This diagnostic is designed to help founders and leaders understand where their business depends on them — and what actually breaks when they try to step away.
Rather than offering advice or solutions, it creates clarity about decision flow, ownership, and operational resilience so you can see the system you’re operating inside.
Who Is This For?
This diagnostic is designed for founders and leaders of service-based businesses who feel essential to everything — decisions, approvals, client work, problem-solving — even after hiring people and adding tools.
If stepping away for more than a few days creates anxiety, backlog, or quiet fires you’re expected to put out when you return, this assessment will help you name what’s actually happening beneath the surface.
This diagnostic is not intended for early-stage founders just getting started, or for teams already operating independently without owner involvement.
Can You Take a Vacation?
A Vacation Readiness Diagnostic for owner-dependent businesses
What This Diagnostic Reveals
This diagnostic surfaces the specific ways your business currently depends on you — across decisions, knowledge, process clarity, and day-to-day execution.
Rather than scoring you against an ideal state, it identifies your dominant operational risk pattern — the place where things are most likely to stall, break, or escalate when you step away.
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Where decision-making slows or concentrates around you
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What knowledge or processes live only in your head
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How work is prioritized, handed off, and escalated
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Why certain problems repeat — even after hiring or adding tools
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This makes the value concrete without overpromising.
The goal is not to judge how your business should work — but to understand how it actually works today.
Through this assessment, you’ll gain clarity on:
How The Diagnostic Works
The Vacation Readiness Diagnostic is a structured assessment designed to help you slow down just enough to see what’s actually happening inside your business.
Time commitment:
Set aside approximately 20 minutes of uninterrupted time. Most questions are quick to answer, with a few that ask you to pause and reflect.
How the questions work:
Some questions are straightforward and operational. Others are intentionally situational or reflective. This is by design — the goal is to surface patterns, not just preferences.
After you complete the diagnostic:
You’ll receive a results summary that highlights your dominant operational risk pattern and what it means for your ability to step away without disruption.
An optional readout is available if you’d like help interpreting your results and understanding next steps.
Your responses are private and used only to interpret your results.
Start with Clarity
If you’re ready to understand where your business depends on you — and what that means for your ability to step away — you can begin the diagnostic below.