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Career Guidance

Lessons About Failure You Should Learn Before Choosing Self Employment

Choosing the path of self-employment is very exciting – the freedom to be your own boss, the potential for greater income, and the ability to pursue your passion are all great reasons. However, this journey also comes with significant challenges—top of the list is the risk of failure.

Today, we share key lessons about failure you should learn before embarking on the self-employment/entrepreneurship path.

Failure is Inevitable—And That’s Okay

One of the most important lessons about failure is in knowing that it is inevitable. Every entrepreneur, whether seasoned or new, faces setbacks. Whether it’s a failed product launch, a dip in revenue, or a miscalculated market demand, failure is part of the process and you have to know when to embrace it like we all do change.

Self-employment demands resilience and steadiness. Successful entrepreneurs recognize that failure isn’t a dead end; it’s simply a chance to run back to the drawing board.

The key is to embrace failure as a natural part of the entrepreneurial process. By accepting that failure will happen, you’re better equipped to manage it when it arrives. Instead of fearing failure, learn to approach it as a learning experience, you shall come out the Victor.

Your First/Best Idea Might Not be the Right One

When you start a business, it’s easy to get attached to your first idea as it often seems as the best one or best course of action to pursue. However, the reality is that your first idea might not be the one that leads you to success. Matter of fact, many successful entrepreneurs have pivoted several times before finding the right market fit. Failure can often signal that it’s time to reconsider your approach or strategy.

Financial Failures Exist And They Can be Managed

One of the scariest things about self-employment is financial risk and setbacks. Without a steady paycheck, income can be inconsistent, and financial failures can feel devastating. You may overspend on marketing, misjudge cash flow, or experience slow periods when sales drop unexpectedly especially during certain months of the year or because of a global Pandemic like the COVID 19 pandemic.

Learning how to manage financial failure is very important. You’ll need to be comfortable tightening your belt during times of scarcity and, at the same time, investing in your business when opportunities arise. Understand that financial failures don’t mean the end of your business but rather a signal to reassess your spending habits, pricing model, or revenue streams.

Imposter Syndrome is Real

Failure in self-employment is not always external and could also be internal, a series of things that you probably did that set it in motion. Sometimes, internal struggles like imposter syndrome can cripple your chances of success. For those that don’t know, Imposter syndrome is the persistent feeling of not being good enough or deserving of success, even when there’s evidence to the contrary.

To overcome imposter syndrome, recognize that even the most successful entrepreneurs feel doubt at times. Build confidence by setting realistic goals and celebrating small victories along the way. Surround yourself with a supportive network of mentors, peers, or business groups who can offer advice, encouragement, and accountability. 

Failure Can Strengthen Relationships

Self-employment often relies heavily on relationships, and or connections—whether with clients, customers, or business partners. A failure in one of these relationships can feel particularly crushing. Perhaps a client terminates a contract, or a business partner backs out of an agreement. However, how you handle these failures can make or break your future relationships.

Learning from these relationship failures will help you grow as a professional. You’ll develop stronger communication skills, better conflict resolution abilities, and more mature business relationships. 

The Ability to Bounce Back Gives You Competitive Advantage

Your ability to bounce back from failure is one of your greatest competitive advantages you’ll ever experience or have. Resilience—your capacity to recover quickly from setbacks—is crucial in self-employment and entrepreneurship. 

That said, you should know and even embrace the fact that failure is not the end of your entrepreneurial journey; it’s a key component of it. Before choosing self-employment, it’s important to understand that failure is inevitable but manageable. Whether financial, strategic, or emotional, these failures offer invaluable lessons that will shape your success in the long run, and this foundation is one you want to build strong for any future distress. 

Written By

Chris is a Kenyan author and career mentor who specializes in helping young professionals and students find clarity and confidence in their career choices. With a background in career development. Chris combines practical career advice with motivational insights, guiding readers through Kenya's dynamic job market. Through his, articles, Chris inspires individuals to explore their strengths, set meaningful goals, and build the skills needed for a successful career journey. His work serves as a trusted resource for those ready to take charge of their professional futures.

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