Reprinted from TidBITS by permission; reuse governed by Creative Commons license BY-NC-ND 3.0. TidBITS has offered years of thoughtful commentary on Apple and Internet topics. For free email subscriptions and access to the entire TidBITS archive, visit http://www.tidbits.com/ TipBITS: Bring macOS Text Replacements Back to Life Adam Engst Although [1]TextExpanderis an excellent choice for those who require numerous text replacements, especially complex ones, Apple's built-in text replacement system is all that many people need for a handful of replacements. It also syncs across all your devices using iCloud Drive, allowing you to use the same expansions on your[2]iPhone,[3]iPad, and[4]Mac. I regularly use eml and ace@ to expand to my email address'the former is easier to type on the iPhone without switching keyboards, while the latter catches my fast reflex typing on the Mac. Similarly, 607- expands to my phone number and 50hick to my postal address. Although I prefer using Control-period to invoke a Keyboard Maestro macro to type 'cheers'¦ -Adam' on my Mac, the sig and Sig (to manage automatic capitalization) text replacements take over that task on the iPhone. I've also started using Slack-style replacements like expanding :roll to ð for the several emoji I employ regularly. You can imagine my frustration when those text replacements fail to work in a specific Mac app, as happened recently. Since they expanded properly in nearly all apps, it took me some time to realize they weren't working in one app and even longer to stop typing the expansion manually and start troubleshooting. Once I finally did, everything looked correct in System Settings > Keyboard > Text Replacements'there is no exclusion list'and I was able to eliminate Keyboard Maestro from the equation. The solution turned out to be remarkably simple. However, the fact that it took me more than a few minutes to discover suggests that others may be equally forgetful. I hadn't recalled that every app that supports text replacements should have an Edit > Substitutions > Text Replacements menu item. Like other toggle menu items in macOS, it switches between checked (active) and unchecked (inactive) states. Since toggle items visibly change only with the presence or absence of a checkmark, it's easy to overlook when this setting has been deactivated. Choose it to add the checkmark, and text replacements will start working again. If text replacements aren't working despite that menu item being checked, toggling the menu item off and back on might help. How did Edit > Substitutions > Text Replacements get turned off? That's what I can't figure out. Since I had forgotten the menu item even existed, there's no way I could have accidentally turned it off manually. Nor have I found a keyboard shortcut that would toggle it after an accidental keypress. Others have experienced this, too, and even though several have suggested that[5]toggling the option in Notescaused it to[6]start working in other apps, I couldn't reproduce any connection between Notes and any other apps. It remains a mystery, but one with a trivially easy fix. References Visible links 1. https://textexpander.com/ 2. https://support.apple.com/guide/iphone/use-text-replacements-iph6d01d862/ios 3. https://support.apple.com/guide/ipad/use-text-replacements-ipad997d96b7/18.0/ipados/18.0 4. https://support.apple.com/guide/mac-help/replace-text-punctuation-documents-mac-mh35735/mac 5. https://discussions.apple.com/thread/255359649?sortBy=rank 6. https://www.reddit.com/r/MacOS/comments/rgtsyc/text_replacement_issue/ Hidden links: 7. https://tidbits.com/uploads/2025/02/Text-Replacements-menu.png .