Your most precious asset is who you are, not what you own®
Leadership & Legacy Re-imagined™

Lead From Within.
Change What Becomes Possible

A curated 9-week leadership development experience for women.

See systems, instead of locating problems within individuals.
Interrupt anxious patterns, rather than repeat them.
Transform how you engage, so you remain composed and make considered choices.
March 9, 2026 – May 5, 2026
May 26, 2026 (3-week Group Check-in)
Invitation-only • Confidentiality non-negotiable • Cohort limited to 8
Schedule Confidential Conversation
20 Minutes • Private • Explore mutual fit
“I became willing to start the conversations my family has been avoiding.”
— 2nd-generation woman family leader

How you lead impacts the present, and shapes the future

If you’re like many women in families with significant shared assets,
you carry an invisible load. You see the uneasiness long before anyone names it.

Shared assets include operating businesses, trusts, real estate, family foundations, family offices, and other investments.
Do any of these scenarios ring true for you?
Conversations feel loaded, even when no one says much.
You feel the tensions no one wants to acknowledge.
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You walk on eggshells, or stay silent, to keep the peace.
Are questions like these weighing on you?
How do I allow my children to find their own way when I see them making big mistakes?
How much — and when — do I share with them about the family wealth and their inheritance?
How do we integrate spouses with different cultural norms?

Communication Challenges Are the Tip of the Iceberg

Know this: You are not alone.

Every family experiences challenges, often around money and fairness, differences and expectations, hurt feelings and misunderstandings.
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In families with significant shared assets, those challenges are amplified by wealth, adding layers of complexity and financial consequences

When assets are shared, relationship patterns don’t just shape connection - they shape decisions.

Most families assume they have a communication problem. But communication challenges are usually presenting issues -- the visible tip of the iceberg.

What’s Below the Surface

Below the surface is your “family system,” your family’s habitual patterns of interacting that develop over time, often across generations.

When tensions rise, families automatically default to predictable patterns:

  • People talk about each other, rather than to each other
  • Some lash out with angry rants
  • Some tie themselves in knots trying to keep the peace
  • Others withdraw and say nothing
These reactions are not personal; they’re the system’s automatic response to tensions.

What Happens When Tensions Are Not Addressed?
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‍Family tensions rarely resolve on their own. Left unaddressed, trust erodes, decision-making gets more complicated, and your family’s ability to manage complexity is undermined.

In families with shared assets - where your emotional and economic systems are intertwined - both relationships and resources are put at risk, limiting the possibilities for your family.

This is precisely what “Lead From Within. Change What Becomes Possible” is designed to help you address.

A disciplined, confidential leadership journey that strengthens your insight, courage, and composure, so you can model the kind of leadership that makes sustained family connection more likely.

Schedule Confidential Conversation
Leadership & Legacy Re-imagined™

What “Lead From Within. Change What Becomes Possible” Is (and What It Isn’t)

Lead From Within. Change What Becomes Possible is a curated leadership development experience based on a family systems framework. It strengthens your capacity to think clearly and stay composed when tensions rise.

This work is about shifting what you have the most influence over — yourself, and how you engage. It’s not about “fixing” your family, confronting anyone, or forcing you to have conversations before you’re ready.

What this is
This is a private, structured leadership journey.
This is a setting exclusively for women in families with significant shared assets navigating similar complexities with discretion.
This is a practical pathway to see what’s happening below the surface, recognize your reactivity, and make small, deliberate changes in how you choose to engage.
What this isn’t
This is not therapy or group counseling.
This is not labeling, diagnosing, or analyzing family members — or yourself.
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This is not a setting where you will be asked to disclose private details about your family, your finances, or yourself.
You don’t need anyone else to participate or agree.
Change can begin with one person engaging differently.
Grounded in Bowen Family Systems Theory.

The SIT Pathway™:
See Systems.
Interrupt Patterns.
Transform How You Engage.

The SIT Pathway™ is a guided leadership pathway designed to help you understand what’s happening beneath the surface in your family, and to step out of the hidden patterns that keep you stuck.

This work is about shifting what you have the most influence over — yourself, and how you engage.

‍Every meaningful change process includes a “messy middle,” where familiar patterns are no longer automatic, but new ways of engaging haven’t fully taken hold, yet.

