Intermission: Coaching at the Crossroads
You’re not broken; you’re 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. Perhaps even a successful one. But lately, you feel like you’re in a fog. The fire is gone. You’re checking the boxes, but not feeling much behind them.
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 matters to you.
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.
What Is Intermission?
A 1:1 coaching experience for men 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 now driving you, re-calibrate your inner GPS , and choose 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’s not.
Clarity about what the first half of life experiences and why it matters
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 feels honest and alive
This Is for You If...
You’re 38–55 and feeling adrift, flat, or disconnected
Everyone else seems to have it together—and you feel like the odd one out
You’d describe yourself 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’s shifting, reconnect to what matters 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 . . .
Schedule Your Intro Call
This is your space to pause, take stock, and decide what’s next.
About Jeremy Oaster
I’ve spent most of my adult life walking with people through change—sometimes chosen, sometimes 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, raised two children to adulthood, and lived my own share of transitions; the kind that force you to stop and ask what really matters now.
My approach is grounded, direct, and compassionate. I don’t offer quick fixes. 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!