Start with Strategy

Because Strategy Done Right Changes Everything

You’re running a real business.

Let’s treat it like one.

This isn’t Zoom.
This isn’t casual.
This isn’t a cute little “clarity call.”

This is real strategy, for entrepreneurs building real businesses
done in-person, over cocktails, in Toronto’s best hotels and restaurants.

If you’re earning 5–6 figures and feel like things are slipping, stalling, or spiralling, it’s time to sit down and make a plan. A real one.

The  Experience

One hour. One table.
One strategy session that hits different.

We meet in person—always. As a client, you’ll receive a private booking link with curated dates & times at the hottest restaurants and hotels across the GTA. You’ll arrive 15–30 minutes early, browse the menu, and take a moment for yourself.

When our session begins, we’ll order drinks and appetizers for the table—indulging in the experience of business done right. Then we get to work.

We talk team, scale, systems, goals, chaos, offers, product, pricing -whatever needs growth.

This is strategy fused with lifestyle.
Because the experience of business should match the ambition.

Strategy Packages

  • 3 Month

    You’ve worked with me before or you have a new project, pivot, or big idea brewing and want strategic clarity as you map it out. This package is best for reviewing systems, goal setting, and checking alignment.

    $5000+Tax

  • 6 Month

    You’ve got a major decision or challenge on your plate. You’re overwhelmed, hitting a wall, or just need a sharp outside brain to talk it through and move forward. Perfect if you’re mid-chaos or facing a big move.

    $7000+Tax

  • 12 Month

    You’re in a full business growth season and need structure to scale sustainably. Running a team, stretched thin, and want strategy you can build into your actual operations. We’ll create, integrate, and adjust as we go.
    (Best Value)
    $10,000+Tax

Book Your Intro Call

You just hired your strategist.

I’m now an official member of your team!
Get ready for personal check-ins, real accountability, someone to celebrate your wins with, and perks designed to fuel your growth.

What’s Included

  • A 1-hour business meeting like no other. Each package includes 1 luxury in-person session per month. We meet at one of Toronto’s top restaurants or hotels. I book it, you arrive, and we indulge in appetizers, drinks, and strategy. Experience business the way you always envisioned it. This is business, done beautifully.

  • You’ll hear from me between sessions: calls, voice notes, accountability texts, and new ideas. Imagine a strategist who actually works for your growth. This is strategy integrated within your day-to-day.

  • You’ll have my personal cell number for support between sessions. Whether it’s mid-week chaos, a big decision, or a win worth celebrating! You can call, text, or voice note me.

    *Client hours apply. All messages receive a response within 48 hours.

  • Business is built on who you know. Clients are connected with 1–10 curated contacts who can move the needle. From trusted service providers to aligned brands, potential collaborators, and more. These are intentional, strategic, and personal introductions based on where you are and where you're going.

  • As a client, you’ll receive a private, client-only, booking link with curated times and rotating venues across the GTA. You pick the date and time, I drop the calendar invite. A booking link like no other.

Who It’s For

Plateaus. Team tension. Growth that doesn’t feel like growth.

You’re not a beginner anymore. But lately?
It feels like you’re stuck in the same loop:

  • The team’s growing but the business feels messier

  • You’re working harder but nothing’s moving

  • Your company is making more money, but somehow, you’re bringing home less

  • You know your next level is there, you just can’t see it from inside your inbox

Don’t clean. Don’t prep. Don’t wait.
The mess is the map. That’s where we start.

Group Strategy Experiences

Private. Curated. Game-changing.

You’ve never experienced strategy like this.

Perfect for high-performing teams and powerhouse groups of entrepreneurs, these sessions feel like a curated summit with all the intimacy, personalization, and luxury of private 1:1.

Hosted in Toronto’s top restaurants and hotels, your day is designed to spark breakthroughs, realign direction, and fuel powerful growth, all in one unforgettable experience.

  • A full day of strategy, curated conversation, and elevated dining. These sessions are designed to feel like a private summit experience—luxurious, impactful, and built just for your group.

    Your day begins with coffee, snacks, and connection before diving into a 2-hour guided strategy session. After that, enjoy a 1-hour break with a beautifully curated food and drink spread. Then, choose between a second 2-hour business session or a curated add-on experience to deepen the impact.

  • You’re the founder of a growing company and it’s time your team feels that growth, too. This session is for CEOs ready to create breakthroughs in communication, alignment, and culture. This group experience builds unity and strengthens trust, sparking a renewed energy that fuels productivity and purpose long after the session ends. Together, we’ll elevate your team and your business.

    Your team will leave invigorated and ready to build business together!

  • For the colleagues who want a private summit curated just for them. Imagine the learnings of a summit with direct, immediate conversation to put the concepts into action. These sessions are for entrepreneurs who believe in learning from each other, growing together, and sitting around the most impactful table of their careers.

    This is your chance to mastermind in a curated, luxury setting where real strategy meets shared momentum. Every founder in the room gets time to dive deep, unlock new ideas, and walk away with fresh clarity. No need to come prepared, Hannah will guide the session with powerful prompts and hard-hitting questions that push you to your business limits.

  • Group Pricing (flat rate per group):

    2–5 People: $2,500+tax
    ($500/person at 5 guests)

    6–10 People: $3,500+tax
    ($350/person at 10 guests)

    For groups larger than 10, please contact our team to build a custom experience.

    All pricing includes venue, food, beverage, and full session facilitation.

  • This isn’t just a strategy session, it’s a private summit designed to move your business forward. Imagine a luxury event curated just for your team or group, filled with meaningful breakthroughs, strategic alignment, and next-level connection. You’ll experience business, lifestyle, and high-performance entrepreneurship - all at once, all together.

    It’s unforgettable by design.

This Is The

Moment

You didn’t build a business to feel stuck.
You didn’t dream of success just to stay behind a screen.

You built it for this.

For powerful conversations in rooms that match your ambition.
For strategy that doesn’t wait for “someday.”
For the kind of momentum that starts with one bold decision.

Start With Strategy is where business meets lifestyle.
It’s 1:1. It’s group. It’s curated. It’s luxurious. It’s real.

This isn’t a coaching call.
This is a CEO-level experience designed to move you further, faster, and with more impact than ever before.

You’ve waited long enough.
This is the moment.

Start with Strategy