Crooked Trail Coaching
Get clear. Get focused. Get started.
About
I felt like a failure...
2010
I remember the conversation like it was yesterday.
My then- wife said that we "don't share anymore," and asked about my day.
"It was the same day I had yesterday, and probably will have again tomorrow," I said.
We were in a rut, allowing life to happen to us rather than making life happen for us.
A handful of years later, after two trial separations, we were divorced.
Today
I have so much gratitude for the crooked trail behind me and the possibilities that lie ahead.
Life has purpose because I am intentional- prioritizing family, adventure, and service to others.
My wife is not just a spouse and a mother, but a partner in travel, in type II fun, and in laughter, always.
I learned that becoming the best version of myself was not about me, but about how I can show up for others.
Packages
Coaching Discovery Call
Curious about coaching? Let’s chat!
This free 30-minute consultation is your opportunity to explore how coaching can help you rediscover your identity and create a vision for your next chapter. We’ll discuss your challenges, goals, and how my process works, so you can decide if this is the right fit for you. No pressure, no commitment—just a chance to focus on you and your future. Let’s take the first step together!
VIP 1:1 Coaching
VIP coaching is for the person who wants steady, meaningful support as they rebuild their life. It gives you direct access, long-term structure, and a coach who stays involved when the real-life moments unfold- the decisions, the setbacks, the openings, the days when clarity matters. This level of work is designed to help you stay aligned, move with intention, and create a future that feels worth growing into.
1:1 12 Week Coaching
12 Week Private Coaching
Rediscover your identity. Redefine your path.
Rediscover your identity. Redefine your path.
This 12-week 1:1 coaching program is designed to help you take control after divorce, combining clarity, action, and adventure. Together, we’ll address lingering challenges, map out a vision aligned with your core values, and build the support system you need to succeed. With small, strategic steps, you’ll create lasting momentum and tackle goals you once thought impossible—all while having fun along the way. Ready to start? Let’s go!
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Father- Son Maine Sea Kayaking Adventure July 17-20, 2026
A small-group father–son sea kayak expedition in coastal Maine. Designed to mark a young man’s growth and deepen the relationship that carries him forward. This intimate experience is limited to six total father/son pairs.
Frequently Asked Questions
What does your coaching process look like?
We start with the Vision Alignment Assessment, which measures your current status in 6 key areas: Self- Discovery and Worth, Emotional Resilience, Freedom From the Past, Rebuilding Trust and Openness, Grief Processing, and Future Vision/ Planning. This, combined with your intake evaluation, will give us a starting point.
From there we dig into your core values, which help develop vision, and limiting beliefs, which help develop our strategy. As we build your vision, we start with small adventures to get you "knocking over dominoes," proving that progress is not just possible but inevitable.
As we continue crafting the vision, we also target specific skill or need areas to develop. Part of this might include finding mentors, completing homework that I assign, or taking on specific challenges within time-bound constraints.
Lastly, we plan to make the change we're creating sustainable, durable, and enjoyable (or else it won't stick!).
"Graduation" doesn't just mean that your sessions are over, but that you have demonstrated success reimagining AND executing your new vision.
From there we dig into your core values, which help develop vision, and limiting beliefs, which help develop our strategy. As we build your vision, we start with small adventures to get you "knocking over dominoes," proving that progress is not just possible but inevitable.
As we continue crafting the vision, we also target specific skill or need areas to develop. Part of this might include finding mentors, completing homework that I assign, or taking on specific challenges within time-bound constraints.
Lastly, we plan to make the change we're creating sustainable, durable, and enjoyable (or else it won't stick!).
"Graduation" doesn't just mean that your sessions are over, but that you have demonstrated success reimagining AND executing your new vision.
Let's Connect