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The Optimistic Musings of a Pessimist

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The Optimistic Musings of a Pessimist The Optimistic Musings of a Pessimist
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The Optimistic Musings of a Pessimist

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Browsing Category

Planning

A 2027 Sprouted Planner Giveaway! (Two Winners!)

One of my favourite moments OF THE ENTIRE YEAR is cracking open a brand-new planner.

The possibilities!

The blank space! (Especially lovely to this minimalist introvert.)

The Fresh Planner Enthusiasm! All those new habits to establish! All…

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  • Planning, Giveaway!, Holidays
  • Nov, 09, 2026

How We Planned for 110 Days in Europe: Our Itinerary + Travel Planning Tips

At the end of our 110 days in Europe, I put out a call for reader questions. Because there were so many—and a fair amount of repetition—I’m going to answer them thematically spread across…

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  • Travel, Ask Me (Almost) Anything, Euro Adventure, Planning
  • Jul, 30, 2026
  • 16 Comments

My Hack for Picking Outfits for a Carry-On Only Trip

This is my process for choosing clothes to take for a carry-on-only trip. (We’ll be in Europe for 3.5 months—March through June—which means preparing for a pretty wide range of weather.)

Now, when I say…

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  • Organization, Personality Insights, Planning, Travel
  • Feb, 26, 2026
  • 38 Comments

I’m Not Leaving the Internet. Just the Country!

It’s less than a month until we leave. So… what happens to this blog while we’re living abroad?

Short answer: I’m not disappearing.Slightly longer answer: things might look a little bit different.

A few people…

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  • Blogging, Euro Adventure, Planning
  • Feb, 09, 2026
  • 38 Comments

We’re Really Doing This!!! An Update on Our Epic European Adventure

So much of my mental bandwidth lately has been going into planning for Europe. While all the regular rhythms of daily life continue as usual, I feel like my brain is also subdivided—one part…

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  • Euro Adventure, Family, Planning
  • Jan, 26, 2026
  • 52 Comments

A Few Christmas Reflections + My Goals for 2026

Is anyone else feeling discombobulated? When we headed to church this morning, my life did not compute. It’s Sunday?? What? How? When?

We’ve had a fantastic holiday, which I will eventually get around to recapping….

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  • Goals, Habits, Personality Insights, Planning
  • Dec, 28, 2025
  • 47 Comments

My Top Five Favourite Christmas Traditions (Then/Now Edition)

I know I’ve talked a few times about various Christmas traditions, but I can’t find any record of me ever ranking them.

Since we’re talking about Christmas (which I love) and I’m actively trying to…

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  • Christmas, Planning, Top Five/Bottom Five
  • Dec, 22, 2025
  • 42 Comments
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