How to Know When You’re Ready to Become Your Own Boss

Everyone knows there’s risk involved starting a new business. Even though the wheel isn’t being reinvented, carving out market share is hard work. Most people like the comfort and security of having a job. The problem with this notion is the fact that it’s only an illusion. There’s just no guarantee the company won’t go out of business, downsize, or, require relocation. Still, these are not enough to motivate many people to take the initiative to go into business for themselves. It’s a fact: being an employee is far different from being an employer. However, there are people with dreams, visions, and, full of entrepreneurial spirit. You might be one, wanting to be your own boss, but, you’re unsure whether or not the time is right.

How to Know when You’re Ready to become Your Own Boss

There are many reasons to start a business, but, it’s often the case you can talk yourself out of enterprising with a few justifications. You might justify not to strike out because owning your own company makes your customers your boss. It could be that you’re uncertain about taking out a business loan. Perhaps you aren’t comfortable with managing employees without a corporate structure to back you.

Thinking about starting a new business? Running a company can be an amazing adventure, and it can even give you more security than a regular day job. Being your own boss may sound like heaven on earth, but what you have to remember is that it’s still a lot of hard work. It’s easy to feel ready much earlier than you actually are, and it’s equally easy to let fear hold you back long after you should have jumped. —Entrepreneur.com

Maybe you just aren’t ready to take-on a full-time venture without the guarantee of income. There’s no doubt about it, starting a new business is a challenge, but it’s not insurmountable. If you really have the urge to start your own business, you’re probably wondering how to know when it’s time, and, if you’re ready to become your own boss. Well, the following signs are great indicators that you’re ready to start your own business:

  • You’ve done more than just think about it. If you’ve been running scenarios in your head, done long calculations, looked into costs, and, done market research, you are definitely readying yourself to start a new company. Putting time and effort into due diligence means you have more than just a little curiosity. Chances are excellent you want other qualifiers to substantiate going into business for yourself.
  • You’re ready to take a measurable risk. Researching the market and running numbers means that you’re already looking for potential risks and rewards. You are investing your energy to be educated about costs and revenue. What’s more, if you’ve studied the competition and know the industry, you’ve likely identified pitfalls and where improvements can be made.
  • You know your strengths and weaknesses. This goes right along with the first two indicators because it means that you’re accepting you have certain weaknesses and can do something about them. Knowing your strengths and weaknesses also means that you understand where you’ll need help and where you can take charge.
  • You are ready to earn money on your own. If you’ve troubled by the fact you’re relying on someone else for your income, you’re definitely not alone. What you should know is that successful entrepreneurs do not usually hate their jobs, or, their bosses. Instead, they know their own potential isn’t being unleashed and want to strike out on their own.
  • You want to build something for your family. Building a business and leaving a legacy is something that every entrepreneur envisions. It’s usually one of their biggest motivations for starting a new company. If you have this inclination, it’s time to start exploring the possibilities.

If you’re still unsure about being your own boss, you don’t have to take a giant leap. Instead, you can start part-time and grow it incrementally. It often doesn’t require a lot of upfront capital to start a new business, just an actionable plan and a focused vision with a commitment to your dream and strong determination to pursue your dream relentlessly every day.

Want to find out about what a business coach can do for you?

[shareaholic app=”follow_buttons” id=”26833294″]

Like this article?

Share on Facebook
Share on Twitter
Share on Linkdin
Share on Pinterest

Related Posts

Office illustration

Borrow Now or Wait? Navigating Lower Interest Rates as a Small Business Owner

Borrow now or wait and see? It’s a question small business owners ask all the time. In many cases, it’s when interest rates are trending down. But the same can also hold true when interest rates are rising. Either way, the question is important because the answer has far-reaching consequences. Of course, it takes a bit of creative guessing since no one can accurately predict the future.

Read More »
Creative Environments photo

From $7.5 Million to $42 Million: The Turnaround Story Behind Creative Environments

From Family Landscape Company to Regional Powerhouse Creative Environments has been shaping outdoor living spaces in Tempe, Arizona since 1950, growing into one of the region’s premier design/build landscape and pool companies. But its most dramatic chapter began in April 1999, when John Waters joined the business at a point when it was generating roughly $7.5 million in annual revenue. What followed was one of the more remarkable growth stories in the company’s history — and a case study in how strategic leadership can transform a solid regional business into a diversified industry leader. Operationally Trapped, Ready to Scale Before this transformation, Creative Environments was dealing with a challenge many growing companies face: ownership felt overwhelmed and operationally trapped in the day-to-day, without a clear vision or leadership alignment on where the company was headed. Systems weren’t integrated across departments, the brand lacked a clear distinction from competitors, and the company was growing quickly without the scalable infrastructure to support it. Financial visibility and discipline were limited, and the business was heavily dependent on the housing market and a handful of major national builders — a dependency that would prove costly during the recession years ahead. A Complete Operational and Strategic Overhaul John’s instrumental strategic guidance led to his appointment as CEO in 2005, and from there the company underwent a full operational and strategic overhaul. That meant taking ownership of all major business functions and implementing coordinated growth, cost-control, lead management with a CRM, and profitability strategies. The team developed a proprietary ERP system for estimating that gave the company real control over margins for the first time, and built a recognizable brand through creative design and strategic marketing — including a new website, vehicle wraps, and updated collateral materials that helped Creative Environments stand out in a crowded market. Structurally, the company introduced new systems, standards, and accountability across the organization, launched a dedicated Maintenance Services division, and expanded into pool and spa services in 2008 to diversify beyond its core landscape offering. Leadership also initiated Buy/Sell Agreements to protect the business and its partners in the event of death or other major ownership changes — a decision that would later prove critical. Growth, Then a Stress Test The results of this overhaul were dramatic: revenue grew from $7.5 million to approximately $42 million in about seven years, with the new maintenance division alone reaching nearly $3 million by 2007. Creative Environments became a recognized premium brand for landscape and pool design across Arizona, with meaningfully improved operational efficiency and profitability. Then came the 2008–2010 economic downturn, which drove roughly a 50% drop in revenue and brought serious customer financing and payment challenges that strained cash flow across the industry. The financial discipline built into the company during the growth years paid off. Creative Environments successfully navigated the downturn, and the Buy/Sell Agreements put in place years earlier helped the partners successfully manage the death of a key partner — a moment that could have destabilized the company but instead demonstrated the value of planning ahead. The company emerged from the recession positioned for long-term, continued success as a multi-division industry leader. Building a Business That Can Survive Anything Creative Environments’ story is a reminder that rapid growth and resilience aren’t opposites — they’re both products of the same disciplined planning. If your business needs a clearer vision, stronger systems, or a plan that can hold up under real-world pressure, Waters Business Consulting Group can help you build it. Contact Waters Business Consulting Group to schedule a free consultation

Read More »

Imagine Selling Your Business…

How Would Your Life Change?

You didn’t start your business just to stay busy—you built it to create freedom, security, and options for yourself and your family. Selling your business can be life-changing, but the real question is whether you’re intentionally building toward that outcome or simply leaving it to chance.

Sign up below for a free consultative session to learn what your business could be worth today and in the future! 

Thank you for your interest in learning what your business is worth. We will be in touch shortly.