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Hey, it's Ryan… | In this issue, I'm sharing the simple annual planning ritual my wife and I complete every year to "save the date" for what matters most before the craziness of the New Year creeps in. | Here's what you'll learn: | How I plan our year without starting with goals The simple way I decide what gets first claim on my calendar Why "save-the-date-calendar-blocking" beats perfect planning How we make room for family, work, and rest without overthinking it The one question that instantly reveals if your priorities are out of whack
| Let's get into it… | P.S. I'm looking for 5 business owners who want to work 1-on-1 with my team and me to install a custom "operating system" in 2026, so your business can scale and so you can exit the day-to-day. Click here for the details. |
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Quick Hits |
Here's some other content from the Scalable network, plus some other cool stuff I liked and thought you might like, too: |
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The Pre-Loaded Year™ | READ TIME: 2 min. 37 sec. |
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Every December, my wife and I repeat one simple ritual that sets the tone for the entire year. |
We don't set goals. We don't align on projects. We don't make "resolutions." We pre-load our calendar. |
Because here's what I've learned the hard way: If you don't decide what gets first claim on your time, everything else will. |
That's why we follow what I call the Pre-Loaded Year…an annual planning ritual designed to save the dates for what matters most before the year fills up. |
It's built around a simple way of thinking about time: |
Rocks are the can't-miss days you'd regret losing. Pebbles are important, but flexible. Sand is everything else that expands to fill whatever space is left.
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Let's get into it… |
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Step 1: Pre-Load Your Family Rocks |
For me, family gets first dibs on my calendar, because how can I say my family is my "#1 priority" if all they ever get are the leftovers? |
For us, that means blocking the non-negotiables first: |
A 30-day family vacation every year A shorter Spring Break trip Multiple 1–2 week trips with just my wife and me Major holidays and family traditions Birthdays, anniversaries, and graduations Sports tournaments, dance recitals, and other "can't-miss" moments
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I don't need to know where we're going or every detail yet. I just save the dates…because if I don't, those days will get taken by something else. |
Step 2: Pre-Load Your Work Rocks |
Next comes work…but only the work that actually matters. |
These are things like: |
Strategic planning days Major events or conferences I'm attending (or hosting) Big product launches or campaign rollouts Key hiring pushes Board or investor meetings
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Interestingly, some things most founders treat as "rocks" are pebbles for me now. Our quarterly planning sessions, for example, don't require me to run them anymore, but yours might. |
There's no right answer. The rule is simple: block the days where your presence truly matters. |
Step 3: Pre-Load Your Fun & Rest Rocks |
This is the part most founders skip (and then pay for later). |
Fun and rest aren't optional extras…they're fuel. |
For me, this includes: |
Golf trips Personal travel Fully unplugged days Recovery time Fitness events
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For example, I want to play 50 rounds of golf this year. That's basically 50 days, so if I don't save those dates now, they won't magically appear later. |
Step 4: Pre-Load Pebbles and Sand |
Once the rocks are in place, you can add pebbles: |
Standing meetings Focus days Content days Hobby days Short trips
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Sand—things like errands, admin, and inbox cleanup—doesn't get scheduled upfront. It fills the gaps as time allows, which is exactly the point. |
IMPORTANT: The goal is not to pre-load every day. Open space is part of the plan. |
The goal is to save the dates for the things that truly matter. |
Step 5: Check Your Ratios |
Finally, I review my calendar and manually count the number of days committed to: |
Family Work, and… Fun/Rest
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Then I ask one question: |
How does this feel? |
There's no perfect ratio, but if I say family matters more than work, I should see more days blocked for family rocks than work rocks. |
In other words, my priorities should be reflected on my calendar. |
That's the ritual. |
It's not about perfection. |
It's not about micromanaging. |
It is about intentionality. |
Because in the end, show me your calendar…and I'll show you your priorities. |
⚡️ Action Step: Open your calendar and save the dates for one family rock, one work rock, and one fun/rest rock in the next 90 days. You don't need details…just protect the time. |
Give it a shot and let me know how it works. |
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Ryan Deiss Co-Founder and CEO, The Scalable Company |
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P.S. I'm looking for 5 business owners who want to work 1-on-1 with my team and me to install a custom "operating system" in 2026, so your business can scale and so you can exit the day-to-day. Click here for the details. |
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