Women Who Can’t Not: Powerful Pam

Sometimes the most meaningful adventures are the ones that push us slightly outside our comfort zone.

When Pam joined The Retreat Company’s ski retreat in Jackson Hole, she wasn’t just signing up for a ski trip. She was stepping into an unfamiliar experience: spending a weekend with a group of women she had never met before. What she found was far more than great skiing. She found connection, inspiration, and a reminder that it’s never too late to keep saying yes to new experiences.

What was it like arriving and meeting everyone for the first time?

Charlotte: Tell me about your experience on the retreat. What was it like when you arrived, meeting the women, the different experiences, and your favorite parts?

Pam: I was apprehensive because I don’t usually join groups, especially groups of women.

It was a little outside my comfort zone. But you made it comfortable.

There was an icebreaker where we had to remember each person’s name and superpower, which was silly but fun. We all got a good laugh out of it.

There were activities, food, and wine, and I think that broke the ice. It was very well done.

Aside from the skiing, one of the biggest benefits of doing something like this is meeting other women you might ski with later in the season or next year. That part is wonderful.

What stood out most was your effort to make sure we were investing in the local community. We were supporting women entrepreneurs, meeting incredible business owners, doing yoga, and connecting with women who were building lives around what they were passionate about.

Yes, it was about skiing. But it was really about empowering women to be whatever they want to be.

Suggested Video Clip: Pam talking about arriving nervous and how the icebreaker immediately helped everyone relax.

What surprised you most about the retreat experience?

Charlotte: I remember you saying your favorite part was the panel of women entrepreneurs.

Pam: That and the shopping. I bought a piece of art at the clothing shop. It’s a skier sitting on an old woody bus in the snow. I absolutely loved it.

The artist was there that evening, so she was thrilled that I connected with her work. I enjoyed that whole evening tremendously.

I think I’m from a different generation. Starting your own business and pursuing something you’re deeply passionate about wasn’t necessarily the norm when I was younger.

It was inspiring to see women building lives around things they genuinely love.

Charlotte: What was the dynamic like with the other women on the trip?

Pam: We all interacted. One thing you emphasized was skiing with someone.

I brought a friend, but we still mixed things up and paired off with different people.

We had plenty of time to ski together and plenty of time to ski with others.

I met people I could comfortably ski with, and I really enjoyed that.

With fourteen women, you’re not going to get to know every person deeply, but you get to know some better than others.

I noticed even on the bus people kept moving around and sitting with different people.

I think everyone made an effort to connect. The oddest part for me was realizing I was the oldest person on the trip.

I didn’t expect that. But I didn’t even realize it until late Sunday.

It certainly didn’t change the value of what I got out of the experience. I would absolutely do it again.

Suggested Video Clip: Pam talking about the women entrepreneur panel and why it resonated with her generation.

Did the retreat change anything for you afterward?

Charlotte: Looking back, did the trip change anything for you?

Pam: It reminded me to push the envelope a little bit.

To be adventurous. To do things I really want to do and find ways around obstacles. Going on the trip itself felt like a small obstacle at first.

I had planned to go alone, and then a girlfriend wanted to join me, which was wonderful because it added companionship and a little extra sense of safety.

But I would absolutely go by myself next time if that’s how it worked out. Or I’d go with my friend again.

The retreat reminded me to move obstacles out of the way so I can continue doing things I enjoy.

Some obstacles are real. You just have to live with them. Like lack of snow.

But at least there was snow, and I had some incredible days skiing both Aspen Snowmass and Jackson Hole.

Charlotte: What is one word you would use to describe the ski retreat?

Pam: Awesome.

Suggested Video Clip: Pam talking about pushing obstacles aside and continuing to say yes to adventure.

What would you tell someone who is thinking about joining?

Charlotte: What would you tell someone who is thinking about joining the ski retreat?

Pam: Don’t look back. Just go. No thinking. Just do it.

Charlotte: What is your ski alter ego name?

Pam: Powerful Pam. I’m a former CEO. I’ve done a lot in my life where I’ve risen to the top, and I can be pretty powerful.

Charlotte: What does women supporting women mean to you?

Pam: From my older self, I think it means it’s about time.

It’s wonderful that women have more opportunities and that they’re recognizing those opportunities and taking them.

I enjoy being around all kinds of people, and I don’t feel intimidated by men when I ski.

But more broadly, I think we still put women down in leadership in ways we would never do to men.

We still haven’t fully bridged that barrier.

We have work to do. And these are great ways to do it.

The small things eventually become the big things.

You can see through the way this retreat is designed that this is something you genuinely believe in.

Charlotte: What do you think shifts when women focus on collaboration instead of competition?

Pam: I don’t know that I have a perfect answer because this was my first experience like this.

But I did notice that everyone was making sure we were skiing together and sharing the experience together. That stood out.

Why would you come back again?

Charlotte: Any last thoughts?

Pam: Whether you’re doing a camping retreat, a ski retreat, or anything else you come up with, I would trust you to put together a great experience.

For anyone reading this, if it sounds interesting, do it.

And if you can do it with Charlotte Lilley, go for it. It was a great experience.

What made it special was that it wasn’t only impactful on an individual level.

It was impactful in the community. It was impactful for the women we supported while we were there.

And that’s something I appreciated tremendously.

Suggested Video Clip: Pam explaining why supporting women owned businesses was one of the most meaningful parts of the weekend.

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