In this phase, discomfort can become more pronounced as you begin to make deliberate choices rather than react on autopilot.

This is not a sign that something is wrong. It’s a sign the work is active.

The SIT Pathway™ provides you the structure and guidance to move through this in-between phase with intention, so insight becomes lived practice, not just intellectual understanding.

Small, deliberate shifts change the pattern
See Systems

When tensions rise, most people interpret behavior as personality.

Seeing systems replaces a focus on individuals with an appreciation for context and the interactions between individuals.

Seeing the interconnectedness makes one thing clear: no one person is solely responsible for what is happening. That shift reduces blame, lowers reactivity, and expands options for how you choose to engage.

You’ll begin to notice:

  • What looks personal is often patterned
  • Reactivity is often protection, not pathology
  • Systems respond when even one person consistently engages differently
Individual Lens
(Person-focused)
Who is right / wrong?
What’s their issue?
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How do I get them to change?
Systems Lens
(Pattern-focused)
What pattern is repeating here?
In what ways am I contributing to this situation?
What can I do differently?
Interrupt Patterns

When tensions rise, families default to predictable relationship patterns to ease discomfort. The goal isn’t to eliminate tensions; it’s to stop allowing tensions to dominate.

You’ll learn how to:

  • Spot the four default patterns families automatically resort to under pressure, without realizing it
  • Over time, prevent escalation and
  • Make deliberate choices in the heat of the moment

This is not about “fixing,” controlling, or changing others.

It’s about having agency over your relationships, regardless of what others do or don’t do.

Pause
Choose
In the pause between stimulus and response, change becomes possible
Transform How You Engage

Transformation begins on the inside. That’s where your power is - and your peace.

As part of your applied learning, at the beginning of your leadership journey, you will choose one situation to concentrate on: a family relationship you want to strengthen, or a family conversation you want to have.
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Then you’ll:

  • Identify the pattern that typically derails you
  • Practice engaging differently, with structure and guidance
  • Build a simple plan you can implement

The result isn’t a new script.

It’s a more grounded way of engaging — one that changes what becomes possible over time.

Imagine What Becomes Possible
When You Follow the SIT Pathway™

This isn’t about adding another tool to your toolbox. It’s about changing what you see, how you engage, and what becomes possible over time.

Who You Become
Someone who models change instead of demanding it from others
More courageous doing what is uncomfortable
More aware of how you influence — and are influenced by — your family system
More patient with yourself and others as you engage differently
What You Stop Doing
Waiting for others to take the first step
Walking on eggshells to keep the peace
Carrying everyone else’s emotional burden
Avoiding conversations because you fear the fallout
What Becomes Easier
Staying grounded when reactivity is swirling around you
Sharing your perspective, even when it differs from that of others
Upholding your guiding principles when tensions rise
Making decisions aligned with what you think is right, not what others expect
How Your Family Benefits
Deeper connection
Greater trust
More transparency
Increased resilience to navigate difficulty without fracturing

Imagine What Becomes Possible
When You Follow the SIT Pathway™

These examples illustrate the kinds of shifts women make when they learn to see systems, interrupt patterns, and transform how they engage, especially when tensions rise.

Matriarch stopped intervening between her children – and sibling conflict receded

A matriarch realized that constantly inserting herself in the middle of her children’s disagreements was fueling their sibling rivalry. She began to allow them to work through matters directly, without taking sides.

‍Result: Her children began to resolve their differences, and tensions decreased.

Family leader shifted from calls for urgency to principled action, which led to family progress

A family business executive was frustrated that family and non-family staff were not meeting her performance expectations. Rather than withdraw, do the work herself, and feel resentful, she learned to clearly articulate the performance standards she wanted, let others know when those standards were not met, and allow them to take corrective action.

‍Result: Others began to develop their skills and deliver; her burnout began to dissipate and her job satisfaction increased.

Family business executive started defining and asking for what she needed

A family leader was angry about her family’s slow progress on an initiative that was important to her. She began to grasp that her insistence on urgency and other aspects of her own behavior was increasing resistance. This prompted her to conduct herself more in alignment with her core values.

‍Result: The momentum shifted and the family initiative began to move forward, without further conflict.

