The Slack Message That Made Me Rethink Everything

January 16, 20255 min read

The "[Scheduled]" Habit That Gave Me Away

Picture this: It's 8:07 AM. Your team is settling in with their coffee, and they see this message from you:

"[Scheduled] Good morning! Had some thoughts on the proposal we discussed yesterday..."

That little "[Scheduled]" at the beginning? That's not a Slack feature. That's something I manually typed into every message I scheduled for morning delivery.

I learned this from a founder I worked with at an early-stage company, someone I deeply respected for their work ethic. When they showed me how they schedule messages in Slack, they always prefaced them with "[Scheduled]" so people would know the message was written earlier but sent at a civilized hour.

"It's considerate," they explained. "People know you're not expecting an immediate response since it was written last night."

I thought this was brilliant. Considerate, even. So I adopted the habit immediately.


The 3 AM Messages I Wanted Credit For

Here's what my routine actually looked like:

It's 2 AM, maybe 3 AM. I'm still working (because of course I am). I draft a message—maybe a project update, a new idea, or feedback on something. But instead of hitting send, I schedule it for 9 AM the next morning.

And I always, always started it with "[Scheduled]."

"[Scheduled] Quick update on yesterday's client call..." "[Scheduled] Had some thoughts on the new process..." "[Scheduled] Following up on our earlier conversation..."

I told myself this was considerate. "If I message someone at 3 AM, they might think I'm expecting a response right away. This way, they know it was written earlier but I'm respecting their boundaries."

But let me be brutally honest about what that "[Scheduled]" was really doing: It was a humble-brag disguised as consideration.


The Conversation That Exposed Everything

The wake-up call came during a casual conversation with a colleague. I mentioned how I always turn off my Slack status when working late so it doesn't show that green "active" dot.

Their response stopped me cold: "Really? I like people to know when I'm working late."

That's when it hit me.

We were both performing dedication, just differently. They wanted the real-time credit. I wanted the delayed credit with plausible deniability.

The "[Scheduled]" wasn't about protecting my team's boundaries. It was about advertising my late-night dedication while maintaining the appearance of being considerate.


What I Was Really Advertising

Let me be honest about what that "[Scheduled]" was designed to communicate:

"Look, I was working at 2 AM thinking about this project, but I'm considerate enough not to disturb you. Aren't I both dedicated AND thoughtful?"

I wanted people to see that 9 AM message and think: "Wow, they were working late last night on this, but they're so respectful of boundaries. What a great leader."

The "[Scheduled]" tag was my way of having it both ways: all the martyrdom points for late-night work, plus bonus points for being "considerate" about it.


The Performance I Didn't Realize I Was Giving

Every "[Scheduled]" message was essentially announcing: "I was working when you weren't, but I'm evolved enough to respect your sleep."

But here's what I was actually communicating:

  • "I sacrifice sleep for work" (and you should notice this)

  • "I think about work at 3 AM" (isn't that impressive?)

  • "I'm considerate about boundaries" (while simultaneously violating my own)

  • "This couldn't wait until actual morning" (spoiler: it could have)

The most ridiculous part? If I was truly being considerate, I would have just... waited until morning to write the message.


What I Was Actually Teaching My Team

My "[Scheduled]" habit was modeling some pretty toxic messages:

Work martyrdom is admirable. The subtle message was clear: if you want to be seen as dedicated, you need to sacrifice sleep and personal time. And you should make sure people know about it.

Boundaries are performative. I was teaching my team that real consideration means working unsustainable hours but scheduling the evidence to arrive at convenient times.

Appearance matters more than substance. Working at 3 AM isn't productive—it's usually desperate. But I was teaching everyone that looking dedicated was more important than actually being effective.

You should announce your sacrifices. Instead of just doing good work, I was modeling the importance of making sure everyone knew exactly how much you were sacrificing.


The Gradual, Uncomfortable Realization

It wasn't a lightning-bolt moment. The realization crept in gradually as I started to notice my own behavior.

I liked typing "[Scheduled]" at the beginning of messages. I liked that people would know I'd been working late. I liked the subtle signal it sent about my dedication.

But I also started to notice: I never scheduled truly urgent messages. If something was actually urgent at 3 AM, I sent it immediately. The "[Scheduled]" messages were always things that could have waited until actual morning.

So why was I working on them at 3 AM? And why did I need everyone to know that I was?


What My Team Never Said (But Probably Thought)

My team never gave me direct feedback about the "[Scheduled]" messages. But looking back, they probably thought: "Maybe just go to sleep and write this in the morning?"

No one ever said, "We love knowing you were working at 3 AM on our behalf." No one praised my consideration.

What they probably saw was a leader who was more concerned with performing dedication than actually being sustainable or effective.


The Culture I Was Accidentally Maintaining

Without realizing it, I was buying into a culture where:

  • Performance of hard work mattered more than actual results

  • Announcing your sacrifices was expected

  • Working unsustainable hours was seen as commitment

  • Boundaries were something you performed, not something you actually maintained


What I Tell Leaders Now

If you find yourself adding "[Scheduled]" to messages, ask yourself:

  • What are you really advertising?

  • Would your business actually suffer if this waited until morning?

  • What story are you trying to tell about your dedication?

  • What are you modeling for your team about sustainable success?

The most considerate thing you can do isn't to work at 3 AM and advertise your consideration about timing. It's to trust that your morning thoughts will be better than your exhausted midnight thoughts.


The Leadership Lesson I Wish I'd Learned Sooner

Your team doesn't need to know you were working at 3 AM. They need to know you can handle your responsibilities without sacrificing your well-being.

They don't need evidence of your late-night dedication. They need a leader who models what sustainable success looks like.

And they definitely don't need "[Scheduled]" reminders that you think work is more important than sleep.

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