Daring to Dream: Celebrating Milestones

Having a dream is a very different animal from making that dream come true; it takes goal-setting and loads of work. It can take compromise and reimagining. Sometimes you may have to back up a few steps, refocus, then restart. One thing you should always celebrate, though, is the milestones you do achieve.

Here is one of my favorite articles from Psychology Today about why you should celebrate, well, everything! Why not celebrate everything? But here is why it’s important to celebrate all the little milestones of a dream, even if they seem trivial:

First, taking time to celebrate a victory boosts your motivation. Even if it seems insignificant to others, it proves to you that you are making progress in your goal. That success doesn’t have to look like what other people would define as success. For example, if you want to write a book and you get one chapter written, this is a win and a milestone for which to pat yourself on the back. The next milestone you celebrate may be finishing five chapters or ten chapters. Next you celebrate finishing the book. Then you celebrate submitting it to publishers. If you get rejection letters, you celebrate that it was rejected because that is part of the process that every writer experiences. You are still on the road to success!

Second, celebrating milestones gives you an opportunity to stop, reflect and perhaps change something that you otherwise would not have considered. If we have a dream or a goal, it doesn’t have to remain stagnant or static; it can (and maybe should) change. But if we never take a moment to celebrate, we might keep our noses to the grindstone so much and for so long that we don’t recognize that we need a pivot to make the dream happen. 

Third, celebrating milestones gives others an opportunity to offer their support. Sometimes people don’t talk about their dreams because if they fail, they would rather it be on the downlow. They don’t want to be embarrassed or ashamed. But reaching a milestone and telling others about it gives your family and friends, colleagues and comrades a chance to be your cheerleaders. They might also offer your important networking or financial support that wouldn’t happen if you never shared your journey and milestones.

In making your dreams come true, make it a point to take the time and celebrate you and the important work you’re doing. It makes a huge difference on your journey.


About Deedee Cummings

Deedee Cummings is a professional dreamer. She is also an author, therapist, attorney, and mom from Louisville, Kentucky. Cummings founded Make A Way Media in 2014 after struggling to find books with characters who looked like her own children and an extreme lack of stories that reflected their life experiences. Books published by Make A Way focus on hope, diversity, social justice, and therapeutic skills for children and adults. Her work has been featured in HuffPost, Forbes, NPR, USA Today, Essence Magazine, Psych Central, Well+Good, and The EveryGirl, among other media outlets. In 2021, she was appointed to the Kentucky Early Childhood Advisory Council by Kentucky Governor Andy Beshear, and reappointed to a second term in 2025 acknowledging her decades long service to the children and families of Kentucky. Deedee is also the founder of The Louisville Book Festival. She was inspired to work to highlight and celebrate a culture of reading in her community after working as an in-home therapist and visiting homes of children who had no books. Cummings believes literacy is a fundamental human right. Her work highlights inspiring messages that remind us all it is never too late to begin again.
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