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The Executive Alignment Intensive

The Executive Alignment Intensive is a 90-day executive coaching engagement for CEOs and founders who are ready to stop solving surface problems — and finally address what’s actually driving them.

Does This Sound Familiar?

You’ve built something real. Your company is growing, your team is capable, and by most measures you’re succeeding.

But privately, something feels off.

Decisions that should be straightforward take longer than they should. Your leadership team is capable individually — but they’re not quite rowing in the same direction. Communication from the top lands differently than you intend. You find yourself pulled into situations you shouldn’t have to manage.

And somewhere along the way, the work stopped feeling as purposeful as it once did.

You’re not burned out. You’re not failing. But you’re carrying more than you should, and you’re not sure why.

Here’s what I know after years of coaching CEOs and founders through exactly this:

The problem isn’t your team. It isn’t your strategy. It isn’t your market.

It’s a WHY gap — a missing foundation of shared purpose that quietly drives every miscommunication, competing priority, and moment of misalignment in your organization.

And before that can be fixed in your organization, it needs to be found in you.

The Cost of Staying Misaligned

Most leaders assume the friction they feel is normal. It isn’t. And it isn’t free.

of employees cannot connect their daily work to their organization’s strategic goals

— Axios HQ State of Internal Communications Report

more likely to achieve above-median financial performance — that’s the advantage companies with aligned executive teams hold over those without

— McKinsey

of a manager’s annual salary — that’s what it costs to replace a single mid-level leader who leaves because they don’t feel connected to the mission

— SHRM

average return on investment companies report from structured executive coaching programs

— International Coaching Federation

There’s a Better Way to Lead

Introducing The Executive Alignment Intensive

Purpose. Alignment. Leadership.


Developed & Delivered by a Simon Sinek Certified WHY Coach
A structured 90-day engagement that moves you from personal clarity to full organizational alignment — starting with you, building through your leadership team, and anchoring into your company’s culture.
This is not a training program. There are no workbooks to complete alone, no video modules to watch at 1.5x speed, and no certificate at the end that lives in your LinkedIn profile.
This is a working engagement — built entirely around your situation, your team, and your WHY.
Here’s how it works.

[ PHASE 1 ]

Executive WHY Discovery

Weeks 1–2

Before anything changes in your organization, you need a clear picture of what drives you.

Through a certified Simon Sinek WHY Discovery process, you’ll uncover your personal WHY — your core purpose and the unique contribution you’re wired to make. Your HOWs — the values and strengths that define how you operate at your best. And your optimal working conditions — the environments that bring out your highest performance, and the friction points that quietly drain you.

Most executives have spent decades developing their professional skills. Very few have ever stopped to articulate what actually drives them. This is where that changes.

You’ll walk away with: Your personal WHY Statement and HOWs Profile — a written document you’ll reference for every major decision, communication, and leadership challenge going forward.

[ PHASE 2 ]

1:1 Executive Coaching

Weeks 1–12 — Throughout the Engagement

Running alongside every phase of this engagement, you have six private coaching sessions — a space where you can say the things you can’t say anywhere else.

No agenda imposed from the outside. No performance review. Just an honest, confidential conversation with someone who has been in the seat you’re sitting in, and who brings both understanding and neutrality to everything you’re working through.

Each session is designed to help you process decisions with clarity rather than anxiety, identify the undercurrents quietly influencing your culture, and build the kind of confidence in your communication that comes from knowing exactly who you are and what you stand for.

Format: 6 bi-weekly 60-minute sessions throughout the 90-day engagement

[ PHASE 3 ]

Leadership Team WHY Discovery

Weeks 3–5

Once you have your own clarity, we bring the process to your leadership team.

Each person goes through their own individual WHY and HOWs discovery. Then the group comes together to share what they’ve uncovered.

What happens in that room is unlike any team-building experience your leaders have had before. When people can see what actually drives each other — instead of assuming — the dynamic shifts. Friction that looked like personality conflict becomes understandable. Differences that felt like obstacles reveal themselves as complementary strengths. Teams that know each other’s WHY communicate more honestly, collaborate more naturally, and trust each other more deeply.

