Toss Away the ‘Could Haves’ and ‘Should Haves’ Day
Why it matters
EMBRACE THE FUTURE
Today is a chance to move forward with intention and leave behind what no longer serves you.
THE STORY
Toss Away the ‘Could Haves’ and ‘Should Haves’ Day encourages individuals to release the burdens of missed opportunities and regrets. Initiated in 2020, this observance serves as a reminder that dwelling on past decisions can hinder personal growth. Instead, it invites participants to focus on positive actions they can take moving forward. Every year, on the first Friday of October, people across the nation engage in activities aimed at embracing the present.
The day offers a unique opportunity to reflect on personal aspirations without the weight of regret. Individuals are encouraged to write down their perceived failures—those ‘could haves’ and ‘should haves’—and ceremoniously dispose of them, symbolizing a fresh start. This practice not only fosters a sense of liberation but also promotes emotional healing. Many find solace in sharing their experiences with friends or family, creating a supportive environment for personal growth.
Community events often spring up around this observance, where people gather to share stories of bravery and vulnerability. Whether it’s a local coffee shop hosting a discussion group or a park picnic with friends, the spirit of the day is one of camaraderie and understanding. Participants are urged to engage in new activities, whether it’s picking up a forgotten hobby or tackling a long-held dream. This proactive approach helps individuals to break free from the chains of regret.
As Toss Away Day approaches, organizations and schools are starting to recognize its value. Programs focused on mental health and well-being are integrating the day into their calendars, encouraging discussions around self-acceptance and future aspirations. The emphasis is on cultivating a culture where individuals feel empowered to take risks and chase their dreams, free from the shadows of past decisions.
The only limits that exist are the ones we impose on ourselves.
WORTH KNOWING
Cut the Ties
Symbolically sever connections with regret.
Write & Release
Document regrets and dispose of them.
Grow Forward
Focus on new possibilities and goals.
Share & Connect
Discuss aspirations with loved ones.
AROUND THE WORLD
DID YOU KNOW?!
The Birth Year
This observance started in 2020.
Regret Statistics
70% of people feel regret about life choices.
Mindfulness Benefits
Practicing mindfulness reduces anxiety about the past.
Common Regrets
Not pursuing passions is a leading regret.
Cultural Impact
Countries worldwide celebrate similar days.
Therapeutic Practices
Writing about regrets can aid emotional health.
Community Engagement
Local gatherings promote sharing and healing.
READ MORE
The Gifts of Imperfection
Brené Brown
A guide to embracing vulnerability and self-acceptance.
The Power of Now
Eckhart Tolle
Insights on living fully in the present moment.
Regret: The Everyday Crisis
Dan P. McAdams
Explores the psychology behind regret and how to move on.
Wherever You Go, There You Are
Jon Kabat-Zinn
A guide to mindfulness practices for everyday life.
PAIR IT WITH
Symbolically let go of past mistakes.
Focus on new opportunities ahead.
Consider what you’ve learned from your past.
Honor your journey and present self.
Let Go Today
Join us in celebrating Toss Away the ‘Could Haves’ and ‘Should Haves’ Day. Embrace the present and let go of past regrets.

