CEO FREEDOM ACADEMY

Escape The Chaos. Embrace Your Role As Visionary CEO.

You didn’t start your business to become trapped inside it.

Most of my clients aren’t failing.

They’re successful on paper.

Revenue looks decent on paper.

Clients are active.

The business looks fine from the outside.

But behind the scenes, time is scarce, profit feels tighter than it should, and the business only works because they’re holding it together.

That’s entrepreneurial poverty.
And more effort won’t fix it.
Neither will more grind & hustle!

What fixes it is structure, positioning, and CEO-level decisions that reduce noise and increase leverage.

That’s the work I do.

Inside the CEO Freedom Academy, I help experienced service-based founders simplify their business, strengthen their authority, and build a Revenue Growth Engine using my proprietary 

Work Less. PROFIT More™ framework.

There are three ways to work with me, depending on where the breakdown is happening right now.

CEO Freedom Momentum

Structured Growth with Strategic Support

Momentum is for established service-based founders who want growth without more chaos, pressure, or hours.

This is for you if:

  • You’re earning $100K+
  • Growth feels heavier than it should
  • Pricing and marketing feel inconsistent
  • You’re doing too much of the wrong work

You don’t have a motivation problem.
You have an operating system problem.

Momentum is where you install the CEO Operating System that removes guesswork, stabilizes cash flow, and starts producing the profit you need to grow without burning out.

We focus on:

  • Tightening positioning so sales feel clean
  • Clarifying offers and pricing
  • Building a simple Revenue Growth Engine
  • Shifting you from reactive to in control

No cohorts.
No falling behind.
No performative hustle.

Investment: from $997 CAD/month
Commitment: 6 months

Momentum installs the CEO Operating System that starts generating the profit you need to create real breathing room.
Clarity replaces chaos.

CEO Freedom Mastery

Private Strategic Mentorship

Mastery is for founders whose business runs because the owner makes all the decision!  In other words, the owner is the bottleneck.

This isn’t about growth.
It’s about dependence.

Mastery is one-to-one strategic mentorship for founders earning $250K+ whose decisions carry real weight.

No generic or cookie-cutter curriculum.
No busywork.

We focus on:

  • Reducing hours without revenue dropping
  • Strengthening leadership and delegation
  • Building systems that don’t rely on you
  • Designing a business that supports your life

Investment: from $2,500+ CAD/month
Commitment: 12 months

Capacity is intentionally limited and offered on a first-come basis.

Momentum is where you begin to  install the CEO Operating System that removes guesswork, stabilizes cash flow, and starts producing the profit you need to grow without burning out.

Mastery applies the CEO Operating System at the highest level – building a business engine that runs without your daily involvement.  This is how you build freedom and eliminate entrepreneurial poverty.

CEO Jumpstart VIP Day

One Problem. One Day. Clear Decisions.

Sometimes you don’t need ongoing support.
You need focused, high-level thinking.

Five hours. One problem. Clear outcomes.

Investment: $2,500 CAD
Virtual or in-person.

Which Path Is Right for You?

That’s what the CEO Strategy Call is for.

This is diagnostic, not salesy.

If it’s a fit, you’ll know.
If not, you’ll leave clearer.

Real Results

20% profit increase and more time with his kids.

Single-Dad Accountant

Zero profit to $500K profit.

Milena, Lawyer

70% growth while traveling for seven months.

Lara, Consultant

FAQ’s

Who is the CEO Freedom Academy for?
Experienced, service-based founders earning $100K+ who are ready to make changes that positively impact their business, their family, and their life.
Who is this not for?
Beginners, dabblers, or anyone looking for quick fixes, hustle tactics, or hand-holding without responsibility.
What types of business owners does Diana work with in the Academy?
She works with service-based founders – accountants, bookkeepers, coaches & consultants earning approximately $100K – $800K.
What does ‘work less, profit more’ really mean?
It means you stop doing it all (i.e. Chief Everything Officer) and you start leading like a true CEO. Using the 5 pillars of the Work Less PROFIT More framework, you simplify your business model, streamline systems, strengthen your marketing & sales systems while reclaiming 10+ hours per week and raise profit margins.
Do I need to know which program is right before booking a call?
No. The CEO Strategy Call exists to determine fit and direction.
Is this coaching or consulting?
It’s strategic mentorship rooted in implementation. We focus on decisions, structure, and leverage, not motivation or theory.
What results do most business owners see?
Many reclaim 10-20+ hours a week (more time to travel, spend with family, do the things you love)
Most increase profits by 20-30% in the first year.
Others raise prices, hire better or take prolonged, unplugged vacations.
How quickly will I see results?
Most clients experience clarity in 30 days and see strong shifts in 90 days. Tangible revenue and time improvements follow as decisions are implemented.
How much weekly time commitment is required?
Plan for 2- 4 hours of CEO-level work including strategy, decisions and team check ins.
Do you work with teams?
Yes, primarily through the founder. Leadership and structure cascade from the top.
Is Momentum lighter coaching than Mastery?
No. Momentum installs the operating system. Mastery applies it at higher stakes.
Why Work Less PROFIT More™?
Because freedom without profit isn’t sustainable, and profit without freedom isn’t worth it.
Can you help me prepare to scale, shift roles or even sell my business?
Yes. Your business is an asset. We build the roadmap for scaling, semi-retirement or becoming sale-ready.
Do I need to be based in Ontario or Canada?
No. Many clients are Canadian but the program supports service-based founders across North America.
How do I get started?
Book a CEO Strategy Call. Everything flows from there.

Still not sure which program fits?

Let’s map out the right next step for you.

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Diana Lidstone Coaching and Consulting

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