The Top 10 Regrets of the Dying – and How to Avoid Them While You’re Still Alive
Release Date: 10/20/2025
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Please hit Subscribe and tell a friend about the show. https://www.facebook.com/profile.php?id=100076311491473 https://a.co/d/daOhMnN https://a.co/d/jauxQxq https://poshmark.com/closet/toledojoe In this transformative episode of The Year of Profit, Joe Shortridge dives deep into a powerful concept that affects nearly every listener: The Someday Drawer. It’s that place—physical or mental—where we store our dreams, goals, ideas, and intentions we swear we’ll get to “someday.” But as Joe explains, “someday” is not a date on the calendar. It’s a delay tactic that keeps...
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In today’s episode.
We’re talking about the top ten regrets of the dying.
These are the lessons people share at the end of their lives — not out of sadness, but as wisdom.
And the truth is, we don’t have to wait until our final days to start living without regret.
So today, let’s walk through what those regrets are, why they happen, and how you can make changes today to live your best life now.
[SEGMENT 1: Setting the Scene
This episode was inspired by a book written by palliative care nurse Bronnie Ware, who spent years caring for people in their final weeks. She noticed common patterns — things people wished they had done differently.
What’s powerful about this is that every single regret was preventable.
They weren’t about money or success. They were about living authentically, loving deeply, and having courage.
So let’s go through them — the top ten regrets of the dying — and talk about how you can avoid each one.
[REGRET #1: “I wish I’d had the courage to live a life true to myself.”
This one tops almost every list.
People regret living to meet others’ expectations — parents, bosses, friends — instead of following their own path.
So many of us play it safe. We silence that inner voice that says, “I want to write. I want to travel. I want to start my own business.”
We tell ourselves it’s too late, too risky, or too selfish.
But let me tell you — nothing is more selfish than not sharing your true gifts with the world.
Action step:
Ask yourself, “If I had five years left, what would I stop doing today?” Then take one step — just one — toward the life that feels authentic to you.
[REGRET #2: “I wish I hadn’t worked so hard.”
Now, this doesn’t mean you shouldn’t work hard — I’m all for hustle. But most people regret what they worked for.
They missed time with their kids, their partners, their passions — chasing promotions that didn’t bring fulfillment.
We need to redefine success. Success isn’t how much you make — it’s how much time you own.
Action step:
Schedule your priorities before your tasks. If family dinner matters — put it on your calendar like a meeting with your CEO. Because guess what? You are the CEO of your life.
[REGRET #3: “I wish I’d had the courage to express my feelings.”
This one’s tough. People hold in anger, love, gratitude — everything.
They fear rejection or conflict, so they stay silent.
But unspoken words weigh heavy on the heart.
Whether it’s telling someone you love them, or forgiving someone who hurt you — it’s never too late to speak your truth.
Action step:
Text, call, or write to someone you’ve been meaning to reach out to. Tell them what’s real. Even if it’s messy, it’s honest — and that’s freedom.
[REGRET #4: “I wish I had stayed in touch with my friends.”
Life gets busy. We move, change jobs, raise families — and somehow the people who made us laugh the hardest start fading from our lives.
At the end, people often realize that friendship is one of life’s greatest currencies.
Action step:
Make a “connection list.” Five people who bring joy or meaning to your life. Reach out to one person a week — not with a text, but a real call or coffee.
Relationships are profit you can’t measure in dollars.
[REGRET #5: “I wish I had let myself be happier.”
Happiness isn’t a reward — it’s a choice.
Many people stay stuck in old habits, fear change, or wait for “someday” to be happy.
But happiness happens when we let go — when we stop needing everything to be perfect and just be present.
Action step:
Each morning, list three things you’re grateful for — even small ones. Gratitude flips your focus from what’s missing to what’s meaningful.
[REGRET #6: “I wish I had taken more risks.”
Comfort zones are cozy, but nothing grows there.
People regret the chances they didn’t take far more than the ones they did.
Fear will always be there — but courage isn’t about eliminating fear. It’s about acting despite it.
Action step:
Take one small risk this week — something that scares you a little. Maybe start a conversation, pitch your idea, or book that trip.
[REGRET #7: “I wish I had taken better care of my body and mind.”
Our bodies are the vehicles for our dreams. But so many people only realize that after neglecting their health for decades.
Action step:
Move a little more. Eat with intention. Sleep well.
Meditate. Pray. Breathe. Your mind and body are partners in your purpose.
[REGRET #8: “I wish I had pursued my passions.”
Remember those dreams you had as a kid? The art, the music, the invention — all the things you put on the shelf for “someday”?
Someday never comes unless you create it.
Action step:
Pick up that passion again. Paint. Sing. Write. Build. Create something just because. Passion fuel’s purpose.
[REGRET #9: “I wish I had made a difference.”
The dying often reflects not on what they got, but what they gave.
They wish they’d left a legacy, big or small — something that made life better for others.
Action step:
Ask yourself, “Whose life can I touch today?”
Kindness, volunteering, mentoring — it all matters. The ripple you start today could outlive you.
[REGRET #10: “I wish I’d lived more in the moment.”
We spend so much time replaying the past or pre-living the future, that we forget now is the only time that’s real.
People at the end of life often say they wish they’d noticed more sunsets, more laughter, more quiet moments.
Action step:
Put your phone down. Look around. Take a breath.
Life is happening right now.
So there they are — the ten most common regrets of the dying.
But here’s the good news: You’re alive.
That means it’s not too late.
You can rewrite your story — one decision at a time.
Live boldly. Speak honestly. Love deeply.
And remember — profit isn’t just money. It’s time, purpose, peace, and love.
Thank you for joining me today on The Year of Profit.
If this episode moved you, share it with someone who needs to hear it. Let’s help each other live lives so full, that when our time comes, the only thing left to say is, “I really lived.”
The Year of Profit podcast, hosted by Joe Shortridge, is your go-to resource for transforming every aspect of your life. As a seasoned life and financial coach, Joe brings a unique blend of personal development and financial wisdom to each episode. This podcast is designed for anyone looking to improve their mindset, boost productivity, manage stress, and achieve financial success. Whether you're striving to overcome personal challenges, build better habits, or enhance your financial literacy, The Year of Profit offers actionable strategies to help you reach your goals.
Joe’s expert advice covers a wide range of topics, from mental wellness and time management to wealth-building techniques and entrepreneurial mindset. Each episode provides listeners with practical steps they can immediately apply to their daily lives, leading to long-term growth and fulfillment. Through relatable stories and proven strategies, Joe empowers you to take control of your life, create positive change, and maximize your potential.
If you're ready to take your life to the next level and start living with purpose, The Year of Profit podcast is the perfect place to begin. Tune in each week for new insights, motivation, and inspiration to start your journey toward lasting success and well-being.