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The Trying Times
Weekly Note
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Retired Official Road Trip Planner Tee
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A few days ago, I looked at the calendar and realized we're already well into summer.
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When I was working, summer always felt different. Vacations had to be planned around work schedules, projects, and limited time off. There was always a countdown to a trip and then a countdown back to work.
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One of the things I've come to appreciate most is the freedom to travel when I want, even if that travel is nothing more than a day trip, a weekend getaway, or a walk through a town I've never visited before.
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Travel doesn't have to mean airports, cruise ships, or expensive vacations. Sometimes it's simply getting out of your normal routine and seeing something different.
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A few years ago, I decided to travel alone for the first time. I'll admit, I wasn't sure how I would feel about it. But that experience taught me something important: waiting for the perfect circumstances often means never going at all.
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If you've ever wondered whether solo travel is right for you, I shared my experience in this video:
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Whether you travel across the country or just across town, summer is a good reminder that our time is valuable. The places we've talked about visiting, the experiences we've considered, and the small adventures we've postponed don't automatically happen someday.
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Sometimes we have to make the decision to go.
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A Quick Update on the Companion
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I've also been working on something called the Retired and Trying Companion.
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The idea is simple: a place to find a little encouragement, a daily thought, a journal prompt, and a reminder that retirement isn't something we have to figure out alone.
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It's still early, but I've been encouraged by the feedback and sign-ups so far.
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If you'd like to follow along as it develops and be notified about future updates, you can sign up here:
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There is no cost to join the update list. You'll simply be among the first to hear about new features and future plans.
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Until next time, I hope you find a little time this summer to explore somewhere new—even if it's only a few miles from home.
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Hit the open road in style! The “Retired Official Road Trip Planner” tee is perfect for retirees who love adventure, spontaneous getaways, and a good laugh. Comfortable, durable, and designed for wherever the journey takes you.
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$27.99
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