Biggest Regrets in Life and Working Through Them
Many people experience regret, but their biggest regrets in life often become a focus in their twilight years. Fortunately, there are ways to work through these regrets and address them in their tracks, so you live a fulfilling existence. This article provides suitable ideas.
Table of Contents
- Introduction
- #1 Most Common Regret
- #2 Most Common Regret
- #3 Most Common Regret
- Carpe Diem- Learn to Seize the Day and Live Life with Fewer Regrets
- About Opal
- FAQs
- Additional Resources
Key Takeaways
- People often live and die with regrets, the most common of which are not being true to themselves, not sharing their feelings, and not taking more time to be with their loved ones.
- These regrets can potentially be reconciled at the end of life through conversations, journaling, get-togethers, travel, and other experiences.
- People should also seize the day to make life more fulfilling and minimize regrets.
- Consider how regret impacted your life during the afterlife preplanning process.
Intro: Working Through the Biggest Regrets in Life
At 30 years old, Kyle Scheel, crazy ideas expert, threw himself a funeral instead of a birthday party. He wasn’t dying. But he wanted to say goodbye to his 20s in a memorable way. So, he built a 15-foot Viking ship out of cardboard and invited his friends and family to help him light it on fire. As the flames burned, Kyle said goodbye to all the grief, sorrow, and regrets from the last decade of his life.
The video of his ceremony went viral. Many viewers felt inspired to let go of their failures, heartaches, and regrets. This led Kyle to build an even bigger cardboard Viking ship to burn the stories of regret and pain for the 20,000 people he interviewed.
Building a Viking ship is quite a feat, and it may not be the ideal way for everyone to reconcile regret, but there are ways to reverse regrettable behavior and live life to the fullest. Here are the most common regrets that people face before death, and how to work through them or help others work through them in their final days. At Opal Cremation, working with families in Los Angeles and Orange County during these moments has given us a unique perspective on what truly matters at the end of life.
#1 Most Common Regret Before Dying: “I wish I’d lived true to myself”
According to Bonnie Ware, a former palliative care professional and author, this is the most common regret before death. As the end of life approaches, people tend to reflect on how they sacrificed their own dreams and happiness to please others. They regret wasting precious time living how others thought they should instead of being true to themselves.
Some wish they had taken that trip. Others wish they’d worked toward their dream rather than a more “sensible” job or lived true to their identity instead of trying to please others.

How to help live a truer, more authentic life
Reflecting on past accomplishments, achievements, and happy memories can dull the sting of this regret. Instead of thinking about what you didn’t do, reflect on all the goals you’ve reached throughout your life.
And remember, it’s never too late to plan a trip to visit a special place you’ve always wanted to see. If travel is not possible, consider creating the experience at home. For instance, if you’ve always wanted to go to Italy, decorate your patio with string lights and enjoy an authentic Italian dinner al fresco.

As a cremation company, it’s not unusual for us to deal with clients experiencing regret over a relationship with a lost loved one. We recommend counterfactual thinking, which involves considering alternate outcomes to regrettable situations. While this can lead to more negative thinking, it can also encourage people to consider how things could have gone worse. It also enables learning from regret.
#2 Most Common Regret Before Dying: “I wish I’d shared my feelings”
People often regret not sharing how they felt sooner, whether it’s unexpressed love or suppressed pain. Things go unsaid to keep the peace, only to fester over time. Not only does this contribute to ill health, but it can also prevent friends and family members from healing old wounds.
Unfinished business is one of the biggest regrets at the end of life. With the clarity that emerges before death, people wish they had expressed their love more often. They also long for closure from unresolved conflicts.
How to help effectively communicate your feelings and needs
If you regret withholding your feelings in the past, tell others how you feel. Promote an atmosphere of honesty and compassion without negativity.
If you are estranged from someone, they may find peace in writing a letter to that person, whether you send it or not. If you have the energy, consider making a few phone calls or arranging visits so they can express their feelings before they pass. This can help both parties to heal.
“Writing about a regret or revealing it to another person moves the experience from the realm of emotion into the realm of cognition.”
Dan Pink, author, from the book “The Power of Regret”
#3 Most Common Regret Before Dying: “I wish I’d enjoyed more time with my loved ones.”
One of the biggest regrets before dying is too much time spent working and not enough time enjoying friends and family. While it is important to do fulfilling work, some find that they could have prioritized family a bit more. They wish they hadn’t missed vacations and playtime with children and grandchildren. People often realize too late how precious and fleeting time together is in this lifetime.
How to help make the most of your time with the people you love
This is another regret not to wallow in. Rather than focusing on the ‘should-haves, think of the valuable memories shared with friends and family. Looking through old photo albums and laughing about the good times can serve as a reminder of a life well lived.
If possible, arrange visits and phone calls with close friends and family. Remind your loved one how much you appreciated the time you spent together.

