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Check-ins are killing your calendar. In this episode, Erik breaks down why endless reminders are actually a symptom of low confidence and poor expectation-setting—and he teaches a simple leadership “play” that flips the script. Instead of you chasing progress updates, your team will push you the information you need—freeing up your time, building accountability, and strengthening trust.

❓ The Big Question

What if you could eliminate 80% of your check-ins and still have full confidence that the work is getting done?

💡 Key Takeaways

  • Most check-ins are rooted in lack of confidence—either yours or theirs.
  • Telling someone what to do creates dependence; having them tell you creates accountability.
  • Check-ins aren’t about progress—they’re about reassurance.
  • The right system flips responsibility back onto the person doing the work.
  • When leaders stop chasing updates, they reclaim time and build trust.

🧠 Concepts, Curves, and Frameworks

  • Confidence vs. Check-Ins → Your need to check in is usually a sign of shaky confidence.
  • Expectation-Setting Game → Don’t tell; ask them to articulate their plan and timeline.
  • Push vs. Pull Communication → Move from chasing updates (pull) to receiving them automatically (push).
  • Calendar Hack → Put the expectation in their calendar—and yours—as a self-triggered accountability system.

🔁 Real-Life Reflections

  • The “reminder monster” in your calendar probably has a name—what if you flipped that relationship?
  • This approach has been tested with thousands of leaders and eliminates ~80% of check-ins.
  • When people state their own commitments and log them, they are psychologically more likely to follow through.

🧰 Put This Into Practice

  1. Identify one person who dominates your check-in calendar.
  2. Next time, don’t set a check-in—have them set the reminder in both of your calendars.
  3. Ask: What progress should you expect to have made by then?
  4. Have them block time in their calendar with the title: “[Name] to update [Leader] on [specific milestone].”
  5. Watch as updates come to you—without you ever having to chase.

🗣️ Favorite Quotes

“Confidence and the check-in are two sides of the same coin.”

“The game isn’t telling them what to do—it’s getting them to tell you.”

“Stop pulling for updates. Build a system where they push you the information.”

“This one hack eliminates about 80% of reminders and check-ins.”

“Everybody wins when you run this play: you gain time, they gain trust, and the work gets done.”

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68 episodes