Frustrated Woman Looking at Here Laptop - Overbooked Calendar Audit

The 10-Minute Calendar Audit Every Overbooked Leader Needs

October 25, 20255 min read

If you’re like most business owners, you glance at the day ahead and your heart rate jumps before your feet even hit the floor. Meetings stacked back-to-back. No space to think. No room for the inevitable fires that’ll pop up between 9 and 5.

Sound familiar? If so, it’s not just a busy week. It’s a warning sign that your calendar is running you and that you need a calendar audit.

Most business owners don’t notice it happening. You start out trying to stay on top of things like more meetings, more calls, more quick check-ins, until one day, you realize you’ve built a schedule that leaves no room to actually think. You wake up already behind. You race from one thing to the next. And at the end of the week, you wonder why you’re exhausted but nothing feels meaningfully different.

That’s calendar chaos, and it’s quietly slowing your growth.

What Is Calendar Chaos & Why It Matters

When your calendar controls you, you end up reacting instead of leading. And when that happens, three important parts of your business start to wobble:

Long-term thinking - You stop giving yourself time to think strategically. It’s like running a business on salad — it might feel light and productive for a while, but it’s missing the protein that builds real strength.

Your people - Your team watches how you work. When they see you constantly busy and unavailable, they learn that this is what success looks like, and they copy it.

Profit - When you’re racing the clock, decisions get rushed. And rushed decisions cost money.

What would 33% more revenue look like for your business this year? In a Gallup study of 143 leaders, those who protected their time generated 33% more revenue. That means every hour of clutter on your calendar is a choke chain around your growth.

Five Signs Your Calendar Is Running You

Are you scheduling the right meetings? If you’re wondering whether you’ve overbooked yourself or not, here are five clear signs to watch for.

1. You have no thinking hours. Your days are wall-to-wall with meetings, calls, and check-ins. By 4 p.m., you’ve checked off dozens of micro-tasks but haven’t moved anything strategic forward. You’re pedaling hard in the wrong gear.

2. You start the day behind. Before you’ve even had coffee, your inbox is full, Slack is pinging, and you’re firefighting. The day becomes about surviving, not steering.

3. Your personal life runs on leftovers. Family dinners, workouts, and vacations are all postponed until things “quiet down”, but they rarely do. Your calendar decides what gets attention, and personal time rarely makes the cut.

4. Every decision waits for you. Nothing moves unless you approve it. You open your laptop at night to a flood of “quick questions”. You’ve become the bottleneck.

5. Strategic projects keep slipping. The big, growth-driving work keeps getting pushed to “next week.” Your Trello boards gather dust while competitors sprint ahead.

If you’re nodding to one or more of these, your calendar is running you. If you’re nodding to most, it’s already in the driver’s seat.

The 10-Minute Calendar Audit

One of my clients, who runs a 30-person service business, was living through this exact challenge. Her days were crammed. Fridays became “catch-up chaos,” and Sunday nights were spent answering emails she couldn’t get to during the week.

We sat down and did a quick calendar audit and that small reset freed up six hours a week. Within 90 days, her team had refined their sales process and added $180,000 in annualized revenue, simply because she finally had time to think.

Here’s a small experiment you can try this week. It’ll take ten minutes and it could win you back several hours.

  1. Open your calendar for the past two weeks. Look at every meeting and task on there.

  2. Mark each one with a letter:

    • R for Revenue-creating (directly tied to growth or profit)

    • S for Strategic (planning, thinking, problem-solving)

    • A for Administrative or Reactive (necessary but not growth-focused)

  3. Look at the balance. If your calendar is mostly As, it’s time to make space for more Rs and Ss.

Notice the patterns. Which meetings feel purposeful, and which ones feel like habit? Your goal for next week is to shift the ratio slightly, so you can use your reclaimed hours for deep work, strategic thinking, or creative problem-solving — the kind that actually moves your business forward.


The Quiet Power of a Controlled Calendar

Awareness is the first step, and self-awareness is something you practice, one decision, one question, one quiet pause at a time. So before you jump to your next task, take a breath, look at how you’ve been leading this week, and ask yourself: Am I making room for growth for me and for my team?

Before you go, here are three reminders to keep top of mind this week.

1. Your calendar reveals your leadership. If your days are filled with back-to-back meetings and constant firefighting, it’s not just a scheduling issue. It’s a signal. The way you spend your time shows what and who you’re prioritizing.

2. Thinking time isn’t optional. The best decisions and biggest growth moves don’t come from reacting faster; they come from having space to think clearly. Protect at least one block of uninterrupted time each week to step back, plan, and refocus on what will matter 90 days from now.

3. Small shifts create big gains. You don’t need to overhaul your entire calendar to see results. Start by trimming one low-value meeting, delegating one decision, or adding one focused hour of strategy time. Consistency beats intensity every time.


Want to see where your time’s really going? Download the free 1-Page Calendar Control Checklist here.

If this topic hit home, tune in to the full podcast episode here for more insights: The 10-Minute Calendar Audit Every Overbooked Leader Needs

Let us know your thoughts in the comments below.

Brendan helps SME owners (5-100+ staff) scale their business, lift team performance, and sharpen their leadership - without 60-hour weeks.

If you're ready to move from being a 'Hands-On Hustler' to become a 'High-Impact' Leader, check-out the 'High-Impact Leader Club' at www.leadersbydesign.au/hil.

Brendan Rogers

Brendan helps SME owners (5-100+ staff) scale their business, lift team performance, and sharpen their leadership - without 60-hour weeks. If you're ready to move from being a 'Hands-On Hustler' to become a 'High-Impact' Leader, check-out the 'High-Impact Leader Club' at www.leadersbydesign.au/hil.

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