Mentorship is my way of offering to show up for your life- walk side by side with you, hold your hand in some moments, while I push you forward in others. To encourage you, challenge you, play with you.

I approach mentorship from the foundation of creation, and can absolutely show up as support to help you further your artistry, but you do not need to be an “artist” or a photographer for us to work together in this way. I have been this kind of WingWoman to young children, artists, engineers, mothers, thinkers, writers, athletes, musicians, queerfolk, health-seekers, and people from every generation. Even to those who do not claim to be anything; not yet, anyway.

It is my belief that art is the expression of an inner world revealed, and through this lens, most of human experience can be understood as art itself. This kind of mentorship is centered in the devotion of coming to understand your core, and discovering together what becomes possible when you have a witness to that core.

To relate to one another in this way is a dynamic exchange of listening, reflection, action, and integration. We begin this journey by uncovering where your desires overlap with your needs. Throughout our time together I will prompt you to collect experiences that will be significant to your life’s story, and create as you feel led by your inner fire. The interplay between structure and fluidity is essential when inviting meaningful growth, so together we will create a schedule that supports you; both through communication and through what I can intuit about you.

Please begin with the Initiation Form below— this will help me understand what kind of support you are seeking so that I can discern if I’d be a good fit for your growth. If we decide to move forward together, we will begin with a consultation call.

I am overjoyed to be your WingWoman, thank you for trusting me.

Session Insight

  • $150

    An hour and fifteen minute video call between you and I where we will explore your needs and desires in more depth. I will have prepared questions and thoughts based on what you share in your initiation form. At the end of the call we will discuss options for potential next steps, and from there you will decide if you like to continue moving forward.

  • $750

    *can be paid in weekly installments

    After your consultation, if you’ve honed in on a specific focus that you’d like to explore, I will develop a fluid structure over the course of 6 weeks meant to support you as we deepen your understanding of yourself.

    I approach collaboration from a place of priority and flexibility, so I will be mindful of making this mentorship something that excites you, rather than something that stresses you.

    The general structure of this kind of mentorship:

    I will prompt you each week with quests and creative endeavors meant to deepen your life’s experience. We will meet for one hour each week via video call, for thoughtful discussion and integration.

  • $130

    After having a consultation, if you do not feel the need or readiness to do a focused exploration, you have the option to meet as often or as little as you feel led. Stand alone sessions are one hour video calls. I will prompt you with an inquiry before each session so I can show up prepared for your needs at the time of your session.

Frequently Asked Questions

  • Simply put, yes.

    During our consultation call, if you already have an idea of the duration of time you know you’d like to be supported through, please share this with me so that I can understand where this desire is stemming from.

    It’s always a delight to discover this, but the Exploration is curated to help you grow faster than you are used to being able to do all on your own. Our bodies, minds, and spirits respond eagerly when they realize we are behaving differently, with more intentionality. So it is likely that you will surprise yourself with how much change you undergo in such a short amount of time.

    If you are in a season of your life where there are events happening that you know you would like to have support through, I am happy to adjust our schedule so that I can walk side by side with you.

  • It is possible! In fact, my first official mentorship was in person.

    As an example, the first time I officially mentored was in Costa Rica, 2 weeks exploring artistry with someone who I now call friend.

    I am nomadic, and I cherish the world we live in, so I am absolutely open to traveling / co-experiencing for mentorship.

    The logistics of this kind of request are specific to the person & area in which you live / are wanting to travel to, so if you are interested in exploring this possibility, please let me know in your initiation form.

  • In short, yes.

    But! Let’s talk it over more.

    Though it may seem like a lot to fit into the busy-ness of our lives, I approach Exploration with a listening ear so that I can understand what your honest capacity is for embracing change in your life. I meet you where you’re at, together we prioritize what your heart & spirit reveal is important to you, then life begins to take a new shape around you. Exploration is a powerful initiator to help you breech new thresholds where there will be newfound energy to rely on. We want to ride that energy like it’s a golden chariot!

  • Valid.