Matriarch stopped shouldering sole responsibility and other family stepped up

A matriarch who managed all of her family’s affairs, including dealing with staff and professional advisors, felt unappreciated and was growing weary of the role. When she began to share the magnitude of what she was carrying, her family offered to help, explaining that they had not done so already because they thought she wanted to “do it all.”

‍Result: The matriarch had more time for herself and the projects she cared about, and her family began developing their capabilities in a range of areas.

Parents began talking about their wealth, rather than avoiding the subject, easing everyone’s discomfort and deepening their bond

Parents who had resisted talking about their wealth because they didn’t want to burden their children with the complexities recognized that they weren’t protecting their children; they were increasing future financial risks for their children. They initiated a thoughtful conversation, shared about their estate planning and the values and intentions that informed their decisions. In so doing, they learned for the first time that their children were concerned about how to be capable stewards of wealth.

‍Result: The increased transparency enabled the children to begin preparing for the responsibilities of the level of wealth they would inherit, and it strengthened communication between the parents and their children on other topics.

The common thread:
When at least one person engages differently,
the family ultimately responds accordingly.

Schedule Confidential Conversation

Experience Design

Structured. Guided. Designed for Your Busy Life.

Lead From Within. Change What Becomes Possible is a paced leadership development experience designed to help you model the kind of engagement that makes sustained family connection more likely across generations.

Lead From Within. Change
What Becomes Possible
DATES
March 9, 2026 – May 5, 2026
3-week Group Check-in May 26, 2026
LIVE SESSIONS
(via Zoom)
6 group sessions: Tuesdays, 2:00 - 3:15 PM, ET
2 private 1:1 sessions (scheduled individually)
INCLUDED
Private portal + guided materials
COHORT
Invitation-only • Limited to 8
INVESTMENT
$10,000
NEXT STEP
Schedule Confidential Conversation
This is the inaugural cohort of this online experience.
What’s Included
Invitation-only, curated cohort — women in families with significant shared assets who care deeply about their family staying connected across generations
Limited to 8 women for depth, personalized guidance, and a high-discretion environment
6 live group sessions (guided discussion and real-time application)
2 private 1:1 sessions (one before the group begins; one after group session 4)
1 post-closing group check-in to reinforce what’s taking hold and refine next steps
Private, password-protected portal with guided materials, reflection prompts, and optional private messaging

Your Experience Timeline

The emphasis is not on doing more. It’s on engaging differently with what’s already present.

How We Use Our Time Together
You’ll review materials in advance. Our live time is for practice, discussion, and decision-making focused on how you engage when tensions rise.
The Time Commitment
In addition to each 75-minute session, plan for about 1 minute most weeks for reflection, preparation, and practice, on your schedule.

The Group Setting + Privacy

This experience takes place within a small, thoughtfully curated group of women doing similar work inside their own family system.

The group setting is designed for insight and practice, not disclosure. You will not be asked to share private details about your family, your finances, or other personal matters. Whether and what you share is always your choice.

Sessions are not recorded.

‍Confidentiality is non-negotiable. Each participant signs a Confidentiality Agreement and pledges to protect the privacy of group participants and what is shared within the group. As a continual reminder, the Confidentiality Agreement is posted in the portal and reinforced throughout the experience.

How You Engage in This Work

This experience is grounded in a family systems approach to leadership development and designed to support better managing yourself when family tensions rise.

Confidentiality is Foundational
Disclosure is always optional
You move at your own pace
You focus on what you have most influence over - yourself and how you engage
You speak and act for yourself
You see the system rather than locate problems within individuals
You resist the impulse to "fix", and support capacity-building instead

Your Guide

My work is informed by lived experience and grounded in Bowen Family Systems Theory, a leadership framework that builds individual capacity to manage oneself when tensions rise.

My maternal grandparents were successful citrus growers and landowners in Central Florida, in an area not far from Disney World. They were intentional about legacy — providing for their own large family, while also donating land for a public park so Black children beyond their grandchildren would have a place to play, and investing deeply in the community that now bears their name.

Of the wealth they built, all that remains in the family today is six acres of vacant land that was once their homestead.

Unresolved tensions in the second generation prevented them from working together to manage the resources my grandparents left them and stay connected over time. Financial assets were lost. Family relationships were fractured.

