Dr. Paul Borosky, DBA, MBA
Business Consultant · Author
How to Take a Vacation When You Own a Business
You can take a real vacation. You just cannot take one by accident. Find the three or four things that break when you leave, give each one a person and a page, and test it with a single day off before you book the week.
Last Updated: 10/29/2026 · Written by Dr. Paul Borosky, DBA, MBA
The Short Answer
How Do I Take a Vacation as a Business Owner?
Plan it like a project, not an escape. Find what breaks when you are gone, assign one person and one page to each item, and run a one day test before the long trip.
If your last vacation was spent answering texts, you are not alone. Most owners Dr. Paul works with have not had a real day off in months. The crew calls with small questions. Customers expect to reach the owner at any hour. The family stopped asking when the break is coming.
Here is the good news. When owners list what actually breaks while they are away, the list is short. Usually three or four things. That is a project you can finish in a month.
Commander Colt the horse says yes to every festival idea at the town meeting: the hay maze, the lantern walk, the pie contest, and a guided tour every hour. Who will lead the tours? "I will!" he says, and the hall cheers. Doctor Owl quietly fills a second page of notes.
Ready for a Business You Can Step Away From?
Why It Happens
Why Can't I Take a Day Off From My Business?
Three reasons show up again and again.
- 1
No backup for key tasks
Something stops when you leave, so you do not leave.
- 2
Customers trained to call you
Every time you answer on a day off, you teach them to call you again.
- 3
Fear of unplugging
Owners expect a disaster. What usually happens is far smaller than the fear.
There is a cost to staying plugged in. Time off only restores you when you mentally switch off. Researchers who pooled 91 study samples, covering more than 38,000 employees, found that real detachment from work was linked to less exhaustion, better well-being, and better sleep. Checking messages on the beach does not count.
Source: Wendsche and Lohmann-Haislah, "A Meta-Analysis on Antecedents and Outcomes of Detachment from Work," Frontiers in Psychology, 2017. Term: psychological detachment.
The Fix
How Do I Prepare My Business for a Vacation?
Give yourself 30 days. Each week has one job.
- 1
Week 1: List and cut
Write down everything you committed to in the last 30 days. Cut what you can. Then ask one question: what actually breaks when I am gone?
- 2
Week 2: Write the Coverage Sheet
For each item that breaks, name one person, write one page on how to handle it, and set a clear rule for what is urgent enough to reach you.
- 3
Week 3: Take one day off
Pick a slow day. Do not check in. Afterward, write down what broke and fix it.
- 4
Week 4: Fix and book
Close the gaps from the test day. Book a long weekend for next month. Book the week for next season.
This is the Away Test. The goal is not a perfect week. The goal is to find out what breaks while it is still small. Your Coverage Sheet then lives in your operations binder so the next trip starts halfway done.
Northern Michigan's Traverse City area runs on summer visitors, so many owners there plan time off for the quieter months. Dr. Paul covers seasonal planning on the Michigan business plan writer page.
Worked Example
What Does an Away Test Look Like in a Real Business?
Take a small pest control company. The owner runs the plan in three steps:
| Step | When | Coverage | Only reaches the owner if |
|---|---|---|---|
| One day off | A slow Monday | Lead tech runs routes; office manager takes calls | A safety issue or a lost commercial account |
| Long weekend | Next month | Same, plus the lead tech approves callbacks | Same |
| One week | Next season | Same, plus the office manager approves routine purchases | Same |
Now the math on what staying plugged in costs. Say the crew calls with six small questions a day, five minutes each:
| Line | Math | Result |
|---|---|---|
| Per day | 6 questions x 5 minutes | 30 minutes |
| Per week (5 days) | 30 minutes x 5 | 2.5 hours |
| Per year (50 weeks) | 2.5 hours x 50 | 125 hours |
That is more than three full work weeks a year spent on questions a Coverage Sheet answers once.
What happens if you disappear for a week? Sooner or later, Dr. Paul asks every owner that question. A one week absence is the best stress test a small business can take, because it shows every task that lives only with the owner. Owners who run it on purpose get to fix what breaks. Owners who wait for an illness or a family emergency to run it for them do not get to choose the timing. And waiting until the business is "ready" never works. It will not be ready until you test it.
For Managers
How Do I Prepare My Team Before the Owner Goes on Vacation?
Ask the owner for the list of what breaks, then volunteer to own one item completely. Write its page with the owner, not for the owner. Agree on the urgent rule in writing so you never have to guess whether to call.
After the test day, report what came up and how you handled it. A short, calm report builds more trust than a quiet day. If the work needs written steps, see what standard work is.
Bozeman is a gateway to Yellowstone and Big Sky, so tourism owners there run hard through peak seasons. Plan your own time off, with tips on Dr. Paul's Montana page.
For Business Students
What Is Owner Dependency in a Small Business?
Owner dependence is when a business cannot run, grow, get funded, or be sold without its owner. It is a single point of failure with a person's name on it. Lenders and buyers see it as risk, because the value walks out the door every night.
The Away Test is a practical way to measure it. Each step that breaks reveals a task that needs a backup. To see the full diagnostic, read can your business run without you.
If two weeks away sounds impossible, start with does your Brandon business run without you.
Next Step
What Should I Fix After My Vacation Test?
Whatever broke during the test is your next fire. Find it among the 14 most common small business problems, or take the 60-second self-check to see whether you need a quick fix or a stronger foundation.
Questions
What Else Do Owners Ask About Taking Time Off?
How long should my first break from the business be?
Should I check email while on vacation?
What if my business truly cannot run without me?
How do I tell customers I will be away?
Find what breaks while it is small. Then go enjoy the week.
Get the Book →Written by Dr. Paul Borosky, DBA, MBA, business consultant, strategic planner, and business plan writer with 14+ years and 1,000+ businesses served.
This page is for general educational purposes only. It is not legal, financial, or other professional advice.