You’ll walk away with: Individual WHY and HOWs profiles for each team member, plus a Team WHY Map showing the full landscape of purpose and values across your leadership group.

[ PHASE 4 ]

Alignment & Communication Development

Weeks 6–10

This is the work most leadership programs skip entirely.

With individual WHYs established, we do something that changes how your entire organization experiences their work: we show each person exactly how their personal purpose connects to the company’s WHY.

When your leaders can see that line — even indirectly — work stops feeling like a job and starts feeling like a calling. That’s not a motivational phrase. It’s what happens when purpose is real and explicitly connected.

Through a series of guided working sessions, you’ll develop your Company WHY Statement — a clear, compelling articulation of your organization’s purpose that your team can actually feel, not just recite. Your Individual-to-Company WHY Ladder — a visual map showing each leader exactly where their personal purpose connects to the mission. And your Leadership Communication Framework — practical language your leaders can use to communicate direction, priorities, and purpose consistently across the organization.

You’ll walk away with: Three living documents your leadership team will use every day.

[ PHASE 5 ]

Integration & Sustainability

Weeks 11–12

The final phase is about making sure what you’ve built doesn’t stay on a slide deck.

We close the engagement with a clear plan for embedding your WHY Alignment System into hiring, onboarding, performance conversations, and team communication. A 90-day action plan for sustaining alignment as your team grows and evolves.

You’ll walk away with: The WHY Alignment Playbook — a complete reference document containing all profiles, frameworks, ladders, and your sustainability plan. Everything in one place, built to outlast the engagement.

Personal Clarity

A deep, articulate understanding of your own purpose, values, and the conditions you need to lead at your best — and a decision-making compass rooted in who you actually are, not who you think you’re supposed to be.

Team Understanding

A leadership group that genuinely knows what drives each other — replacing assumption and misread intention with empathy, honesty, and real collaboration that doesn’t require you to referee

Organizational Alignment

A company WHY that isn’t a slogan, backed by individual purpose connections that make the mission feel personal for every leader on your team.

A Communication System

Practical tools and language that let your leadership team carry clarity through the organization consistently — so alignment isn’t dependent on you being in every room.

Your Playbook

Everything documented, everything transferable, and built to outlast the engagement and grow with your organization.

✅ You’re the CEO or founder of a private company with 50–1,000 employees

✅ You’re smart, driven, and successful — but you’re carrying more than you should

✅ Your team is capable but not fully aligned around a shared direction

✅ You’ve tried fixing the surface problems and keep finding new ones

✅ You want your work to feel purposeful again — not just productive

✅ You’re willing to look honestly at yourself, not just your organization

✅ You understand that the cost of staying misaligned is already showing up in your business

❌ You’re looking for a quick fix or a one-day workshop

❌ You want a coach who will tell you what you want to hear

❌ You’re not willing to bring your leadership team into the process

❌ You’re not ready to invest seriously in your own development and your organization’s future

Why Work With Rachel

I know what it’s like to sit in the seat you’re sitting in.

I’ve spent decades in executive roles — and I know the particular exhaustion that comes from carrying a vision that your team can’t quite see the way you see it. From making decisions without anyone who can truly be a neutral sounding board. From feeling like the organization’s momentum depends entirely on your own.

That experience is why I coach the way I do. I’m not here to hand you a framework and send you on your way. I’m here to do the actual work alongside you — to ask the questions nobody else is asking, name the things that are going unnamed, and help you build a leadership team that can genuinely carry the mission forward without you having to be everywhere at once.

I’m a certified Simon Sinek WHY coach, and the WHY Discovery process is at the core of everything I do. Not because it’s a popular framework — but because in my experience, it’s the most direct path to the kind of clarity that actually changes how leaders lead.

Download the Executive Alignment Intensive program overview — a one-page document covering everything that’s included, the investment, and what you’ll walk away with.

No fluff. No sales pressure. Just everything you need to decide whether this is the right fit.

Name

Ready to Lead From Purpose?

The first step is a conversation — no pitch, no pressure. Just 30 minutes to talk honestly about what’s going on in your organization and whether this engagement is the right fit for where you are right now.

I take on a limited number of clients at a time. If you’re considering this, the best thing to do is get on the calendar sooner rather than later.