL 151 · Why the Openest of Open Formats Isn’t the One for Me PTPL 150 · Simplicity Is Great but There’s a Key Lesson in This Genius Complexity PTPL 149 · 3 Tiny PKM-Themed Wisdom Snippets to Beat Digital and Analog Overwhelm PTPL 148 · How to Keep Your Googly Eyes on Your Mouse Pointer (and Off Google)
... ... ... ...