The Calendar Trap
Jan 09, 2025It's The Real Jason Duncan here with another edition of Beyond the Grind, where we help entrepreneurs build thriving businesses without sacrificing their freedom. 🚀
A confession: One year while everyone else was making resolutions, I was diving deep into our client data from my favorite beach spot in Hawaii...
…well, not really.
I was analyzing the metrics, but I wasn’t in Hawaii—I was at home, thinking about Hawaii. 🌴
Looking at our client success metrics, I discovered something startling. 🔍
The entrepreneurs who achieved the most dramatic business transformations didn’t start their changes on January 1st.
In fact, the most successful transitions happened in seemingly random months like March, August, and October.
Here's the kicker: These business owners all shared one trait – they stopped treating transformation as a calendar event and started treating it as a response to clear triggers. ⚡
The Calendar Trap
We've all fallen for it. The seductive idea that a specific date holds some magical power to transform our businesses.
But here’s what I’ve learned from working with hundreds of business owners:
Treating business evolution as an event rather than a process is actually holding you back.
A Better Approach: The Trigger System 🎯
Instead of annual resolutions, I want to introduce you to something that’s worked remarkably well for our most successful clients: The Business Trigger System.
It’s a framework that helps you identify exactly when your business needs to pivot, scale, or transform—regardless of the calendar date.
Here’s how it works:
Your business is sending you signals every day.
These aren’t just metrics or KPIs—they’re triggers that should prompt specific actions.
For example:
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When you find yourself doing the same task for the third time this week → That’s a systemization trigger.
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When you’ve said "I’ll handle it myself" five times in one day → That’s a delegation trigger.
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When you can predict exactly how your week will go → That’s a growth trigger (because predictability = systemization = scalability).
The Anti-Resolution Revolution 💪
Instead of making grand plans tied to a single date, I challenge you to do something different:
Create your trigger list.
Let me share a quick story about this approach in action.
I recently worked with a business owner—let’s call him Roy—who had made the same resolution for three years in a row: "delegate more."
Know what finally got him to actually delegate?
It wasn’t a New Year’s resolution.
It was the day he counted how many times he checked his email during his son's baseball game.
That was his trigger moment.
Roy’s story isn’t unique. I’ve seen this pattern repeat with countless business owners who finally broke free from the annual resolution cycle.
They found success not through yearly planning sessions, but through daily awareness and predetermined response triggers.
Why Traditional Planning Fails
Traditional business planning often falls short for three key reasons:
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It assumes transformation follows a calendar rather than following business needs.
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It puts enormous pressure on a single moment in time rather than creating sustainable systems.
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It ignores the real-time feedback your business provides every single day.
Success Through Systems 🔄
The most successful business owners I’ve worked with share a common trait:
They build systems that respond to triggers, not dates.
These systems allow them to evolve their businesses organically, responding to real needs rather than arbitrary timelines.
They treat their businesses like living organisms that need constant attention and adjustment, not machines that can be reprogrammed once a year.
Action Steps: Building Your Trigger System 📝
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Start a "Trigger Journal" this week:
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Note every moment of business frustration.
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Document recurring tasks that slow you down.
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Track decisions you make repeatedly.
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Create your Response Protocol:
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For each trigger, define a specific action step.
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Set clear thresholds for when to act.
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Build in accountability measures.
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Implement Your First Trigger:
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Choose one trigger from your journal.
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Define the exact response it should generate.
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Set up a tracking system to monitor it.
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Your Challenge
Instead of sharing your business goals for this year (though you're welcome to), I want to know your triggers.
What specific situations will prompt you to take action?
When will you know it’s time to make a change—regardless of the calendar date?
Click here to book a call with me and let me know.
I may be able to help you out.
This is your invitation to join our community of business owners who respond to real signals, not arbitrary dates. 🤝
Here’s to your success,
The Real Jason Duncan 🚀