Real-World Perspective.
A More Personal Process.
This is a private decision partnership: part strategic advisory, part rigorous reflection, and entirely focused on helping you make a choice you can stand behind.
My approach combines outside perspective, creative exploration, and a practical methodology. You won’t receive generic advice or be left alone with endless reflection. I’ll challenge your assumptions, help you evaluate your options, and offer informed guidance and recommendations to help you navigate the uncertainty.
But I won’t make the decision for you. The goal is to help you see what you may not see on your own, understand what each possibility really asks of you, and choose a direction with greater clarity and conviction.
You bring the decision. I bring the perspective, challenge, and process to help you make it deliberately.
Clarity and Confidence Are Found In Deeper Questions
You have a lot of options and a lot tied up in the decision. Finding clarity begins by looking at your situation differently.
"What gives my life purpose?
Not What is my life's purpose?
Does this opportunity expand me and challenge me in new ways?
Does the direction I'm considering fit who I am now?
How do I define success now, based on who I am becoming?
Why do I keep circling the same decision without ever landing on an answer?
This work is not for people looking for a formula, a quick answer, or someone to make the decision for them. It is for people who are ready to do the harder work of getting genuinely clear, so that what they build next is fully and deliberately theirs.
"I help people get outside the thinking that created their current uncertainty so they can see themselves, their possibilities and their decisions more clearly."
How Reclaim Works
RECLAIM is the methodology behind my advisory work. It is designed for accomplished people deciding what is genuinely worth pursuing next.
Rather than rushing toward an answer, we examine the assumptions, possibilities, and patterns influencing the decision. The work combines strategic perspective and rigorous questioning with intentionally designed experiences that take the exploration beyond conversation.
Because reflection can help you understand what you think. Experience can reveal what is actually true.
Instead of following a prescribed curriculum, the process is shaped around you and the decision you are trying to make. We use what we uncover as evidence, helping you evaluate possibilities more clearly and make a choice you can stand behind.
Clarity Diagnostic
Get clear on what you’re actually trying to solve quickly and effectively.
You know something needs to change, but you may not know exactly what. You could be weighing several possibilities, questioning what comes next, or simply feeling stuck without being able to identify why. You don't have months to invest and need clarity quickly.
The Clarity Diagnostic is a focused private advisory designed to help you make sense of where you are before deciding where to go.
Through structured pre-work and two private sessions, we’ll examine your situation from different angles, identify what may be keeping you stuck, and clarify the decision that actually needs your attention.
What’s Included:
Structured Pre-Work
Before we meet, you’ll complete a short assessment designed to give me context on your current situation, what you’re considering and where you’re experiencing uncertainty.
Two 60-Minute Private Advisory Sessions
These are 1:1 Live sessions. Our first session focuses on understanding your situation, challenging assumptions and identifying the real problem or decision beneath the uncertainty. In our second session, we refine what we’ve uncovered and determine what deserves your attention next.
Personal Clarity Synthesis
You’ll receive a written synthesis of what we uncover, including the key issues, decisions, assumptions and constraints influencing your situation.
Recommended Next Step
We’ll finish with a clear recommendation for what to do next. That may mean moving forward independently, exploring your possibilities more deeply through Decision Mapping, or beginning to build a direction you’ve already chosen.
What You’ll Leave With
By the end of the Clarity Diagnostic, you’ll have a clearer understanding of what’s keeping you stuck, what you actually need to decide, and where to focus your attention next.
This is not about forcing an answer before you’re ready. It’s about making sure you’re solving the right problem before investing more time, energy or money in what comes next.
Investment
$997 USD
Decision Mapping
Explore the possibilities. Test your assumptions. Decide what is worth pursuing.
Having several possible directions can feel like a good problem to have, until you have to choose one.
Decision Mapping is an 8-week private advisory for accomplished people who know they want something different from their next chapter but aren’t yet certain which direction deserves their commitment.
Together, we’ll identify your strongest possibilities, examine what is really driving each one, and test the assumptions behind them. Rather than trying to make a consequential decision through reflection alone, we’ll find ways to put promising directions into the real world so you can gather evidence about what fits, what doesn’t and what you may not have considered.
The goal isn’t simply to choose from a list of options. It’s to determine what is genuinely worth pursuing before committing significant time, energy or money to building it.
What’s Included
Define What Makes Your Next Chapter Worthwhile
We’ll establish the personal and practical criteria that matter now, including what you want more of, what you no longer want to recreate and what a worthwhile next chapter needs to provide.
Map Your Strongest Possibilities
We’ll identify and develop the directions with the greatest potential, looking beyond the obvious choices to uncover possibilities you may not have considered.
