Sīla Wolf

1:1 · three months

The Brave Career Quest

You are the one who keeps everything running in the background. You look after everyone. You build community wherever you land. And somewhere along the way, the thing you actually came here to do became a side quest. You do not need to be ready before you begin. Most of us were taught to be reasonable, to be responsible, and to wait until we were sure. So the writing stays in a drawer. The business stays an idea. One more qualification feels like the thing that will finally make it okay to start. Bravery is what you use instead of certainty — and it is learnable.

This is for you if

  • You are waiting until everything is completely ready, and you are completely sure, before you take the leap.
  • It is easy to make everything work for everyone else, and much harder to say, "I'm doing this thing."
  • Being seen feels risky. Naming your work out loud feels wrong, even when you believe in what you offer.
  • You have so many interests and gifts that choosing one direction feels impossible.
  • You keep telling yourself you need one more certification before you are allowed to start.
  • You have been doing it all on your own, and you are ready for a guide beside you.

This may not be for you if

  • You want someone to hand you a quick answer.
  • You only want tactics: a resume, a LinkedIn makeover, a sales script.
  • You are not willing to take small brave steps between sessions.

The path

Most coaching clears first and dreams later. We reverse that. When there is a destination, what stands in the way becomes finite.

  1. Month one

    Visioning

    We find what you actually want. Not the reasonable version. The one with travel in it, the book in it, the work you would do if you weren't afraid. Stories, play and forest time help us get past the overthinking mind.

  2. Month two

    Clearing

    We name the patterns that keep you invisible, perfect or alone, and loosen their grip. Perfectionism, the credentials hurdle, the fear of being seen: each one gets met with curiosity, and a little humor.

  3. Month three

    Becoming

    You start living from your vision while still uncertain. Small brave steps in real life: sending the unfinished piece, making the offer, telling people what you're building. We learn from each one and keep going.

What changes

  • A vision for your work and life, in your own words, that you can actually point toward.
  • Clarity about the patterns that have kept you waiting, and practices to move through them.
  • Trust in the value you already bring, without another qualification first.
  • Real brave steps taken, and the proof that it is better to try than to stay hidden.
Sīla Wolf

Your guide

Mischief maker and guide. I've spent years steering people through real crises, running retreats at a meditation monastery, and leading forest wanderings from Orange County to Brisbane.

  • MAPP, University of Pennsylvania — Master of Applied Positive Psychology
  • ANFT Certified Nature and Forest Therapy Guide
  • WCCM Certified Women's-Centered Coach
MAPP, University of Pennsylvania — Master of Applied Positive Psychology ANFT Certified Nature and Forest Therapy Guide WCCM Certified Women's-Centered Coach

What it costs

The Brave Career Quest is $5,000, or three monthly payments of $1,666. Staying on the side quest costs something too: years of the work you came here to do, waiting in a drawer.

What's included

  • 1:1 coaching sessions twice a week
  • WhatsApp support Monday to Friday, between sessions
  • Worksheets and practices between sessions
  • Forest sessions woven through the work, online or on the trail

Not sure yet? Start with a free Purpose Clarity Call. A yes and a no are both okay.

Voices from the road

  • Katrina
    “I always felt remarkably seen by Sīla — she knew what to say, how to pace me, and guided me exactly where I wanted to go. Our work uncovered blind spots in my self-worth as a professional and built real confidence in what I can do. I've since raised my rates, signed a client at the new rate, and I finally know what I want to build next.”
  • Maggie
    “Before working with Sīla, I felt overwhelmed and burnt out, unsure how to move forward in my job. During our sessions, she created a space where I felt truly heard while also gently challenging me to look at patterns I hadn't been able to see on my own. She pairs empathy and compassion with honesty, and I always left our conversations with practical insights I could apply. Through our work together, Sīla connected me with someone in the field I want to move into, and I took the brave step to follow up and meet with that professor. Even when I got a no at work, it felt good to express myself. I'm proud that I had those conversations, can see a bigger future, and I'm in a higher position than before — this time with more support, more space, and more income.”
  • Adin
    “I was skeptical. I worried that branding myself meant sacrificing authenticity. Sīla was patient and met me where I was, helping me work through it in a way that felt true to me. My biggest result was something I didn't expect: a genuine vision for long-term client relationships. I went from mostly doing one-off or a few sessions with clients, to building a 3 month package where they could experience much deeper transformation. That's what will sustain my livelihood and let my work have its full impact.”

What would you do if you weren't afraid?

Book Purpose Clarity Call