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Individual Coaching

Individual
Coaching

Six 1:1 sessions with Winnifred Anderson. Get honest about your values, confront what's holding you back, and start showing up as the leader you already know you are on the inside.

The program

Six sessions. Your transformation.

Individual coaching with Winnifred is about who you become. This coaching helps leaders get honest about their values, confront what's holding them back, and start showing up as the leader they already know they are on the inside.

Whether you were just promoted, stepping into a new team, managing former peers, or a seasoned leader who knows there is another level available · this program meets you exactly where you are.

This coaching is for you if
You feel reactive
You're showing up to lead but still getting pulled into fire-fighting, emotional reactions, and decisions that don't reflect who you want to be. You know there's a better way to operate.
You've lost your way
The pace, the pressure, and the demands of leadership have pulled you away from your own values. You want to reconnect with what drives you and lead from that place again.
You're ready to go deeper
You're a capable leader who knows there's more. You want the self-awareness, emotional intelligence, and personal accountability to close the gap between the leader you are and the one you already know you can be.
Individual
Coaching
6-session individual coaching
  • 6 × 60-minute 1:1 coaching sessions
  • The Clarity Journal Vol. 1 (included)
  • Communication support between sessions
  • Personal leadership action plan
Virtual
1:1 Individual
North America
Book a coaching session

Contact us to discuss scope and format

The six sessions

What we work through together

Each session follows the arc of the Clarity Journal — from understanding yourself, to managing yourself, to understanding others, and finally to leading them with intention. The journal is your active workbook between sessions.

1
Values clarity & leadership identity

We begin where the journal begins — with your values. What do you actually stand for? What are your non-negotiables? This session works through the values clarification exercise from the journal, establishing the internal compass that every other session builds on. When your leadership is rooted in your values, the hard decisions get clearer.

Core valuesLeadership identityIntentional authenticity
2
Self-awareness — recognizing your patterns

You cannot regulate what you do not recognize. This session deepens your self-awareness — your emotional triggers, your blind spots, and the internal patterns that shape how you show up under pressure. Using the journal's Weeks 1–2 framework, we identify what's driving your reactions and how to interrupt the ones that aren't serving you or your team.

Self-awarenessTriggers & patternsMindset
3
Self-regulation — responding instead of reacting

Awareness without regulation is just insight. This session moves from knowing your patterns to changing them — building the emotional discipline to respond with intention rather than react with habit. We work through the journal's self-regulation tools: how to lead under pressure, how to manage your emotional state before it manages your team, and how to show up consistently even when the circumstances are not.

Emotional regulationLeading under pressureConsistency
4
Social awareness & empathy — reading the room

Effective leadership requires the ability to read people accurately — their emotional states, their unspoken concerns, their need for direction or space. This session builds on the journal's Weeks 3–4 framework: social awareness and empathy. We examine how you currently read your team, where your blind spots are, and how to adapt your approach to meet people where they actually are rather than where you assume them to be.

Social awarenessEmpathyReading team dynamics
5
Trust, courage & relationship leadership

Trust is built in small, consistent moments — and broken in one careless one. Drawing from the journal's Weeks 5–6 framework, this session works through the behaviours that build trust, the courage it takes to have honest conversations, and the relationship skills that turn a group of individuals into a team that genuinely follows. We cover how to give direct, compassionate feedback, how to repair trust when it's been damaged, and how to lead with both clarity and care.

TrustCourageous conversationsRelationship leadership
6
Integration, legacy & personal commitment

The final session is a full integration — modelled on the journal's quarterly reflection. We measure how far you have come, name what has shifted, and look honestly at what still requires your attention. You clarify the leader you are committed to becoming, write your personal leadership commitment, and leave with a completed Clarity Journal as your permanent reference. This is not the end of the work. It is the foundation you now build on deliberately.

Quarterly reflectionPersonal commitmentClarity Journal complete
What you walk away with

The outcomes

1
Clarity about your core values and a leadership identity that is grounded, intentional, and authentically yours
2
The self-awareness to recognize your triggers, patterns, and blind spots — and the self-regulation to respond with intention rather than react out of habit
3
Sharper social awareness and empathy — the ability to read your team accurately and adapt your leadership to meet people where they are
4
The courage and relational skill to build genuine trust, have honest conversations, and lead with both clarity and care
5
A personal leadership commitment — a clear, honest declaration of the leader you are choosing to become
6
A completed Clarity Journal as your permanent reference — six weeks of honest reflection you keep and return to long after the coaching ends
The Clarity Journal

Your workbook for the whole journey

The Clarity Journal: Lead with Intent is included in your coaching program and serves as your primary workbook and guide throughout all six sessions. Built on the four pillars of emotional intelligence, it gives you a structured daily and weekly reflection practice that compounds your growth session by session.

After the program ends, the journal stays with you · a permanent reference for the leader you've become and the practices that got you there.

Learn more about the journal
Cohort programs

Investing in your new managers?

CHROs can sponsor individual leaders through this coaching program · giving your high performers the foundation they need to lead from day one. Ask about team pricing and group formats.

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The transformation

The leader you already know you are

You stop managing from the outside and start leading from the inside. You get honest about your values, release what has been holding you back, and step into the clarity, confidence, and presence that your team has been waiting for. Not a new you — the truest version of the leader you already are.

Book a coaching session