Currently, I co-own and help steward a business with my immediate multi-generational family. In both my professional life supporting other families and in my personal life, I’m navigating the complexity of working alongside siblings and in-laws and across multiple generations.

In addition to being the Founder of Sankofa Legacy Advisors, my background includes:

  • First in-house “Family Dynamics Consultant” at Wells Fargo Private Bank, guiding ultra-high-net-worth families through generational transitions.
  • Vetted resource for family offices and firms within Charles Schwab’s Family Wealth Alliance.
  • Over a decade of practicing Bowen Family Systems Theory, and nearly two decades practicing law.
  • Board service with the Purposeful Planning Institute.
  • Prior work as a philanthropic strategist at the Ford Foundation.
[Learn More]
Thomasina H. Williams
Family Systems Leadership Advisor
Founder, Sankofa Legacy Advisors
Schedule Confidential Conversation

Discreet reflections

A few words from women who chose to engage differently and experienced a shift.

*This is the inaugural cohort of this online experience. The reflections below come from a prior women’s leadership development experience and private client engagements.
“The experience required me to work on myself. I’m in a much better place as a result of what I learned from Thomasina.”
— Second-generation family business executive
“The exercises put things in context in a way I hadn’t considered before.”
— Second-generation family leader
“Thomasina has a way of framing things that brings immediate clarity. She helped me sort through situations that had felt muddled and confusing. I told her she should write a book.”
— Matriarch

Who This Is For &
Who This Is Not For

Lead From Within. Change What Becomes Possible is a paced leadership development experience designed to help you model the kind of engagement that makes sustained family connection more likely across generations.
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The women who thrive here are not perfect.

They want the best for themselves and their families.

Who This Is For
This is for you if you are:
A woman in a family with significant shared assets who wants your family to stay connected across generations
A woman who values group experiences with other women on similar journeys
Willing to look inward and lead differently, regardless of what others do
Ready to engage with more composure when tensions rise and it’s uncomfortable
Someone who values privacy, discretion, and discernment as much as leadership development
Who This Is Not For
This isn’t for you if you:
Are looking for a quick fix, a script, or surface-level communication tips
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Want a place to label, analyze, or “diagnose” family members (or yourself)
Need other people to change first in order for you to engage differently
Want someone to speak to your family for you, mediate for you, or manage outcomes for you
Are looking for a place to vent, rather than a place to practice engaging differently
INVESTMENT
Your Commitment to You
$10,000
This is not simply a purchase.
It is a commitment to yourself -- and to the relationships that matter most to you.
Your commitment supports a shift toward:
Peace of mind for you
Fewer tensions for your family
Poise under pressure
Navigating tensions without becoming reactive
Courageous dialogue
Having difficult conversations
Grounded leadership
Staying true to your guiding principles
Deeper connection
Helping your family stay together despite life’s inevitable challenges
Time Horizon
March 9, 2026 – May 5, 2026
Core Experience (9 weeks)
May 26, 2026
3-week Group Check-in
A private, structured experience for focused leadership development work.
Long After
A way of being that continues to inform how you lead, relate, and make decisions within your family.
Discretion
This work is conducted with the utmost discretion. Confidentiality is foundational to the experience we create.
Review the Confidentiality Agreement each participant must sign.
The Process
To protect the integrity of this experience, participation is by invitation only.
1. Confidential conversation (20 minutes)
You'll have a private conversation to confirm alignment and explore mutual fit.
2. Invitation to enroll (if we’re a fit)
You’ll receive a brief form that includes a Confidentiality Agreement and payment instructions.
After enrollment
You’ll receive onboarding details and portal access so you can begin your leadership journey.

Your Next Step

Schedule a 20-minute confidential conversation to explore mutual fit.

Schedule Confidential Conversation
20 Minutes • Private • Explore mutual fit
For women in families with significant shared assets who want their children, grandchildren and future generations to stay connected.

My Commitment to You

I cannot guarantee a specific outcome. The outcome will depend on what you choose to do.

What I can promise is a high-caliber pathway, a clear structure for the experience, and thoughtful guidance that helps to strengthen your capacity to engage with greater clarity and composure when tensions rise.

