Frequently asked questions

How do I get started?

Apply for a CEO Strategy Call. No pressure. Just an honest conversation before anything else happens.

CEO Freedom Coaching: Momentum

What is CEO Freedom Coaching: Momentum?
It’s a small-group coaching program led by Diana Lidstone for women who own law firms, accounting firms, bookkeeping practices or other professional services businesses. It uses the Work Less, PROFIT More Operating System to help owners shift from Chief Everything Officer to CEO over three to four years, in a group of ten.
Who is this for?
Women earning $100K or more in a service-based or expert business who want Diana’s structured methodology in a group format.
How is Momentum different from Mastery?
Same framework. Same diagnostic tools. Same Diana. The difference is format and depth. Mastery is private, one-on-one coaching with twice-monthly calls, weekly CEO Sanity Sprints, and a full-day Freedom Roadmap. Momentum is a group coaching program, with monthly group training calls, one Office Hours call, and monthly Co-working time. Both programs include four Quarterly Reset Planning Days in a mastermind-like format. Mastery goes deeper and faster. Momentum makes the system accessible.
How much time does this require each month?
Plan for three to four hours a month for the group calls and Office Hours. You’ll also want to carve out implementation time between sessions. The early months often require more focused attention. Diana will help you identify the highest-impact activities so you’re not spinning your wheels.
What does the monthly rhythm look like?
Group training calls, one Office Hours call, monthly Co-working time and a quarterly 90-Day Reset Planning Day. Calls run at 2 PM ET, typically the first three Thursdays of each month. All calls are recorded.
How long is the commitment?
Your initial commitment is one year. The full journey from Chief Everything Officer to a business that runs without you typically takes two to three years. Most members see meaningful shifts in profit and time within the first 90-day sprint.
Is there a guarantee?
Momentum is a serious group coaching program, not a course you buy and forget. Book a call and Diana will tell you honestly whether this is the right fit before you invest.

CEO Freedom Coaching: Mastery

What is CEO Freedom Coaching: Mastery?
CEO Freedom Coaching – Mastery is a private, one-on-one business coaching program led by Diana Lidstone for women who own law firms, accounting firms, bookkeeping practices and other professional service-based businesses. It uses Diana’s proprietary Work Less, PROFIT More Operating System to help owners move out of day-to-day delivery and into the role of CEO over a two-to-three-year period.
Who is this business coaching program for?
It’s built for women who already earn multiple six figures in a service-based or expert business — law, accounting, bookkeeping, or consulting — and who are ready to stop being the Chief Everything Officer and start leading like a CEO.
What is the Work Less, PROFIT More Operating System?
It’s Diana Lidstone’s five-pillar business framework: Vision, Values & Mission; Revenue Growth Engine; 90-Day Planning System; Lead Like a CEO; and Support Growth Engine. Each private client is guided through all five pillars over the course of the coaching relationship.
How is this different from a business coaching course or group program?
CEO Freedom Coaching – Mastery is not a course or a group program. It’s private, one-to-one strategic coaching — twice-monthly calls with Diana, plus twice-monthly CEO Sanity Sprints and then quarterly 90-Day Planning Reset Days with a small peer group of other women business owners.
How long does it take to see results?
Most clients work with Diana for two to three years. Year one builds the foundation, year two focuses on growth, and year three is when the business runs without the owner at the center. Diana is direct that this is not a 90-day fix.
How much does CEO Freedom Coaching: Mastery cost?

Private CEO Freedom Coaching: Mastery with Diana starts at $2,500 per month. It’s structured as a long-term strategic partnership rather than a one-off engagement.

CEO Freedom Roadmap Day

What is the CEO Freedom Roadmap Day?
The CEO Freedom Roadmap Day is a five-hour private strategy intensive with business strategist Diana Lidstone that produces a written 12-month strategic plan for a professional service practice. It includes a pre-session intake, the recorded working session, and a written deliverable with prioritized action steps.
How much does the CEO Freedom Roadmap Day cost?
The CEO Freedom Roadmap Day starts at $2,500. It can be delivered virtually or in person.
How long is the day?
The working session is five hours. A detailed intake is completed beforehand, and the written plan is delivered within days afterward.
What do I actually receive?
You receive a recording of the full session and a written 12-Month CEO Freedom Plan containing your stated goals, your positioning, the issues identified during the day, and sequenced action steps across four quarters.
Who is the Freedom Roadmap Day for?
It’s for owners of law, bookkeeping, accounting, and professional service practices, both those building toward their first $100,000 and those already past it who want to scale without adding hours.
Do I need to be at $100K in revenue to do this?
No. Owners under $100,000 often get the most from a Freedom Roadmap Day, because it’s far cheaper to build the right structure early than to unwind the wrong one later.
What happens during the five hours?
The day moves through five stages: defining a specific long-term vision, clarifying differentiation and ideal client, establishing vision and values, a reality check on numbers and blockers, and building the sequenced 12-month plan.
Is the CEO Freedom Roadmap Day coaching?
No. It’s a strategy day. The work is decisions and planning, not motivation or mindset.
What is the difference between a one-day intensive and ongoing coaching with Diana Lidstone?
A CEO Freedom Roadmap Day is a single standalone session that produces a written plan with no ongoing commitment. CEO Freedom Momentum is six months of group coaching and CEO Freedom Mastery is twelve months of private mentorship, both focused on implementation over time.
What if I need help implementing the plan?
The plan is written so you can implement it yourself, and many people do. If you decide you want support afterward, CEO Freedom Momentum and CEO Freedom Mastery are available. There is no obligation and no pitch during the day.
How is this different from strategic planning with my accountant?
An accountant plans around your numbers. A CEO Freedom Roadmap Day plans around your business model, positioning, capacity, and constraint, with the numbers as one input rather than the starting point.
Can the CEO Freedom Roadmap Day be done virtually?
Yes. The CEO Freedom Roadmap Day is offered both virtually and in person.
Do I need to be in Canada?
No. Diana Lidstone is based in North Augusta, Ontario, and works with practice owners across Canada and the United States.
How many CEO Freedom Roadmap Days are available?
Availability is limited each quarter because each day requires significant preparation and review before the session.

Ready to work less and profit more? Start with a CEO Strategy Call

X
Diana Lidstone Coaching and Consulting

Client Appreciation Workshop - Register Here!

After you register you'll receive an email with the zoom link and any handouts.

Success! You have registered for the workshop, please check your inbox for all the details!

Listen To My Podcast Workshop Series

My 5-part training series has been designed to bring you complete clarity on how to reduce your workload to free up 10+ hours a week in your business without hiring more staff!

You have Successfully Subscribed!