Plan To Keep Your 9–5 As Long As Possible: Here’s Why


Jumping into solopreneurship comes with its list of pros and cons.

Bored of your 9-to-5 and can’t wait to make a full-time living by pursuing your passion?

Don’t do it. Not yet.

Let me tell you why.

According to a 2022 report by Microsoft, 76% of Gen Z and millennials and 63% of Gen X and older generations aspire to become their own bosses.

The competition is only increasing here, and you can’t ignore this before quitting a job that pays your bills.

Simply Business and Mental Health at Work conducted a survey on 749 self-employed business owners, and the results are concerning:

  • 56% of them have experienced poor mental health in 12 months
  • 41% agree irregular income negatively affects their well-being
  • 45% of self-employed people suffer from insomnia
  • 15% of business owners are worried about not being able to take a holiday.

It doesn’t mean there are no success stories, and you shouldn’t try chasing your dreams.

I quit my 9-to-5 in 2021 to become a full-time writer. 3 years later, I’m living my best life-

  • making more money than I ever dared to dream
  • travelling 5–6 times a year
  • having enough time to pursue new hobbies
  • waking up every day excited about my work.

I guess I’m one of the success stories of this self-employed world. But I didn’t quit my 9-to-5 on a whim. I made elaborate plans so I wouldn’t have to pressure my creativity to pay the bills.

In this post, I’ll show you how to plan your way to a self-employed life without putting too much burden on your passion.


Leverage the Paycheck to Prep Yourself

Even after being self-employed for 3 years consistently, I don’t have a stable income. That’s the biggest cons of switching to being your own boss. 

I never have two months where the money in my bank is the same. Some months are incredible ($10k+), while in others, I barely have enough money to maintain my lifestyle (~$1k).

This much anxiety at the start of your self-employed life can lead to stress.

A better plan?

  • Stick to your 9-to-5 for a few more months until you have the capacity to maintain your lifestyle
  • Start learning or strategizing on how you can get started to pursue your passion
  • Build networks in your industry to create a supportive community
  • Leverage them as potential future clients or collaborators.

This will help you survive on your own even if you don’t have the best time financially once you get out of your day job.


Treat Your Salary as Another Income Stream

One of the key pillars of the self-employed life is having multiple income streams so you don’t rely too much on one.

Think of your salary as an income stream. It’ll only smoothen your transition to being self-employed.

Here’s how:

  • Grow your savings corpus to cover at least 6 months of living expenses before making the switch
  • Create an emergency fund for unexpected health or family expenses
  • Invest in your side hustle for upskilling, marketing, etc., to make it big as a freelancer.

Collect More Lived Experiences

If your passion is to be a creator, working on your job will give you more stories to create content around.

Make it your unfair advantage for creating impactful stories that’ll leave a lasting impression on your audience.

I’ve written stories about:

Some of these articles remain, to date, my best-performing pieces. They help me stand out among other creators and form a genuine connection with my readers.


Look for Reasons To Step Out of the House

Signing up for a self-employed life might sound fun and empowering. But it has some not-so-fun parts too, like:

  • Sitting all day in front of a computer
  • Taking full responsibility for deadlines, mistakes, or failures
  • Losing all social life.

Once you finally switch to the self-employed life you’ve always dreamt of, you’ll hardly have a reason to step out of your place.

No more commuting to the office, no weekend plans (at least in the beginning). No way to make friends or have a social circle.

You don’t want it to take a toll on your mental and emotional well-being.

Enjoy the best of both worlds for as long as you can until you finally switch to the life of your dreams.


Don’t Quit Your 9-to-5 to Follow Your Passion on a Whim: Final Words

Still confused between the boring yet stable 9–5 and your passionate calling? You’re not alone.

We all go through this internal debate today as social media is full of successful entrepreneurial journeys. Both have their pros and cons.

A job offers stability and security while doing your own thing gives you creative freedom and fulfilment.

It’s best to take the middle path that allows you to pay bills and pursue your passion without compromising your lifestyle.

Here’s how you can securely plan to opt for a self-employed life by holding on to your day job a little longer:

  1. Leverage the financial stability of your 9–5 to strategize a smooth transition to being self-employed full-time
  2. Change your approach towards your day job by seeing it as another income stream
  3. Collect real-life experiences to build your idea bank that you could use to create content around
  4. Enjoy the perks of being in a job that you’ll miss out on after being self-employed:
  • social gatherings and interactions
  • stepping out of the house every day
  • meeting and learning from new people and their unique experiences.

This same plan gave me the confidence to switch from a government job to becoming a full-time writer.

It happened because I didn’t rush to quit, no matter how tough it got at some point. Instead, I chose a more practical and reliable approach to creating my dream life.


For more such stories, join my email family of 5000+ people for insights on creativity, productivity, and writing to create your dream life.

More on transitioning to the self-employed life here — 

The Blueprint For Creating With a 9 to 5 — How I Built A 175,000 Audience
Steal my strategy to build the life of your dreams.
You’re Wasting Time Making These Side Hustle Mistakes
Decoding three common mistakes that could have bulldozed my dreams of becoming a writer.
Personal Branding While Working a 9-to-5: Your Cheat Sheet
The one-stop guide to digital brand building like a pro while working full-time.