Many people don’t like to think about their demise and put off pre-planning, often until it’s too late. Southern California families should consider cremation pre-planning, as it reduces emotional and financial burdens during an already stressful time.
Additionally, preplanning allows you to focus on reconciling regret and checking things off your bucket list. It ensures you have few regrets when the end arrives.
Carpe Diem – Learn to Seize the Day and Live a Life With Fewer Regrets
Many try to reconcile regrets when death is near, but it may be a better idea to try to live a life without regrets. Here are some helpful tips:
- Live each day to the fullest. Take time to do the things you enjoy.
- Be true to yourself. Avoiding confrontation is important, but stop when you feel you are compromising your values.
- Spend time with loved ones. Everyone lives busy lives, but should designate time for family and friends, whether it’s a special meal or a few days out of town.
People looking back with regret should know that they’re not alone. As long as we’re still here, it’s never too late to reach out and connect with loved ones. If we focus on what’s truly important and keep things in perspective, we may be able to look back on life with fondness and without regret.
But for those unavoidable moments of loss, pain, and failures, holding a Viking funeral at the end of each decade is not a bad idea.
Dealing with Regret
This convenient table provides advice on reconciling different types of regret.
| Regret Category | Regret Resilience Strategy | Description |
| Not Living True to Oneself | Authentic Self-Reflection | Engage in regular self-reflection and journaling to explore personal values and align daily actions with those values. Consider setting small, authentic goals. |
| Not Sharing Feelings | Practice Vulnerable Communication | Develop open communication skills and practice sharing feelings in a safe environment. Use “I feel” statements to express emotions constructively |
| Not Spending Time with Loved Ones | Quality Time Scheduling | Prioritize and schedule regular quality time with loved ones, even if it’s brief. Use mindfulness practices to be fully present during these interactions. |
| General Regret Management | Mindfulness and Self-Compassion Techniques | Incorporate mindfulness and self-compassion exercises into daily routines to foster acceptance and reduce the emotional burden of past regrets |
| All Areas | Future Visioning and Goal Setting | Regularly visualize desired future scenarios and set actionable goals to achieve them. This helps shift focus from past regrets to future possibilities. |
About Opal Cremation
Opal Cremation is all too familiar with the regret that comes at the end of life. We are honored to serve families in Los Angeles and Orange County with compassionate care. Our all-inclusive direct cremation costs and grief services support Southern California communities during challenging times. Our all-inclusive cremation costs and grief services support our community during challenging times.
For more information on how Opal Cremation can help you, visit our blog or contact us directly at 1-888-963-2299.
FAQs
How to work through regret with the STAR method?
The star method explains the situation, task, action, and result. It can allow you to focus on the positivity of your actions, rather than view them as something regrettable.
What are the types of regret?
Regret can be broken down into four categories as follows:
- Foundation regrets: If only I’d done the work
- Boldness regrets: If only I’d taken the chance
- Moral regrets: If only I’d done the right thing
- Connection regrets: If only I’d reached out
What are lingering regrets?
Lingering regrets are ongoing feelings of sadness related to a disappointing episode in one’s life. They differ from temporal sorrow, which is temporary in nature and more common in human behavior.
Additional Resources
Here are some additional resources you and your family may find helpful:
Before You Send Flowers, Here Are 5 Unique Sympathy Gift Ideas
How to Plan an Unforgettable Celebration of Life
Going Out With a Bang: Cremation Fireworks