What You Can Count On
Clear structure and pacing designed for your busy life, not overwhelm
A high-discretion sanctuary designed for insight and practice, not disclosure
Direct guidance that keeps the work grounded and actionable
An experience that respects your intelligence, your privacy, and your aspirations for yourself and your family
What I Ask of You
Willingness:
To look inward.

To practice engaging differently.

To stay with the work when it gets uncomfortable.

Small, deliberate shifts change the pattern.

Schedule Confidential Conversation

Questions You May Have

Discretion matters here. These are the questions women most often ask before they schedule a confidential conversation.

Will I be expected to share private details about my family, finances, or personal life?
No. This experience is designed for insight and practice, not disclosure. You will not be asked to share private details about your family, your finances, or yourself. What you choose to share is always your choice.
How do you protect privacy and enforce confidentiality?
Confidentiality is non-negotiable. Participation requires signing a Confidentiality Agreement.

Sessions are not recorded. And, as part of the Confidentiality Agreement, participants agree not to record audio or video. 

If confidentiality is violated, participation ends. That is specifically included in the Confidentiality Agreement.
Will I be asked to confront someone or initiate big conversations before I’m ready?
No. You decide what you do, and when you do it. 

We encourage small, deliberate steps, starting with increasing your awareness of your own behavior.
How is this different from therapy or coaching?
This is leadership development grounded in a family systems framework. The focus is on strengthening your capacity to think clearly, stay composed, and engage deliberately when tensions rise. 

It is not therapy; there are no diagnoses, treatment plans, or prescriptions. 

It is also not open-ended coaching; it’s a structured experience guided by a specific pathway.
Do I need my family to participate for this to help?
No. You don’t need anyone else to participate, agree, or approve. 

This work is about what you can influence — yourself, and how you engage, regardless of what others do or don’t do.
What if engaging differently makes things worse?
When you change your part in a familiar pattern, the system may push back before it settles. That is natural. 

You’ll be guided to recognize what’s happening, stay grounded, and make deliberate choices so you move through the in-between phase with intention, not reactivity.
What is the group experience like?
Your cohort is limited to 8 women to support discretion, depth, and personalized guidance. 

Group sessions are structured for insight, perspective, and practice, not personal exposure. You decide when, what, and how much you share.

Many women find it powerful to learn alongside other women who understand the complexities of what they’re navigating, without needing to share private details themselves.
Can women from the same family participate?
Yes. Having more than one woman from the same family participate creates shared language and reinforces integration between sessions. Each woman still does her own work, but learning side-by-side can strengthen alignment and expand what becomes possible over time.
Who else will be in the room?
Each woman in your small cohort is from a family with significant shared assets and she cares deeply about her family staying connected across generations. The cohort is invitation-only, and size is limited to no more than 8 to protect the integrity of the experience.
How much time should I plan to spend on this each week?
In addition to each 75-minute session, plan to invest about an hour most weeks for preparation, reflection, and practice, on your schedule.

This experience is designed to integrate into your life as it unfolds day-to-day. The emphasis is not on doing more. It’s on engaging differently with what’s already present.
What is your refund policy?
You may request a full refund by emailing me before March 16, 2026 (when private sessions begin). After March 16, 2026, there are no refunds.
Why is this experience for women only, and how do I share what I learn with my family?
This experience is designed for women because many women in families with shared assets want a discreet space to think clearly, speak candidly, and build their leadership capacity alongside other women who understand the terrain. 

That said, the principles apply to everyone. 

The most effective way to share with your family what you gain from this experience is to model it in real time. During the experience, we will also discuss sharing with others.
If you have a question you’d prefer to ask privately, ‍Schedule Confidential Conversation

The Process

To protect the integrity of this experience, participation is by invitation only.

1. Schedule a 20-minute confidential conversation to explore mutual fit.

2. If we both agree to proceed, you’ll be invited to complete a short form which includes a Confidentiality Agreement and payment instructions.

After enrollment, you’ll receive onboarding details and portal access so you can begin your leadership journey.

Limited to 8 women to protect discretion, depth, and personalized attention.

Your Next Step

A private conversation is the best way to confirm fit.
Schedule Confidential Conversation
20 Minutes • Private • Explore mutual fit
For women in families with significant shared assets who want their children, grandchildren and future generations to stay connected.