    Change can be frightening. Inviting change into your life is consenting to the unknown.

    There is an Inuit word I got attached to in my travels a couple years ago. Gorgeous word- “Ilira”, and is described as the trembling edge between fear and awe. We often feel it when we experience nature raw.

    Once when I was young I was expressing my fears around something I needed to do to a wise old southern woman. “I get so scared just thinking about it that I start shaking.” I said. “So?” She said, “Do it anyway. Do it trembling! That’s really what courage is, when you do it trembling.”

    These experiences, along with many others, have been like mantras for me as I wander through the wild woods of my own lovely life. I have come to find that while structure and stability are wonderful things to have in this life, when we make a little space for the unknown is when we are truly met with magic.

    So, sure! Yes, of course. The unknown is a wild place to visit. But the fact that you’re here and even reading this must mean that something in you is a little curious to venture in. And isn’t it more fun to venture in with someone by your side? Someone who’s wild enough to have fallen in love with this unknown. Someone who won’t mind when you’re scared, because she will remind you that trembling through it is only a testament to your courage, and that perhaps one day, even in all your fear, you might also find yourself in awe of what awaited you all along.

    Even if nothing else, since you’re already here, I invite you to fill out that initiation form and see what happens.

Initiation Form

Kind Words

Mentorship with Sky is something I can only describe as a journey home to my most honest, unbridled self. Sky has a true gift for finding that golden thread of magic in people and partnering with them to unravel all that is beautiful within—while honoring and celebrating each step towards bringing that realized self into the world.

Our time together was a container where I felt challenged to confront my limitations, safe to explore, and empowered to share my findings.

Before our six weeks together, I had hoped to “become” an artist. Sky’s knowing gaze found the artist already hiding within me and convinced her to come out and play. Her tailored approach allowed for our curriculum to shift and adapt to best serve me throughout the process.

The weekly assignments and discussions quickly became foundational and formative for me as I stepped into my artistry. As a mentor, Sky showed up for me as a guide, playmate, and big sister. Even after our time together, I feel her cheering and championing me closer to myself and my art.

Friends in my life who had no idea I had begun mentorship with Sky were quick to notice the renewed sense-of-self and confidence that was rapidly developing within me throughout the process. It is still bewildering to me that in six short weeks, Sky’s felt presence, playful encouragement, and razor-sharp intuition made it possible for me to unclog the sticky stagnancy and fear keeping me from bringing myself—and my art—into the world.

Our time together is easily one of my greatest honors and treasures. I’m more inspired and prolific in my artistry than ever. I behold the world around me, loved ones, and myself with a brighter, more expansive gaze. I feel equipped with plenty of new resources, tools and methods that I know will serve me better as I continue growing as an individual and as an artist.

— Olivia Ferlito

With an artist’s attention to detail and a great capacity for receiving information, as well as a gift for expression, Skylar lives and leads by example. Skylar’s life is driven by exploration, and everything she learns she incorporates into a truly singular and honest life. Her daily routines, her relationships and art, the homes she creates, the climates she lives in, all reflect a life of puzzle-piece curiosity in pursuit of knowing herself and caring for her health holistically.

In this way, Skylar is constantly spilling over. One consequence of her fearlessness is this inspiration that moves others, including myself, to explore their own worlds. Beyond this, though, Skylar is committed to raising everything around her alongside herself. I see it in how much she loves her younger brothers, how careful she is with knowing everyone she meets by name (Skylar does not forget a name), how she engages in art and economy in her communities, I see it in how she loves me.

Skylar’s cultivated self-knowledge helps her to see others with the same patience and curiosity she has for herself. Whether I realized it or not, she has spent many years teaching me to use the tools in my kit to build the life I want to live, and helping me wade through the mud to see the vision more clearly. I’m better at saying no now; I’m inspired more easily; I see the world through kinder eyes; I love. Her sisterhood has touched every aspect of my life and reverberated into my relationships with other strong women. Loving and being loved by Skylar has expanded my ability to love everything else around me.


— Katherine Hansen