Rosemary OakRosemaryOak

About

Samantha Scholefield

Power of Attorney since 2017. Actively navigating senior care since 2023. 25 years of program management behind it.

Chapter one

How I got here

I started Rosemary Oak because a single year reshaped my everyday life.

In 2023 I stepped into the Power of Attorney and Medical Representative role for a senior in my life. I had a working knowledge of operations from 25 years running programs in foodservice and hospitality, and a lot of practical muscle from sitting on the council of a 184-unit Vancouver strata. None of that prepared me for the volume of small, invisible administrative work that came next.

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Samantha Scholefield outdoors with her dog on a park bench.
The senior in Samantha's life sitting at a community-centre table over coffee, smiling.

Chapter two

Understanding the challenges

Every month in caregiving brings new challenges. I assumed there was a process I could follow, or someone who could point me in the right direction. What I found instead was that it is all uncharted territory. Two people, two different answers. Every time. I am using what I have learned to make the process easier for my clients.

The bank, the doctor, the cellphone, the property tax that got paid three times, the “renewed” insurance policy that was not actually renewed. I found myself digging into every part of her life, and I still did not always know if I was asking the right questions.

“I found written notes she had sent to her insurance company saying she did not have a home, her parents did.”
“She was convinced the house was too cold. Every time I went over to sort it out, it was too hot.”
“Her accountant and her RIF manager both retired within a year, and with them went years of context.”

Chapter three

What I wish I had then

The version of me from a year later, sitting across the table for an hour, helping me see the shape of the work.

That is what Rosemary Oak is. Not therapy. Not legal advice. Not financial advice. Not long-term case management. Short, focused conversations to help you build a practical system before things get harder.

“I think I would have been less frazzled if I had built a toolkit of resources the way I would in a professional role. At first, I tried to do everything off the side of my desk. But that did not work, I needed systems to help me.”

The senior in Samantha's life sitting at a beach at sunset, holding a coffee.

More about Samantha

Samantha Scholefield leaning on a railing with trees behind her.

A few facts about me

  • I have spent 25 years managing complex operations, logistics, and high-pressure situations in foodservice and hospitality.
  • I balance competing priorities and coordinate stakeholders with calm, practical organisation.
  • I have built people-first workplace culture programs focused on wellbeing, communication, and support.
  • I draw on lived caregiving experience to help others navigate BC’s senior care systems.
  • I bring a practical, grounded, and people-first approach to supporting individuals and families.

In my community

Outside the work, this is where I show up.

  • I sit on the strata council for a 184-unit Vancouver building. Budgeting, emergency planning, the side of operations no one volunteers for.
  • I organise neighbourhood gatherings that build connection and support among local residents.
  • I coordinate large-scale Halloween events that bring neighbours together in South Vancouver.

Ready to talk?

If any of this is familiar, you do not have to figure it out alone. One call is the most useful next step.

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