01Days 1–30
Stop being the bottleneck
Map where decisions, approvals, customer issues, and weak systems still depend on you. Build a simple owner dashboard that makes the real constraints visible.
Private 90-day owner advisory
The Owner's Exit.
Build a business that doesn't need you to run it.
For owners of established service businesses who are making money—but are still the person everyone depends on.
90Days
12Private sessions
90Minutes weekly
$12,000CAD investment
Successful—but still essential
You built the business.
Now build its leaders.
This program is designed for owners of established service businesses doing approximately $2M–$15M in annual revenue who recognize themselves here:
- You are involved in too many decisions.
- Employees wait for instructions instead of anticipating what comes next.
- Managers carry titles but not enough ownership.
- The business is successful on paper, but your time is still trapped inside it.
- You are uncertain what your actual job as an owner should be.
The 90-day program
From indispensable operator
to effective owner.
02Days 31–60
Build leaders who anticipate
Clarify ownership, decision authority, accountability, and management rhythms so leaders can address problems before they reach you.
03Days 61–90
Start acting like an owner
Redirect your time toward growth, capital allocation, personal liquidity, long-term business value, and opportunities beyond daily operations.
What we will build
A working owner system—not another binder.
01
Owner-dependency map
A clear view of where the company still relies on your attention, judgment, relationships, and approvals.
02
Owner dashboard
A concise set of operating and financial signals that lets you lead without inserting yourself into every job.
03
Decision rights
Explicit authority and escalation rules so managers know what they own and when they truly need you.
04
Leadership rhythm
A practical cadence for commitments, accountability, problem-solving, and forward-looking conversations.
Built from experience
I have lived this transition.
I built a multimillion-dollar service business, developed operational leaders, created management systems, and moved away from daily operations.
Today, my work is focused less on managing individual jobs and more on creating opportunities, allocating capital, mentoring owners, and unlocking long-term value. The Owner's Exit is the practical work of making that transition possible in your business.
More about DylanThe engagement
Private. Specific.
Built around your business.
90-day private advisoryCAD $12,000
- Twelve weekly 90-minute private sessions
- Owner dashboard and decision-rights design
- Practical work between sessions
- Direct review of the leadership and operating issues keeping you involved
- Rolling enrolment after application and fit conversation
Questions before applying
The useful details.
Is this exit planning for selling my company?
No. “Exit” means reducing the company's dependence on you as its daily operator. A stronger, less owner-dependent company may become more valuable and transferable, but selling is not required.
What happens during the 90 days?
We meet privately for 90 minutes each week. Each session focuses on the real decisions, people, systems, and financial signals in your business. You will also complete practical work between sessions.
Is this a course or a standard playbook?
No. The structure is consistent, but the work is private and specific to your company. We apply the framework to the actual dependencies and leadership conditions inside your business.
When can I begin?
Applications are open and enrolment is rolling. If the program appears to fit, Dylan will contact you for a conversation before confirming a start date.
The ideas behind the program
Read before you apply.
01
Grow a business that can run without you - Part 1
What is the next hardest thing a business owner learns to do after figuring out how to be profitable? Learning how to replace themselves.
Open episode →02
Why Your Team Fails: And Why It’s Your Fault
If you've ever built a business—especially in the trades—you know this feeling: the crushing pressure of systems that don’t scale, people who mean well but fall short, and the quiet, gnawing question in the back of your mind: Is this even…
Read essay →03
What If Your Business Sells and You Have Nothing Left?
It’s the end of another week—and a meaningful one.
Read essay →Applications are open
Become the owner your business needs next.
Tell Dylan where the company still depends on you and what you want to change. If the program appears to fit, he will reply personally to arrange a conversation.