About Plan with Grace

Born from lived experience, built to make life after loss easier.

When my wife of 40 years died, I was devastated.

I wasn't sleeping. My body felt heavy. My mind was foggy. Grief had stolen my focus, my energy, and my ability to make even simple decisions.

And yet, in the middle of that exhaustion, anxiety, and depression, I was forced into what I now call the cruelty of post-loss bureaucracy.

At the very moment when my capacity was lowest, I had to become a super-administrator overnight:

  • Closing accounts across multiple banks and insurers
  • Contacting government agencies, employers, and utilities
  • Managing deadlines, forms, legal documents, and benefits claims
  • Providing the same painful information, name, date of death, certificates, account details, again and again to different people, systems, and forms
  • Making dozens of decisions that couldn't wait, even when my mind and heart weren't ready

It was endless, repetitive, and emotionally brutal. A system that forces grieving people to relive their loss over and over, just to satisfy bureaucracy.

Grace was born to end that cruelty.

Brian Hickling

Founder, Plan with Grace

Plan with Grace is dedicated to Karen, whose attention to detail and natural grace brought order to every day.

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Karen and Brian in our early courting days

Our mission

After experiencing the overwhelming complexity of post-loss logistics firsthand, we knew there had to be a better way. Plan with Grace was born from that lived experience - a commitment to ensure no family faces the cruelty of bureaucracy during their most vulnerable moments.

Compassionate

Grace continuously monitors your emotional state and capacity, regularly checking in on how you're doing. Your wellbeing and mental capability always come first in every interaction.

Intelligent

Our AI learns from every interaction, becoming more attuned to your family's unique circumstances. Grace adapts her guidance based on your progress, preferences, and changing needs.

Practical

Every recommendation translates into clear, actionable steps. Grace provides tangible tools, specific forms, and concrete next steps that move you forward through complex logistics.

Families who found their way with Grace

Real stories from families navigating loss logistics with Plan with Grace.

When my father passed, I was drowning in paperwork and decisions. Grace gave me a clear path forward when everything felt impossible.

Sarah M.

Lost her father in March 2024

Read more about their story
The gentle way Grace organized our tasks made such a difference. It felt like having a compassionate friend guiding us through the chaos.

Michael R.

Supporting his family after loss

Read more about their story
I wish we had Plan with Grace when we lost Mom. The peace of mind this would have given us during those difficult weeks is immeasurable.

Jennifer L.

Caring for aging parents

Read more about their story

Every family's journey through loss is unique. Plan with Grace is here to provide the support, organization, and gentle guidance you need during life's most challenging moments.

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Plan with Grace was created to turn overwhelming post loss logistics into clear tasks and guided steps. Because a loss is hard enough.