Private Advisory
vs Coaching
There are plenty of programs that promise inspiration, structure and outcomes for the next chapter of your life. Some offer community and some come with the prestige and price tag of recognized names. My approach is different.
Group coaching offers the benefit of connecting with others in a similar situation to yours. But they often lack the dedicated access and time to interact with the actual thought leaders.
Executive coaching provides effective frameworks aimed at giving senior leaders options to leverage their past experience in various directions - board membership, new ventures, mentorship and other avenues.
As someone who has experienced both, I truly believe the best outcomes happen in a 1:1 personal advisory approach. For those navigating life after the corner office, trying to determine what's next after the sale of a business or how to deal with the feeling of identity loss, the privacy and dedicated support of personal advisory is unparalleled.
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?
Why doesn't this ignite that spark I once had?
Does the direction I'm considering fit who I am now?
There are so many things I could do but why does nothing feel right?
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 navigating the space between a successful previous chapter and whatever comes next.
Rather than starting with What should I do next?, RECLAIM begins deeper. Who are you now, beyond the roles and definitions of success that shaped you? What is genuinely worth building from here? And how can you turn that direction into something real?
The work combines private strategic advisory with intentionally designed experiences that take the exploration beyond conversation.
Observe → Hypothesize → Experience → Interpret Evidence → Repeat → Decision
Because reflection can help you understand what you think. Experience helps reveal what’s actually true.
RECLAIM Expeditions.
Some questions can’t be answered by thinking harder. Expeditions are personalized, guided experiences designed around finding the answer that feels right.
Together, we identify what may be keeping you stuck or what may be worth exploring, develop hypotheses about what could be true, and design real-world experiences to test them. What happens becomes evidence we can interpret together and use to make better decisions about what comes next.
Each Expedition has a three-month completion window, but the work is guided by evidence and readiness rather than a prescribed weekly curriculum.
Shift 1: Connect
A 3 month program for understanding why you keep circling the same decision without ever landing on an answer.
A structured program for people who keep circling the same decision without ever landing on an answer. Often, the reason isn't a lack of options. It's that the identity which helped you become successful no longer tells you where to go next. Before deciding what comes next, we need to establish a strong foundation of self-awareness. We separate who you are from the role, title, expectations and measures of success that shaped your previous chapter, so your past doesn't automatically design your future.
What’s included
The work is tailored to your transition, your experiences and the identity patterns we uncover together.
Personalized starting point
We begin by understanding where you are now, what has changed and how your previous chapter may still be shaping how you see yourself.
Identity exploration
Examine the roles, achievements, expectations and definitions of success that have influenced your identity, and begin separating what genuinely belongs to you from what no longer fits.
Pattern recognition and perspective
I look for patterns, tensions and assumptions that may be difficult to see from inside your own experience, giving us specific questions to explore.
Designed real-world experiences
We take the work beyond conversation with experiences designed specifically around what we’re exploring. Instead of only thinking about who you are, you get opportunities to experience yourself differently.
Evidence and interpretation
Together, we examine what those experiences reveal: what feels natural, what creates resistance, what energizes you and where you instinctively return to an old identity.
A clearer sense of what stays and what changes
We bring the evidence together to identify what you want to retain, release, reclaim and continue exploring as you move forward.
Private advisory throughout
Approximately six private advisory sessions, analysis and preparation between conversations, and email/text support throughout your Expedition.
Investment
$4,497 USD
Approximate Timeline
Designed to be completed within three months. The sequence is guided by evidence and readiness rather than a fixed weekly curriculum. A client may complete the program sooner when sufficient evidence and clarity have been established. If more time is needed, we agree on a defined extension before continuing.
Commitment Required
Plan for approximately 1 to 2 hours per week outside advisory conversations, with some weeks requiring a real-world experience rather than written work. The client is expected to engage candidly, complete agreed preparation, participate in designed experiences and bring what actually happened back into the advisory process.
Outcome
Greater clarity and lived evidence to answer: Why can't I decide? Participants leave with a more integrated understanding of the parts of their previous identity they want to retain, release or reclaim, and a stronger basis for deciding what should come next.
