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(Last Updated On: February 5, 2019)

12 months ago, I had a very important decision to make. After months of planning, stacking and – most importantly – working extremely hard, the time came to hand in my notice at my full-time job. I was about to jump into a new lifestyle that I’d been building towards for the 24 months prior; to work for myself without a hint of anxiety.

Are you an online money maker like myself? If it’s going well, you may have a goal of getting to the same stage. I’m sure you’ve asked the question yourself in the past, so now it’s time to deep dive it here: is it time to quit your job?

There are lots of aspects, so let’s break each of them down:



Do you know all of your monthly expenses?

How much money do you need each month to feel secure?


In a worst case scenario, would you have at least three months worth of funds to accommodate your budget?

Will you have to save at the same rate, if you were to work for yourself?

Would you be able to cope if you had a sudden emergency?


Will your income be from a single source, or multiple?

Will you have enough income to reinvest in your business once you’re paying yourself each month?

Would your business be susceptible to seasonality, causing dry periods?

My Experience

First things first: money. Save hard. You’re going to need a massive cushion, so make sure it’s there. The next is to make sure you’re actually capable of making the kind of money you need to keep your business growing in the future. I’d say a vital element is to diversify. It’s difficult when you’re already in a job, but you’re making things so much easier for yourself if this side income isn’t just coming from a single source. (How anyone freelances full-time with just a single client, I just don’t know).

I’ve got a friend who decided to quit their job eight months after starting a blog, assuming they would be able to make significant sums if they just spent all their time doing that instead of in a job that gave them a solid £2,000 a month. Their blog hadn’t even made them £200 in a single month before then and it didn’t once they left either. They scraped by for a few months doing freelance work (giving themselves no time to work on the blog) until they had to go on a job hunt again. Avoid this at all costs.



Is your home stable?

Do you work well by yourself?

Are you part of a community of like-minded individuals?

Will you be able to work there effectively, or is it best to find a co-working space?


Are you planning to rent in the near future?

Are you planning to buy a home within the next two years?

My Experience

Only you will know what your home situation is saying, and whether it’s in a healthy state to allow you to leave your job to work for yourself. When I did it, I had a 1-year-old, with another on the way. Working from home sounds great, but with two at home, I knew it would mean I’d have a lot of distractions coming my way.

On top of that, I was moving, so needed a work reference to move sure I could secure the tenancy without having to explain the whole employment situation to a new landlord. Timing was everything here and it’s something you have to properly plan ahead with. If I was going to buy, there would be a lot more hoops to jump through.


Current Work

Can you cruise in your role?

Will you have good references to when you leave your job?

Is there anything at work you want to achieve before you leave?

Side Income

How long have you been in this line of business, and how confident are you that it’s got long-term potential?

Have you set up a company, or are you planning to run the business as a sole proprietor?

Is time the main issue preventing its growth?

Have you spoken to an accountant about your business?

My Experience

The main reason I stayed in my job for as long as I did was because I could delegate work to others. I was a manager who could do the bare minimum as I wasn’t under any pressure to try to impress anyone. It just makes sense to collect the cash from the job and work on other things on the side.

I had my own company from before I even joined my last workplace, and it had gone through a lot of change over the two years until it became my employer. My company covers a range of disciplines and businesses. The fact that I had been doing them for a while meant I had full confidence that I could keep them going, and grow them much more if I had the chance to do so full-time.


27 / Nottingham, UK. Trying these things since 2007. Writing about these things since 2014. Doing this full-time since 2018.