MEET DEIDRA
Lived it. Studied it. Built it.
I'm Deidra Jackson, founder of Her Many Lives, healthcare strategist, author, and caregiver advocate.
For more than 25 years, I've designed and built healthcare benefits, products, and services to help people navigate complex care systems and access the care they need. But becoming a caregiver brought me face-to-face with something no professional experience could fully prepare me for: how easily we can lose sight of ourselves while caring for the people we love.
Her Many Lives grew from that intersection of professional expertise and personal experience—and from my belief that we shouldn't have to disappear from our own lives to show up for someone else.
You have been holding everyone. This space is for you.
THE STORY BEHIND THE WORK
I spent decades building a life I loved. Then I gave myself permission to build differently.
I loved my career. The challenge, the responsibility, the opportunity to build things that made a difference. I was a wife, a mother, a daughter, and an executive, and I had become very good at holding all those roles together.
When my father's care needs changed, so did the questions I was asking myself.
Not whether I could keep doing it all. I'd spent years proving that I could.
But whether the life I'd built still reflected the life I wanted to live, without resentment.
I began to understand that this season wasn't asking me to choose between caring for someone I love and honoring the person I am. It was inviting me to imagine a different way to do both.
That shift changed everything.
I didn't walk away from my experience or ambition. I began putting them to work in a new way— one that made more room for my family, my creativity, my purpose, and the impact I wanted to have.
Her Many Lives was born from that realization: We can honor every life we hold without losing the one that belongs to us.
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THE EXPERIENCE BEHIND THE EXPERTISE
Where lived experience meets the ability to build what's next.
Her Many Lives brings together three perspectives that rarely sit in the same room: the experience of navigating caregiving firsthand, the expertise to understand complex healthcare systems, and the ability to turn insight into meaningful solutions.
One connected approach with three perspectives.
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01 / LIVED IT
The caregiver
I know what it means to navigate healthcare decisions, advocate for someone you love, and hold multiple identities at once. My experience caring for my father, a Vietnam veteran, has deepened my understanding of what caregivers need—not just to support others, but to remain connected to themselves.
02 / STUDIED IT
The strategist
For more than 25 years, I've led healthcare product strategy, benefit design, and organizational transformation. Today, that expertise is strengthened by my work as an Elizabeth Dole Foundation Caregiver Fellow, connecting the realities of family caregiving with broader conversations about support, access, and policy.
03 / BUILT IT
The innovator
I created Holding Space and The Many Lives Method to give people practical ways to reconnect with themselves through caregiving and life transitions. I also bring my healthcare strategy experience to organizations looking to design more meaningful caregiver benefits, programs, and experiences.
The result is work that connects human experience with organizational action.
LET'S CREATE WHAT'S NEXT
The most meaningful change begins when we make space for a different conversation.
Whether you're bringing a new perspective to your audience, creating space for transformation, or reimagining how your organization supports caregivers, I'd love to explore what's possible together.