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

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  • TRAVEL
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The Optimistic Musings of a Pessimist

  • ABOUT
  • TRAVEL

My Photo Organization System (From iPhone to Photobook)

Diane recently asked if I use photos John has taken in our photobooks. You know I can take a simple question and turn it into (checks WordPress stats) an 866 word post!

100% yes!!…

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  • Family, Habits, Organization
  • Feb, 02, 2026
  • 37 Comments

Happy Things Friday: 30 January

Well, that was a doozy of a week!

My part of the world (and honestly, most of North America, it seems) got walloped with winter. It was absolutely frigid and, to add insult to injury,…

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  • FIG Collective, Happy Things Friday, Life
  • Jan, 30, 2026
  • 49 Comments

How (and Why) Did We Pay Off Our Mortgage?

It always makes me so happy to get a post idea from a reader, so a huge thank you to Maura!

(Her request stemmed from my 2025 Financial Review/Money Pie.)

Thank you for posting. As…

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  • Frugality, Home, Money
  • Jan, 29, 2026
  • 31 Comments

Demerits and Gold Stars: January 2026

When I did a bit of navel-gazing about the past year of blogging, one thing that came up multiple times was how much people seem to enjoy reading about my Demerits and Gold Stars.

Let’s…

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  • Demerits, Gold Stars
  • Jan, 28, 2026
  • 30 Comments

Well, Butter My Butt and Call Me a Biscuit

Years ago, while visiting my sister in South Carolina, we came across a little book of “country sayings,” and we still laugh about it to this day.

The title? Butter My Butt and Call Me…

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  • Personality Insights, Language, Quotes
  • Jan, 27, 2026
  • 54 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

Five FIGs At the End of a Heavy Week

A quick reminder that one week from today—next Sunday, February 1—we’ll start tracking FIGs. For more information, here are all the details about our online gratitude crew.

The world has felt especially heavy…

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  • FIG Collective, Gratitude
  • Jan, 25, 2026
  • 46 Comments
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