About Jessica

I was 36 with three small kids when my 39-year-old husband died one ordinary Thursday in 2014.

In the years that followed, I also navigated the deaths of my stepfather and my father — each with very different circumstances, and each requiring me to manage the practical aftermath alone.

In one case, there were clear wishes.
In the others, there were not.

That contrast matters.

What experience taught me

When death arrives, love alone is not enough.

Families are often left to:

• make decisions without guidance

• search for information that was never written down

• manage logistics while grieving

• absorb unnecessary stress that could have been prevented

I saw this not only in my own life, but in the lives of people around me — capable, loving families overwhelmed simply because the conversations never happened.

Why Calm Crossing exists

Calm Crossing was built to address the gap most people don’t realize exists until it’s too late.

Not legal planning alone.
Not emotional support alone.
But the space in between — where clarity, organization, and calm guidance make everything else easier.

Calm Crossing helps people:

• prepare thoughtfully while they’re healthy

• organize wishes, information, and instructions in one clear place

• navigate the practical days and months after a death with less chaos

This work can happen before a loss, after a loss, or anywhere in between.

How I approach this work

Calm Crossing is intentionally:

• calm, not urgent

• practical, not clinical

• human, not performative

I don’t rush people.
I don’t force conversations before they’re ready.
And I don’t pretend this work is easy — only that it’s manageable with the right structure and support.

A note on perspective

Today, I’m remarried and raising a blended family.

That reality informs everything I do here. I understand:

• complex family dynamics

• multiple beneficiaries and responsibilities

• why one-size-fits-all solutions rarely fit real lives

Calm Crossing is built for real families, not ideal ones.

What Calm Crossing is — and isn’t

Calm Crossing is not legal advice, medical care, or therapy.

I’m not an attorney or a healthcare provider.
I’m a steady guide who helps people get organized and clear — so that when legal, medical, or family conversations happen, they are simpler, calmer, and more effective.

Closing

No one should have to navigate one of life’s most difficult moments without clarity or direction.

Calm Crossing exists to make that path steadier — quietly, thoughtfully, and without unnecessary pressure.

Learn how Calm Crossing can support you →

With love and hard-won peace,
Jessica Sole
Founder, Calm Crossing

“You shouldn’t have to face the number one stressful situation in life alone and without a map.”