Join The Planner Squad Journal Challenge 2021

It’s a new year which means, for many, time to make new year’s resolutions. I am not usually one who likes to make resolutions for the new year. Probably because I know I will only stick to them for a couple weeks at most.

This year is different, though. This year I want to try keeping up with a journal. I don’t want to do it alone, though. I would love to experience this journey with my fellow “Squadettes”. That is why I’ve decided to put together the Planner Squad Journal Challenge.

If you think about it, our planners are like a journal in itself. Raise your hand if you like to keep your old planners, and flip through them to reminisce on what your life was like at that particular moment in time.

I know many of us planner girls do just that. That is why I thought hosting a journal challenge right here within our Planner Squad would be full of fun, inspiration, and accountability.

Planner Squad Journal Challenge

How does the challenge work exactly? Well, basically Squadettes (such as yourself) will sign up to participate in the challenge by filling out the form below (keep reading, it’s at the bottom of the post).

Once you sign up, you will start receiving weekly challenge emails. These emails will guide you to a password protected page with that particular week’s journal prompt.

Of course, you can write more than once a week if you’d like. Some may even prefer to write in their journals daily. We thought that having weekly versus daily prompts will help make keeping your journal seem less overwhelming.


Why Would I Want to Keep a Journal?

Journaling is so good for the soul. It’s a way to put your feelings onto paper, and for many, express their creativity in a very personal way.

Many like to keep journals to pass on to their future children, grandchildren, and so on. There’s nothing more priceless than a record of your loved one’s outlook on life. It’s like having a very special piece of your own history, preserved in a very personal record.

Others prefer to journal simply for themselves. It’s a way for them to vent their frustrations, reflect on some of their fondest memories, or share their deepest worries and concerns. It’s also a creative outlet for many.

Check out some of our very own Squadette’s journals:

Photo submitted by Alex Drevnak
Photo submitted by Deborah Swartz
Photo submitted by Jenn Roberts

Sign up for the Challenge

The great thing about this challenge is that there is no designated start or end time. It is designed to send the email prompts in order, starting from the beginning, no matter when you sign up.

That’s right – you can jump in at any time, and will never be behind! The challenge will continue until we either run out of ideas (not likely with Amy the idea master)

To start receiving weekly challenge emails, simply fill out the form below. Once you confirm your subscription, you will receive the first challenge email. The challenge emails will continue to hit your inbox each week with a new challenge to tackle.


Are you going to participate in the Planner Squad Challenge? Comment below to let us know!

Journal Challenge Week 11

Week 11 of the Journal Challenge has finally arrived. I don’t know about you, but I look forward to these challenges every week. It’s a new bit of inspiration to get my creative juices flowing for the week!

 This week, we’re going to do a little “unwinding”. Keep reading to see what I’m talking about.

Journal Challenge Week 10: Unwind

This week’s journal prompt is “unwind”. I chose this journal prompt because it’s very therapeutic to take some time to unwind and destress at the end of a long day, or when life is throwing you a curve ball.

Writing about these things may help you become more aware of it yourself. I could also help others who read your journal entry (if you decide to share it with others) understand more about you as well.

For this week’s journal challenge, I want you to think about what helps you unwind after a long stressful day. As you think about how you unwind or relax, ask yourself the following questions:

  • What helps you unwind or relax at the end of a hard day?
  • Why does this help you unwind?
  • Do you like to do this activity alone, or with others?
  • If you do this activity with others, who do you prefer to do it with?
  • Is there a special place you prefer to do this activity? If so, where?
  • Does this activity benefit you in other ways than just relaxing you? If so, how?

If you can, include some sort of visual element to your journal entry to give it that much more sentimental value. For example, here are some ideas you may want to include:

  • Pictures of people
  • Printout of a scene from a favorite movie or television show
  • Sketch or some other artistic element
  • candy or food wrappers
  • ticket stubs

There are so many fun elements you can add to your entry to make it even more fun to look back on in the future!


As always, if this journal entry isn’t too personal, we would love to see how it turned out. Snap a photo of your entry and share it with the rest of us on social media.

Anytime you share your journal challenges online, make sure to tag @plannersquad and use the official challenge hashtag #PSJournalChallenge. This week you could also use #unwind. 

We will share some of our favorites with our followers. Til next week, happy journaling!


Have a Suggestion?

Do you like the topics I am coming up with so far? I would love to know any suggestions you have for future prompts. Feel free to comment below or contact me to suggest a journal prompt!

Jenn Roberts, Planner Squad, Chaotic Bliss Homeschooling