Intermission: Coaching at the Crossroads

You are not broken: you are in transition.

Something inside of you has shifted.


You can feel it even if you can’t name it yet. You’ve built a good life, and perhaps a very successful one. But lately, you feel like you are in a fog. The fire is gone. You’re checking the boxes, but not feeling much behind them. Maybe you find yourself looking around and and not recognizing where you are.

From the outside everything looks fine. But on the inside you are asking:

“Is this really all there is?”
“How did I end up with this version of my life?”
“All the things I thought were true when I was younger don’t mean anything anymore”

You are not alone. And you are not broken. This is mid-life.


Mid-life not a crisis, but a crossroads. As psychologist Carl Jung said, “Life really does begin at forty. Up until then you are just doing research.” You now have enough research to determine what you thought was important when you were younger and what is important to you now.


Intermission is the space to evaluate how you got here and what needs to shift as you step in to the next phase of life.

Start Your Intermission

What Is Intermission?

A 1:1 coaching experience for anyone in mid-life who have felt the shift but do not know what to do with it. We will explore the questions beneath the surface that are driving you, re-calibrate your inner GPS , and help you the next chapter with clarity and courage.

This isn’t about blowing up your life.
It’s about pausing long enough to hear yourself.

How You Will Transform . . .

Elements of a successful transformation include:

  • Developing an understanding of what mid-life really is and what it is not

  • Clarity about what the first half of life experiences and why they matter

  • A renewed connection to what makes you, you: your values, your voice, your truth based on those first half experiences

  • Seeing the way forward: not a rigid plan, but a direction that reconnects to honesty and joy

This Is for You If...

  • You are 35–55 and feeling adrift, flat, or disconnected from life

  • You feel like the odd one out when you look around; everyone else seems to have it all together

  • You would describe your current state as “in a fog,” “waking up from a dream,” or just plain lost

  • Joy feels distant, and you’re not sure when it left

  • You don’t want therapy but you know you need a space to sort through what’s shifting

  • You’re ready to move from drifting to direction, without blowing up your life to do it

Intermission is a 4-month private coaching experience. You’ll have the space and guidance to explore what is shifting in your life, reconnect to the things that matter most, and step into what’s next with clarity.

Here’s what’s included:

  • 8 private sessions (75 minutes each, twice per month)

  • Email or text check-ins on the off weeks

  • Weekly reflection prompts to deepen the work

  • All sessions held via Zoom (in-person available if in the greater Denver, CO area)

How Intermission Works . . .

Start Your Intermission

Get Started

Two ways to get started:


- Sign up for coaching and schedule your first session

- Schedule a Discovery Call if you have questions

About Jeremy Oaster

I have spent most of my adult life walking with people through change: sometimes that change is chosen, sometimes it’s not.

With a background in psychology and theology, I’ve worked in financial services, non-profit leadership, and as an entrepreneur. For almost 20 years, I’ve staffed men’s transformation weekends, guiding hundreds of men through the moments when life feels most uncertain.

I’ve been married for almost 25 years and raised two children to adulthood. I have lived through my own share of transitions: the kind that forced me to stop and ask the hardest questions in life.

My approach is grounded, direct, and compassionate. I don’t offer quick fixes. Instead, I create space for you to step out of the noise, see yourself clearly, and move forward with honesty and courage.

About the Aquifer Group

Inside each person are deep resources: understanding, intuition, joy, and the “divine spark.” Yet most people have not been taught how to access these areas of our lives. The Aquifer Group exists to help people tap those deep resources and free people from the beliefs that have held them back.

Contact Us

Interested in working together? Fill out some info and we will be in touch shortly. We can’t wait to hear from you!