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Chronicles

The story behind the story

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As Slack gets criticism from power users for its WYSIWYG editor and plans an option to revert, a look at the history of Markdown, used by Slack's old interface

Slack just updated its longtime editor for its primary interface—and the rich-text result hints at a longstanding tension …

VICE Ernie Smith

Context & Ripple Effects

Slack's original editor was built on Markdown, letting power users format messages by typing syntax rather than clicking buttons. The new WYSIWYG interface replaces that with rich-text controls, and the backlash from those same users has been sharp enough that Slack is already planning a revert option.

This isn't Slack's first tug-of-war over how its text works: its 2015 revamp of the long-form Posts feature was aimed at competing with email rather than serving keyboard-first users. The stakes are retention — a tension that resurfaces in Slack's 2023 biggest-ever redesign, which again leaned toward power users with a new Home section and unified Activity window.

First-order effects

  • Power users who compose messages in Markdown lose their workflow overnight, and Slack's planned revert option becomes the pressure valve deciding whether they stay or grumble indefinitely.

Second-order effects

  • The episode forces Slack to treat editor preference as a persistent setting to maintain, not a one-time migration — every future interface change now carries an explicit 'keep the old way' tax.

Third-order effects

  • With Markdown's quiet rise since its 2004 launch now spanning the tech industry (as its history shows), collaboration vendors face a structural choice between graphical interfaces that onboard mainstream workers and syntax-based input that retains technical ones — defaults, not features, become the battleground.

The trend: Collaboration tools keep colliding with the text-formatting conventions of their most vocal users, and revert options are becoming the standard peace treaty.

Discussion

  • @shortformernie Ernie Smith on x
    Over at @motherboard I have a lot of thoughts on Slack, rich text editors, and why Markdown struggles with mainstream acceptance: https://www.vice.com/...
  • @katienotopoulos Katie Notopoulos on x
    This actually describes a different and opposite problem than I see most users in Slack chats I'm in having: we want actual plain text so we can do ~this~ or *this* without triggering Markup https://www.vice.com/...
  • @artemr Artem Russakovskii on x
    Oh boy, the new WYSIWYG editor @SlackHQ forced on everyone doesn't do well with pasting code, and I'm wondering wtf they were thinking shipping the product in such a state, after supposedly doing user testing. More: https://quuxplusone.github.io/ ... https://twitter.com/...
  • @alexislloyd Alexis Lloyd on x
    It's been fascinating to hear everyone's take on the slack text editor. Personally, I think adding formatting tools implies a formality of communication that seems at odds with the intent of the software. Feels like way too much cognitive overhead for chat. https://twitter.com/..…
  • @vice @vice on x
    UPDATE: Slack has decided to bring back Markdown. https://www.vice.com/...
  • @carnage4life Dare Obasanjo on x
    Slack's WYSIWYG editor is an example of destroying an experience that works for your most engaged users by focusing on casual users. Rookie move not to make it optional. Funnily rich text editing is something Teams got tight that Slack is copying poorly https://quuxplusone.github…
  • @wongmjane Jane Manchun Wong on x
    Unlaunched after 179 days of development 🙃 https://twitter.com/...