From Corporate to Creative: Transitioning into a Side Hustle

Ade Omosanya


Ade Omosanya


Aug 26, 2023

From Corporate to Creative: Transitioning into a Side Hustle

Leaving a stable corporate job to jump into the uncertain world of entrepreneurship may seem like a daunting idea, but it's one that many people are considering. In fact, according to a survey by Bankrate, a third of millennials have a side hustle!


Pursuing your side hustle full-time comes with its own set of challenges, but it also brings a lot of positive aspects that come with transitioning from the corporate world.


In this article, we'll explore the positives and negatives of leaving a corporate job to pursue your side hustle full-time. We will also share a few tips on how to make the transition smoother.

What are the positives of leaving a corporate job to pursue your side hustle?

First, let's take a look at the positives of leaving corporate life to pursue your side hustle.

1. Freedom and flexibility

When working for a corporation, employees are often expected to work strict schedules and adhere to strict rules and regulations. However, when pursuing aside hustle, you can typically enjoy a more flexible work-life balance.


You have control over your schedule, which can be especially useful for those who are also studying, have children, or have other obligations outside of work. With a side hustle, you can structure your work around your life, rather than the other way around.

2. Passion and purpose

Often, people enter the corporate world to climb the ladder or make a steady income. However, this can lead to a lack of passion and genuine interest in the work they are doing.


Pursuing a side hustle that aligns with your interests can bring a greater sense of purpose to your work. It allows you to pursue what you love, create something that is uniquely you, and find meaning in the work you do.

3. Growth opportunity

Pursuing your passion project can offer room for both creative and professional growth.


Unlike in a corporate job, where opportunities for promotion or diversification may be limited, in a side hustle, you can grow your own business or brand according to your interests and ambitions.


This can offer a greater sense of autonomy and purpose in the work you do. Additionally, pursuing a side hustle can bring in more income and allow you to create your success, rather than relying on a corporation or employer.

4. Independence and autonomy

Ina corporate job, employees often have to follow the rules and regulations set by the company. However, with a side hustle, you are your own boss, and you have the freedom to make your own decisions and take risks. 


This can be a liberating feeling for many people, as it allows them to pursue their vision and interests in a way that aligns with their values.


Owning your own business can also allow you to define your success and strive towards your own goals, rather than having to adhere to someone else's expectations.

5. Learning new skills every day

Side hustles can often bring great opportunities to learn new skills as well as polish the existing ones. Pursuing a side hustle requires you to wear multiple hats, from marketing and sales to accounting and customer service.


Having such a wide range of responsibilities can be daunting at first, but it also brings the opportunity for you to sharpen your skills and grow. This can be a great way to push yourself out of your comfort zone and learn new things.

What are the downsides of making the switch?

As we all know, everything good comes with a price and so does leaving a corporate job for your side hustle. Here are a few of the biggest downsides:

1. Lack of financial stability

As a business owner, your income may be uneven or unpredictable, causing financial strain in your personal life. Additionally, there may be greater financial risk associated with running your own business compared to a salary from a corporate job. 


This means you may need to save more to prepare for potential financial setbacks.

2. No benefits from employers

Another downside of leaving a corporate job to pursue your side hustle is the lack of benefits that come with being self-employed. 


You may not have access to paid vacation or sick leave, and finding alternative options can be challenging. Furthermore, there may be no health insurance provided, which can result in higher costs for medical expenses.

3. Increased workload and responsibilities

One of the biggest challenges of leaving a corporate job is managing the increased workload and responsibilities that come with being your own boss. You are ultimately responsible for the success or failure of your business, which can be very stressful.


Additionally, you have to manage all aspects of the business from marketing and accounting to customer service and sales, which can become overwhelming at times.

4. Isolation

When working for yourself, you may find that you're working alone with limited social interaction. This can lead to feelings of loneliness and isolation and can impact your mental health. 


It can also be challenging to stay motivated and productive without the support and camaraderie of colleagues.

5. Uncertain future

It can sometimes be challenging to scale up or expand your business, which may create difficulties in achieving long-term sustainability. Additionally, there is a risk of business failure and the challenges that come with it.


It's essential to understand the potential risks involved and the level of commitment required when transitioning into a side hustle full time.

How to successfully transition into a side hustle without sacrificing stability?

After reading the negatives, you might think twice before making the transition. However, it is possible to transition into a side hustle without sacrificing stability if you take the right steps.

Here are some tips to help ensure a successful and smooth transition:

1. Pick the right side hustle

There are plenty of side hustle options available, so make sure to pick one that aligns with your skills, interests, and personal values. This will make it easier for you to stay motivated and committed to the venture.


Learn the necessary skills required for the side hustle and create a plan to successfully launch and grow your business. Take time and do your research to ensure you’re setting yourself up for success.

2. Find your target audience

If you want to make things faster and more efficient, you should start by identifying who your target audience is and how to reach them. This will help you hone in on the right marketing strategies and tactics to quickly grow your business.


For example, if you want to build a social media marketing agency, you don't want to target businesses that don't use social media or don't have any interest init.

3. Become highly skilled with your side hustle

To be able to beat the competition and secure more clients, you have to be the best in what you do. Take the time to build up your skills and hone in on what makes you stand out from the rest.


This means investing in yourself, whether it’s taking courses or working with mentors who can help you become an expert. You don't want any negative reviews in your portfolio that could hurt your business in the long run.

4. Set both long-term and short-term goals

One of the biggest mistakes people make when transitioning into a side hustle is not having clear goals. Make sure to set both long-term and short-term goals for yourself so that you can easily track your progress.


For example, if you're starting a content marketing business, set goals such as how many clients you want to acquire in the first two months or what kind of revenue you would like to generate within six months.

5. Networking is the key

Networking is an essential part of any business, and it's especially true when transitioning into a side hustle. Connect with other people who are doing the same thing as you to get insights and advice from experienced entrepreneurs.


Use social media platforms like LinkedIn or Twitter to find potential collaborators or mentors who can help you navigate the world of business. Additionally, joining online communities related to your side hustle can also be beneficial.

6. Save up for a rainy day

As we mentioned earlier, one of the biggest downsides of transitioning into a side hustle is the lack of stability and security. It's important to have enough savings to cover you in case anything goes wrong.


Make sure to save up at least six months of living expenses before leaping so that you don’t end up in financial trouble if something unexpected comes up.

7. Keep tracking your progress and make changes accordingly

It's very important to track your progress to ensure that you're on the right track. This will help you identify potential problems and make changes accordingly.


Make sure to review your strategies, results, and goals every month so that you can adjust the course as needed. Additionally, tracking your progress will also help you stay motivated and focused on achieving success with your side hustle.

8. Take things slow and keep your expectations low

Putting high expectations on yourself can be a huge burden, so make sure to take things slow. It's important to remember that it will take time and hard work to get your side hustle off the ground.


It's also important to keep in mind that you may not have instant success. Stay focused on being consistent and persistent with your efforts and success will come eventually.


So, there you have it! These are some of the key tips and methods to help you transition into a side hustle. Just remember to stay focused, stay motivated, and keep working hard! It might take some time to see results, but if you stay consistent, the rewards will be great. Good luck!

Ade Omosanya


Ade Omosanya


Aug 26, 2023

Ade Omosanya is a father of one, a UK Chartered Certified Accountant and owner of AO Accountants Ltd. He has a keen eye for all things finances and shares his thoughts and tips via the My Future Pound blog.

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