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How it Started <> How it’s Going

Two fun facts…

Did you know Plan Your Year started on accident?

This is my wife, Anna. We live in Kansas City, but we’re both from Colorado.

Image of Shawn and Anna

Years ago — long before this selfie — we were in Colorado for the holidays, visiting family at Christmas-time.

I don’t remember the exact details, but I believe it was along the lines of this:

My family had plans to go out one evening (I think to see a play), but Anna and I had a newborn who would go to bed around 7pm.

So the 3 of us stayed back while everyone else went out. Once we finally got him to sleep, we had the house to ourselves.

I took some blank sheets of paper from my dad’s office, found a partially-opened bottle of wine in the kitchen, and we spent the evening talking about the upcoming year.

Anna and I had an amazing conversation talking about the short-term future. Things like what projects we wanted to do around the house. What trips we wanted to take. Our money goals. And more.

We were able to get on the same page about what was important to us.

And then, those few pieces of paper turned into our roadmap for the next year. And we finally accomplished some big goals we had always been talking about.

What began as an impromptu goal-setting date night thing, turned into an end-of-year tradition.

Then our friends started asking for copies of our questions.

Then, several years later, I made an ugly PDF and tried selling it online.

And from there it really took off.

Now it has pretty much become the most popular thing we do all year.

Image of Plan Your Year testimonials

Every year, my team and I sit down to make updates to the Plan Your Year guidebook. We take your feedback and input and use that to make improvements.

This year, there are two major updates:

  1. All-new walkthrough videos to accompany your guidebook.
  2. A new Business Assessment tool along with a bonus video walking you through my framework for running a simple, focused business (for all you founders, consultants, and agency owners in the room).

Image of new features in the Plan Your Year product

I WANT PLAN YOUR YEAR »

Anyway…

Quick reminder that I’m offering you a huge discount on the Plan Your Year bundle.

But the discounted pricing is only good for a few days.

I hope you’ll snag it while you can.

Don’t miss out on the best price for the most popular bundle of 2025.