Wiley Wakeman

Integrating Powerful Experiences

Life Coaching and Retreats

You go on a retreat or visit a foreign country or do a major outdoor trip. While you are there everything makes sense. You see yourself and your life from a different perspective. There are many AH-HA moments, you understand life in a new and fresh way. You are all ready to bring all this back to your life a home and.....RE-ENTRY TIME. 

You start to re-integrate into your world at home, your society, your family. Grocery stores feel weird to walk into, there are so many choices and no one gets what you have been through. You start to do what we all would: get back into your routine, go back to all the ways you used to show up, rely on your "go to" ways of being. Slowly the life changing experience you had is turning into a memory and all the lessons you learned are pages filled in a journal that are starting to be forgotten with time.

What if you had support to actually weave what you learned on your experience, into your life back at home?

How would it feel to be supported in that process of integrating home after a big life experience?

I believe in removing yourself, on purpose, from your everyday life, whether it be a personal trip, a retreat, an Outward Bound Course or some time abroad. This experience allows you to remember who you are in unique ways, having you come back to your home refreshed and with new understandings. Being pulled out of your comfort zone, for sure brings some discomfort, yet with that is also learning, growing, great confidence and sense of achievement.  I also know, from personal experience, how hard it is to weave all that you learn, back into your life. That is why I have chosen to coach individuals through this process. So that all the juicy tidbits learned on your experience can stay with you and part of you, rather than an idea that is lost and forgotten.  I can hold you accountable for what you are setting out to do. I get it! 

If you or anyone you know has had a life changing powerful experience in their past or is on one, please have them contact me. Even if your experience was a while ago, and you still have desires to bring into your life now, we can work together. Please don't hesitate to simply call or text to set up a time to chat. 




Wiley is a natural life coach and wonderful resource. She challenges you to dig into yourself to determine what works best for you. Wiley provides individuals with valuable tools for....living our lives genuinely with courage. Any time spent with her on the phone or in person will benefit people at all stages of life!
Wiley walked me through a beautiful process as I was considering a major life decision. Her patience, listening ear and valuable tools allowed me to look at my situation wholeheartedly. I would recommend Wiley’s expertise to anyone needing guidance and coaching for life’s tough decisions.
— Ashley B.

An Acronym for:





I also Logistically coordinate your dream retreat. You bring your people and your content and I help Organize. Imagine being able to just show up, with all the details cared for. Also, you have someone coaching you along the way while you go through the process of creating a intimate retreat. Currently, offering this service in Mexico, Panama and Steamboat. Please Email for more info wiley@discoverwithin.net

testimonials from working with wiley wakeman

Wiley is both encouraging and inspiring all the while making the exploration of the self a positive journey despite the difficulty. While there is chaos and uncertainty in my life, Wiley helped to see a straight path through many problems.
— l.k.
I feel very fortunate to have a continued interest in personal development and Wiley has effortlessly helped me begin to uncover patterns of thoughts hindering the growth I have been working to achieve. Her calming and warm presence allows me not only to open up without fear of judgment, but she also helps me easily see my own personal path with her guidance. I highly recommend Wiley’s life coaching for people wanting clarity in any aspect of their lives.
— A.M.
In wanting to make changes in one’s life, it seems at times overwhelming but Wiley...really helped one to dive in and begin a conversation with the self as well as loved ones. By working to define one’s beliefs and values, it informed a great deal about the direction needed to work on myself. I learned a lot about the need to redefine and my ability to change my perspective about things that had bothered me for a long time. I started to move past struggles that had been long time boundaries for me.
Wiley is a complete ray of sunshine and in a way that shines the light on you. Every time I’ve worked with Wiley I have walked away feeling entirely heard on a deep level, and being heard can’t be underestimated. It’s in these conversations where I’ve been able to work out whatever I’ve needed help with - relationships, confidence, communication, and career change as I moved abroad with my husband. Wiley has the ability to ask the right questions, almost to extent that you don’t even notice she’s asked them, so that you get to the root of what’s there, and often times with complete ease, because of the safe and open space she creates. And if it isn’t palpable already- Wiley’s commitment to families experiencing love and workability is incredibly inspiring. That commitment is present in every conversation because she’s the real deal, and she’ll be there the entire journey with you
— .M.O.

If you prefer text, phone or direct email

please use what works best for you. 




When not traveling and coaching, Wiley lives in Steamboat Springs, CO with her 9 year old daughter. The mountains feed Wiley so she is an avid skier and loves to hike in the summer. When south of the border, Wiley loves to experience culture, speak in Spanish and get in the ocean and surf some waves. 

About Wiley

Wiley is a talented Personal Coach and offers services to anyone who wants to host a retreat. You can hire Wiley as a Private Coach. Helping people find more ease in the work place and home life is a passion for Wiley. She sees potential and individuality in everyone and knows incredible tools to help pull this out in people. Shifts have been made in clients after just one private coaching session. 

Wiley loves hosting retreats and has one coming up in April in Mexico. You can also hire Wiley to fully support your dream retreat. While she is supporting you emotionally and energetically, Wiley logistically coordinates your destination retreat. Connection between you and Wiley is of utmost importance, as connection is one of Wiley's top core values. When you hire Wiley as a logistics coordinator, she is more than a planner, she is an entire support system; coach, support, planner and stress reliever. You will be able to show up and give what you want to your people, while she creates and holds a space for a valuable experience. 

Core Values:

Fun and Enjoyment