Shift 2: Realign
A 3 month program for people who understand who they are now and need to determine what's actually worth building.
Knowing that your previous chapter no longer fits doesn't automatically reveal what should replace it. Realign helps you move beyond the long list of things you could do and discover what is actually worth building. We clarify what matters now, develop hypotheses about possible directions and put those possibilities into the real world so your decision is informed by experience, not imagination alone.
What Is Included
Personalized starting point
We begin by understanding where you are now, what you’re drawn toward and what you want your next chapter to provide that your previous one may not have.
Explore what matters now
Examine your values, interests, sources of meaning and inspiration, along with the conditions you want more or less of in your life.
Identify possibilities worth exploring
Together, we look for patterns and opportunities at the intersection of what matters to you, what energizes you and where your experience and capabilities could take you.
Designed real-world experiences
Rather than trying to choose a direction in theory, we create experiences that let you explore possibilities in the real world and discover how they actually feel when you encounter them.
Evidence and interpretation
We examine what each experience reveals about your energy, interest, resistance, assumptions and expectations, including evidence that may challenge what you initially thought you wanted.
Evaluate what is worth pursuing
We bring together personal alignment and practical realities to determine which possibilities deserve greater commitment and which ones don’t.
Private advisory throughout
Approximately six private advisory sessions, analysis and preparation between conversations, and email/text support throughout your program.
Investment
$5,497 USD
Approximate Timeline
Designed to be completed within three months. If more time is needed, we agree on a defined extension before continuing. Early work establishes the client's current criteria and the possibilities worth testing. The middle of the program emphasizes real-world exploration and evidence. The final stage interprets patterns and supports a decision. Completion may occur sooner when sufficient evidence exists.
Commitment Required
Plan for approximately 1 to 2 hours per week outside advisory conversations, with additional time for selected experiences, conversations or exploration. The client must be willing to test possibilities rather than only think about them and to remain open to evidence that challenges an initially preferred direction.
Outcome
Greater clarity and lived evidence to answer: What's worth building? Participants leave with a direction, or a substantially narrower field of direction, grounded in who they are now and what the evidence suggests is meaningful enough to pursue.
Shift 3 - Construct
A 3 month program for people who understand what opportunity is right for them and need help in making it a reality.
You arrive here with a direction worth pursuing. The focus now shifts from exploring possibilities to testing, shaping and building a practical path forward. If you already have clarity about who you are and what you want to pursue but need help determining how it can work in the real world, this is where we begin.
What Is Included
Personalized starting point
We begin by clarifying the direction you want to pursue, what you already know and the most important assumptions or unanswered questions standing between the idea and reality.
Shape the direction
Turn what you want to pursue into something more defined, considering the value you want to create, who it could serve and what the next chapter could actually look like.
Test the important assumptions
Identify what needs to be true for the direction to work and create real-world experiences to test those assumptions before making larger commitments.
Learn from real-world response
Use conversations, experiments, pilots or other relevant experiences to gather evidence about what works, what doesn’t and what needs to change.
Build a viable model
Bring together personal alignment and practical considerations such as income, capacity, risk, lifestyle, positioning and opportunity to shape a model that works for you.
Create a path forward
Translate what you’ve learned into clear priorities, decisions and next steps so you know what to build, what to test next and where to focus your energy.
Private advisory throughout
Approximately six private advisory sessions, analysis and preparation between conversations, and email/text support throughout your program.
Investment
$6,997 USD
Approximate Timeline
Designed to be completed within three months. If more time is needed, we agree on a defined extension before continuing. The sequence moves from clarifying the direction and its critical assumptions into real-world testing, interpretation and construction decisions. Because the work depends on external evidence, timing may vary by client. The three-month window remains the expected completion period.
Commitment Required
Plan for approximately 2 to 3 hours per week outside advisory conversations, with activity likely to increase during testing and activation. The client must be prepared to have real conversations, test assumptions, make decisions and take action rather than keep the direction safely theoretical.
Outcome
Greater clarity and real-world evidence to answer: How do I make it a reality? Participants leave with a more viable, deliberately shaped direction and a prioritized plan for moving it forward.
180 John St, Toronto, ON M5T 1X5
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