The ‘Vacation Approval’ Bullsh*t: Regaining Control Over Your Own Time

There’s something absurd about needing permission to live your life. You work 40+ hours a week, navigate office politics, and endure corporate monotony—only to beg your boss for a few days off to spend time with your family or decompress on a beach. Doesn’t that sound ridiculous?

If you’ve ever felt trapped in the cycle of “vacation approval” or chained to someone else’s calendar, it’s time to reclaim your freedom. Entrepreneurship isn’t just about making money—it’s about taking back control of your time and designing a life that works for you.


The Insanity of Corporate Vacation Policies

Corporate vacation policies are a joke, and here’s why:

  • They limit your autonomy: You have to ask for permission to use the time you’ve earned.
  • They disrupt your personal life: Your plans hinge on someone else’s approval.
  • They’re often stingy: Many jobs offer laughably low vacation allowances.

Why do we accept this as normal? Life isn’t about clocking in, clocking out, and hoping you get a week off once a year.


Entrepreneurship: The Path to Time Freedom

One of the most underrated benefits of entrepreneurship is the ability to control your schedule. Here’s how going solo lets you take back your time:

1. You Set Your Own Hours

Work when you’re most productive, not when someone else tells you to.

2. You Prioritize What Matters

Want to spend an afternoon with your kids or take a spontaneous trip? You don’t need anyone’s approval.

3. You Align Work with Life, Not the Other Way Around

As an entrepreneur, your business fits into your life—not the other way around.


How to Regain Control of Your Time

Taking back control of your schedule doesn’t happen overnight, but it’s worth the effort. Here’s how to start:

1. Define Your Priorities

What matters most to you? Family time, travel, personal growth? Get clear on your non-negotiables.

2. Create Boundaries

Set work hours that align with your priorities. Learn to say no to tasks, clients, or commitments that encroach on your personal time.

3. Automate and Delegate

Free up time by automating repetitive tasks and outsourcing low-value work.

4. Schedule Time Off

Block off vacations, weekends, and downtime on your calendar—and stick to it.


The ROI of Time Freedom

Taking control of your time isn’t just good for your personal life—it’s great for your business. Here’s why:

  • You work smarter: When you control your schedule, you focus on high-value tasks instead of busywork.
  • You’re more creative: Downtime fuels creativity and problem-solving.
  • You avoid burnout: Taking regular breaks keeps you energized and productive.

Time freedom isn’t a luxury—it’s a business strategy.


What Happens When You Don’t Take Control

If you don’t actively reclaim your time, here’s what you risk:

  • Burnout: Endless hours with no breaks will eventually catch up with you.
  • Resentment: Feeling trapped in your schedule leads to frustration and disengagement.
  • Missed moments: Life doesn’t wait. If you’re always working, you’ll miss out on what really matters.

Don’t let the grind steal your best years.


FAQs

Why is vacation approval such a big deal?
Because it represents a lack of control. Being forced to ask for permission to live your life is frustrating and unnecessary.

How does entrepreneurship give you more time freedom?
As an entrepreneur, you decide your schedule, prioritize what matters, and build a business that aligns with your lifestyle.

What if I feel guilty taking time off?
Remember, rest isn’t laziness—it’s a necessary part of success. Taking breaks makes you more productive and creative.

How can I start taking control of my schedule?
Set clear priorities, create boundaries, and learn to say no to tasks that don’t align with your goals.

Isn’t it risky to prioritize freedom over work?
Not if you’re strategic. Time freedom allows you to focus on high-value activities and avoid burnout, leading to better results.

How do I maintain work-life balance as an entrepreneur?
Automate tasks, delegate work, and schedule downtime to ensure you’re prioritizing both your business and personal life.


Conclusion: A Personal Note from Chris

I remember the first time I had to ask for vacation approval at a corporate job. I felt like a kid asking their parents for permission to stay out late. It was humiliating—and it hit me: why am I giving someone else this much control over my life?

When I became an entrepreneur, one of the first things I did was reclaim my schedule. No more asking, no more begging, no more “waiting for the right time” to live my life. Now, if I want to take a week off or spend the afternoon with my family, I do it—no apologies, no guilt.

Here’s the truth: your time is your most valuable resource. If you’re stuck in a system where someone else decides how you use it, it’s time to make a change. Take control. Build a life that works for you, not around someone else’s rules.

Because life isn’t about waiting for permission—it’s about owning your freedom. You’ve got this.

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Chris Hanna

The All-In Solopreneur | Building a portfolio of 1-person business, which includes Consulting, Video Content Creation, Leadership Coaching, Speaking, and Hiring.