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Toss Away the “Could Haves” and “Should Haves” Day

Let go of regrets this Toss Away the "Could Haves" and "Should Haves" Day - step into the future and embrace unlimited potential!

Saturday

July 2026

Last updated February 7, 2026 · by the Holiday Calendar Team

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YEARLY DATEThird Saturday in July

OBSERVED INUnited States

CATEGORYHealth

SUBCATEGORYSelf-Care

INTRO

Introduction

PHOTO

Get ready to let go of your past and step into a future full of endless potential on Toss Away the “Could Haves” and “Should Haves” Day this July 20! This unique and uplifting holiday encourages us to let go of regrets and no longer dwell on past mistakes. After all, there's no use crying over spilled milk. Founded by motivational author, Martha J. Ross-Rodgers, this day is a wonderful opportunity to free oneself from the weight of past 'what-ifs' and instead focus on the possibilities that lie ahead. So, embrace this day and allow yourself to soar towards an exciting future!

TIMELINE

Toss Away the “Could Haves” and “Should Haves” Day Timeline

Martha J. Ross-Rodgers' Inspiration

Motivational author Martha J. Ross-Rodgers began to conceive the concept of a day dedicated to releasing regrets and 'what-ifs'.

First Imprint of Concept

The first inklings of Toss Away the "Could Haves" and "Should Haves" Day appear in Ross-Rodgers' motivational seminars.

Holiday Establishment

Toss Away the "Could Haves" and "Should Haves" Day was officially established by Martha J. Ross-Rodgers to encourage people to let go of regrets.

Local Recognition

The holiday started to gain recognition within self-help circles and local communities throughout the United States.

Holiday Goes Online

With the rise of the internet and social media, Toss Away the "Could Haves" and "Should Haves" Day began to gain widespread online recognition.

Global Recognition

Thanks to the universal appeal of its message and global reach of digital platforms, the holiday is now celebrated by people all around the world.

GET INVOLVED

How to Celebrate Toss Away the “Could Haves” and “Should Haves” Day

Write and release

Jot down all your “could haves” and “should haves” on a piece of paper. Once you’ve acknowledged them, burn the paper or tear it up and let it go. This is a powerful symbol of letting go of the past and embracing the future.

MEDITATE

Meditate

Spend time in silence and mindfulness, focusing on the present moment. The practice of meditation can help you let go of past regrets and anxieties about the future and will empower you to live in the here and now.

START

Start a gratitude journal

Rather than focusing on regrets, concentrate on all the good things in your life. Write down at least one thing for which you are grateful each day. This helps to focus on the positive aspects of life and helps you to move on from past regrets.

PLAN

Plan future actions

Turn "could haves" and "should haves" into actionable goals. Create a list of things you want to accomplish or experiences you want to have, and make plans to achieve them. This will help you focus your energy on the future rather than dwelling on the past.

PRACTICE

Practice self-forgiveness

Remember that everyone makes mistakes and sometimes things are beyond our control. Use this day to forgive yourself for any perceived past mistakes and failures. By practicing self-forgiveness, you can let go of regrets and open up to future possibilities.

WHY THIS DAY MATTERS

Why Toss Away the “Could Haves” and “Should Haves” Day is Important

It Promotes Future Goals and Aspirations

This unique day inspires us to convert our "could haves" and "should haves" into future goals. It encourages us to shift our energy towards worthy aspirations and challenges us to envision and create a roadmap for achieving future success, propelling us towards a meaningful and fulfilling life.

It Encourages Letting Go of Regrets

"Toss Away the 'Could Haves' and 'Should Haves' Day" allows us to free ourselves from the shackles of past missteps and regrets. It's a day dedicated to promoting personal growth and put a full stop to laments about missed opportunities and errors.

It Elevates Positivity and Gratitude

Taking part in this day helps us shift focus from past disappointments and look towards the beauty of the present moment and the potential of the future. This fosters positive thinking and facilitates the practice of gratitude, counting our blessings rather than dwelling on past regrets.

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