When navigating the realities of aging, end-of-life planning, or the challenges of grief - life has a way of shaking our footing.

Wayfinder Life & Legacy is the informed companion to help you cut through the confusion, protect your dignity, and bring order to life’s heaviest transitions.

Our services are available for individuals, families, and businesses who all can use a guide through chaos and questions. We’ll help get you on track and back to solid ground.

Request a complimentary 30 minute consultation

Life doesn’t come with a pause button, it doesn’t wait for “when I get around to it”. With or without a plan, the impact of illness or death lands hard.

If you become unable to communicate your wishes prior to death, the burden lands on others. Your loved ones are left in crisis and drowning in unanswered questions.



PLANNING AHEAD

Three Truths
Death is 100% guaranteed
Nobody escapes it
There are no do-overs


A death doula offers a non-medical, holistic approach to ensure your needs are met with heart-centered support and rooted in wisdom. Your comfort and dignity are the primary focus and deeply honored during this final life transition.

END OF LIFE

Grief is messy, unpredictable, and isolating. To carry the weight of it alone or amongst people who minimize your pain only deepens the ache.

You don’t need to be fixed and should never be judged for loving deeply. What you deserve is a safe and understanding space to process life’s hardest transitions.

Whether it’s the death of a beloved person or pet, or a sadness you’ve been carrying alone, it’s time to break the silence or stigma.

GRIEF SUPPORT

Many of the most meaningful treasures we leave behind can never be bought or sold.

Blending heartfelt thoughts, poignant memories, and personal wisdom into a parting gift for your family creates an impact that echoes through generations.

It is the story of your life, thoughtfully captured and passed forward in a profound, meaningful way.

LEGACY PROJECTS

It is our unwavering belief that animal companions do not fit in any category other than FAMILY.

The human-animal bond is something so profoundly kindred, with a depth that can’t be measured. One of the most uncomfortable truths is how brief the time is we have with our best friend.

We support you during and after this monumental journey.

WAYFINDER PET

When was the last time you felt joy when opening your mailbox? Wayfinder’s mail club is designed for anyone seeking a touch of analog connection in this wild world.

Each month, receive a hand-written letter accompanied with bite-sized legacy prompts, a recipe card, a newsletter reflecting on the past decades, original art, inspiration quotes, a word game, and more.


WAYFINDER LOST ART OF LETTERS

Kind Words

“Sherry was by my side during the hardest moments of losing my husband. She observed things that were overlooked and helped me understand that hospice was the best option for him. There have been so many untimely tragedies in my family and she has been supportive through it all. Living with my own health challenges is hard to do alone, so she is my extra set of ears during my oncology appointments. It gives me comfort to know she will be with me when it's my time to go.”
~Jan J.

“Sherry bridged the communication between the medical providers, hospice staff, and our family. She ensured that every decision reflected my dad's wishes and that we always felt heard. She offered empathy and clarity when information and emotions combined were too overwhelming to process. While she managed logistics, we were able to focus on being a family.”
~ Kim S.

“A Conscious Caregiving Approach for a mother at End of Life. Sherry came into our lives at precisely the right moment. Mom was ready to have some serious conversations about her right to die with dignity, but our family was just not ready to accept it. Sherry spent hours listening and caring for her when our family was simply too distraught to. She made it comfortable when we were worried and when we were sad. Sherry even cooked for us unexpectedly which shows her caring nature. She will be with your family every step of the way, and my mother was so grateful and even said to me "where did you find her". It was meant to be, and it will mean so much to your loves one to have her close by. She will put you first and also honor your wishes; no cost can ever repay Sherry for what she gave us. If you or a loved one is going through grief or end of life journey, then please don't hesitate to call her today!”
~ Jaima S.

“To experience Sherry staying by my best friend's side until her final breath was to witness Love in its purest, most selfless form. Her knowledge and advocacy makes the unknown feel less frightening. She made sure estranged family did not over ride the last wishes of my friend. lf you are looking for an end-of-life doula or someone to guide you through the wilderness of grief, there is no safer, more compassionate soul on this earth than Sherry. She is a protector of dignity, a harbor in the storm, and the definition of a true companion.”
~ F.C.S.

“Sherry bridged the communication between the medical providers, hospice staff, and our family. She ensured that every decision reflected my dad's wishes and that we always felt heard. She offered empathy and clarity when information and emotions combined were too overwhelming to process. While she managed logistics, we were able to focus on being a family.”
~ Kim S.

"If you're lucky to live long enough, experiencing the death of a loved one might feel like a rite of passage. Don't do that journey alone. It's windy, messy, and complex. Choose clarity over chaos, answers over anxiety, and peace. That's what you will have with Sherry by your side."
~ B.D.H.

These topics can be uncomfortable if unprepared. We are fully committed to helping you avoid fear and decision fatigue attached to these heavy moments.

Whatever season of life you are in, we’ll work toward solid planning of the before, during, and after a loss. You will also have maps to explore creative ideas for legacy building.

By assessing your needs, addressing concerns, and designing a course of action - you can worry less and spend more time on the here and now.

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Circular logo with the text 'National End-of-Life Doula Alliance Proficiency Badge' around the border. Inside, six colorful hands in purple, pink, orange, yellow, green, and blue form a circle around a pink heart.
A green and white certification label for Doulavers Institute, featuring a stylized green tree with multiple leaves inside a circular border, with the text 'Certified Doulagiver Practitioner' around the circle and 'Doulavers Institute' below.
Seal with blue outer ring and white text that reads "National End-Of-Life Doula Alliance Member." Inside the ring, there is a stylized butterfly with multicolored wings and the acronym "NEDA" in blue letters.
A circular logo with a purple border and the text "Going with Grace" in the center, surrounded by the phrase "FRAISING PRINCESS AND THE GOING WITH GRACE END OF LIFE".
A circular badge with a blue background and white text. It features a sunrise illustration at the top center and reads 'I AM A CERTIFIED GRIEF EDUCATOR' around the perimeter. Inside, it says 'by David Kessler + grief.com'.