Meet David Simmons

We’re excited to introduce you to the always interesting and insightful David Simmons. We hope you’ll enjoy our conversation with David below.

David, we’re thrilled to have you sharing your thoughts and lessons with our community. So, for folks who are at a stage in their life or career where they are trying to be more resilient, can you share where you get your resilience from?

Resilience is something that must be exercised daily, and the thought that comes to mind whenever there is doubt are, “You’re a great man.” This self assurance was forged at a young age by my father who imprinted the idea that my brother and I would be great men someday. He made us repeat these words whenever we saw him. I’ve also witnessed my father beating drug addiction with God’s help and understanding how powerful words can be to shape your life, and how it’s the paintbrush of creating the masterpiece that is your future.

Thanks for sharing that. So, before we get any further into our conversation, can you tell our readers a bit about yourself and what you’re working on?

I’ve spent years obsessed with one question: How do we erase the taboo around end-of-life preparation? For me, it’s not about death — it’s about leadership. It’s about becoming the Chief Executive Officer (CEO) of your life — someone who takes charge of their story from beginning to end.

When my father passed away, I experienced firsthand how overwhelming those first days can be. That loss fueled my mission to create a system that makes life planning simple, accessible, and empowering — not something people avoid or fear. I wanted to build a product that gave people freedom without subscriptions, especially in a digital world that too often locks access behind paywalls.

That’s how the Comfort Action Plan was born — a new way to manage life’s most important details through beautiful, theme-based designs rather than dull forms. Inside, you’ll find fillable PDFs that organize everything from medical information and emergency contacts to vital documents, passwords, and financial accounts.

But it’s more than a tool — it’s a companion for life’s transitions.

The Life Plan acts as your personal GPS, guiding you through the emotional and logistical maze that follows a loved one’s passing — turning confusion into clarity.

The My Life Journal captures your values, beliefs, and life adventures, helping you plan and live with greater purpose.

The Endless Comfort Cards offer words of hope and healing to those left behind, providing emotional comfort throughout that difficult first year.

The Comfort Action Plan transforms life planning from a task of fear into an act of love — for yourself, and for the people who matter most.

There is so much advice out there about all the different skills and qualities folks need to develop in order to succeed in today’s highly competitive environment and often it can feel overwhelming. So, if we had to break it down to just the three that matter most, which three skills or qualities would you focus on?

As I think about the most valuable qualities, I believe these are the most important ones I’ve utilize on my journey: Creative Problem Solving, Emotional Resilience and Radical Empathy.

Creative problem-solving taught me to see limitations as invitations. Whether it was developing the Comfort Action Plan or launching a brand from scratch, I learned that the best ideas are born from asking, “What’s missing, and how can I make it better?” Innovation isn’t about resources — it’s about perspective. My advice? Stay curious. Don’t wait for perfect conditions; create them.

Emotional resilience became my anchor after loss. Losing my father and mother reshaped how I view purpose — not as something external, but as something forged in the fire of adversity. For those early in their journey: develop inner endurance. Make sure you have a strong “Why” that will keep you going when you find ever reason to stop.

Radical Empathy has been my greatest competitive advantage. It taught me to step outside my own certainty and see the world through someone else’s eyes — to listen deeply, ask thoughtful questions, and uncover the truth behind what people really need. Too often, we fall in love with our own ideas and suffer from what I call “The Curse of Knowing” — assuming others see the value just because we do.

The real breakthrough comes when you detach your heart from what you’ve created and attach it to who you’re serving. That’s when your work can transform from a product into a purpose.

How would you spend the next decade if you somehow knew that it was your last?

When you recognize your time is limited, planning each decade may be the most effective approach. Once I’ve gained a strong foothold in the life and financial planning arena, I would like to develop a social platform that can help to eliminate homelessness in our country.

Contact Info:

• Website: https://www.mycapplan.com/cards