The Quiet Life with Susan Cain

The Quiet Life with Susan Cain

Your Personal Annual Review: 7 Questions

An indispensable guide to looking back at 2025 -- in order to thrive in 2026

Susan Cain's avatar
Susan Cain
Dec 22, 2025
∙ Paid
Today we’re featuring the magnificent work of Anna Perlin - check out her site here. This one is called “Summer Borders”.

One of my favorite newsletters is The Curiosity Chronicle, by Sahil Bloom, author of The Five Types of Wealth.

Although on the surface, Sahil and I have very different “vibes,” we’ve become great friends, and I find his work to be so full of practical insights that I often find myself sending it to friends and family members. Sahil is also the guest-author of one of our most popular Kindred Letters, How Many Moments Do You Have Left With Your Loved Ones?

Today, I’m honored to welcome him back - on the subject of how to conduct a Personal Annual Review. Here’s Sahil:

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The Personal Annual Review

It’s hard to believe that 2025 is already coming to a close.

The end of the calendar year presents us with a valuable, yet easily overlooked, opportunity:

In our rush to look forward and plan for the year that will be, we often fail to reflect on the year that was.

But a failure to reflect will eventually result in a failure to grow.

I started conducting a Personal Annual Review over a decade ago. It’s been a life-changing exercise—one with an outsized impact on my personal and professional growth and transformation.

Today’s piece shares the structure for my Personal Annual Review.

I hope that it will spark you to conduct your own before year-end, as I know you will gain incredible value from the exercise.

Here are the 7 simple questions that may change your life:

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