Challenge the Assumptions Behind Them
We’ll examine what attracts you to each direction and challenge the expectations, fears, habits or assumptions that could be influencing your judgment.
Test Possibilities in the Real World
Where appropriate, we’ll design targeted experiences, conversations or experiments that allow you to encounter promising possibilities rather than evaluating them entirely in your head.
Interpret the Evidence
Together, we’ll examine what those experiences reveal about your interest, energy, resistance and expectations, including evidence that challenges what you initially thought you wanted.
Evaluate What Is Worth Pursuing
We’ll bring the evidence together with the personal, practical and commercial realities of each direction to determine which possibilities deserve greater commitment and which don’t.
Private Advisory Throughout -Weekly Private Advisory Sessions
We’ll meet privately each week throughout the 90-day engagement to review progress, work through emerging decisions and obstacles, interpret what you’re learning and determine where to focus next.
Between-Session Access
You’ll have direct access to me by email and text during regular business hours for questions, decisions and challenges that arise between our scheduled sessions.
Optional In-Person Advisory Sessions
When the work would benefit from getting out of the usual environment, in-person advisory or working sessions can be arranged for an additional fee. These might include working sessions, site visits or other experiences relevant to what you’re building.
What You’ll Leave With
By the end of the 90 days, you’ll have moved beyond planning and into meaningful action, with real-world evidence about what’s working, what needs to change and where your attention should go next.
You’ll leave with a clearer and more developed version of your chosen direction, documented decisions and learnings from the work, and an updated path forward based on what you’ve discovered.
At the end of the engagement, we’ll determine what the next stage requires. You may be ready to continue independently, commit more deeply to what you’re building, change course based on what you’ve learned, or continue the advisory relationship on a monthly basis for ongoing guidance and support.
Investment
$5,497 USD
Next Chapter Builder
Turn the direction you’ve chosen into something real.
You arrive here knowing what you want to pursue. The question now is how to turn that decision into something that works in the real world.
Next Chapter Builder is a 90-day private advisory designed to help you move from direction to action without having to figure out every decision on your own.
Together, we’ll identify what needs to happen first, work through the decisions and obstacles that emerge, test important assumptions and adapt the direction as you learn. You’ll have an experienced outside perspective to challenge your thinking, identify what you may be overlooking and help you maintain momentum as the idea becomes real.
The objective isn’t to have everything figured out in 90 days. It’s to make meaningful progress, gather enough real-world evidence to know what’s working and establish a clear path for what comes next.
What’s Included
Establish Your Starting Point
We’ll begin with the direction you’ve chosen, what you already know and the most important decisions, assumptions and obstacles standing between where you are and where you want to go.
Define Your 90-Day Priorities
We’ll identify what matters most now and establish clear priorities and milestones for the engagement so your energy stays focused on the things most likely to move the direction forward.
Turn Direction Into Action
We’ll translate the larger idea into practical decisions and next steps, helping you determine what needs to be built, explored, tested or decided and in what order.
Test What Needs to Be True
Where uncertainty remains, we’ll identify the assumptions that matter most and use conversations, experiments, pilots or other real-world experiences to gather evidence before making larger commitments.
Navigate Decisions and Obstacles
As new information, opportunities and challenges emerge, we’ll work through them together. I’ll provide an outside perspective to challenge assumptions, uncover blind spots and help you make informed decisions without losing sight of the larger direction.
Shape a Model That Works for You
As the direction develops, we’ll consider the practical realities around income, capacity, risk, lifestyle, positioning and opportunity so what you’re building works for your life, not just on paper.
Private Advisory Throughout - Weekly Private Advisory Sessions
We’ll meet privately each week (60 minutes) throughout the 90-day engagement to review progress, work through emerging decisions and obstacles, interpret what you’re learning and determine where to focus next.
Between-Session Access
You’ll have direct access to me by email and text during regular business hours for questions, decisions and challenges that arise between our scheduled sessions.
Optional In-Person Advisory Sessions
When the work would benefit from getting out of the usual environment, in-person advisory or working sessions can be arranged for an additional fee. These might include working sessions, site visits or other experiences relevant to what you’re building.
What You’ll Leave With
By the end of the 90 days, you’ll have moved beyond planning and into meaningful action, with real-world evidence about what’s working, what needs to change and where your attention should go next. You’ll have a clearer and more developed version of your chosen direction, documented decisions and learnings from the work, and an updated path forward based on what you’ve discovered.
At the end of the engagement, we’ll determine what the next stage requires. You may be ready to continue independently, commit more deeply to what you’re building, change course based on what you’ve learned, or continue the advisory relationship on a monthly basis for ongoing guidance and support.
Investment
$7,497 USD
180 John St, Toronto, ON M5T 1X5
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