Get All Access for $5/mo

5 Tough Choices You'll Face as an Entrepreneur As a business owner, you are singularly responsible for making all the decisions.

Edited by Dan Bova

One of the most appealing benefits of becoming an entrepreneur is gaining control over your professional life. As an entrepreneur, you are singularly responsible for making all decisions about the business, and while others might be able to give you advice and point you in a certain direction, ultimately you have the final say.

Unfortunately, there's a major downside to this benefit. Being responsible for so many decisions is stressful, especially when those decisions can determine the eventual success or failure of your business. Some decisions will come to you naturally, but there are five incredibly hard decisions you'll inevitably have to face as an entrepreneur:

1. Quitting your job

Deciding to start your business is always the first major decision you'll make as an entrepreneur, and that usually means you'll have to quit whatever employment you currently have. Every business starts with an idea, and then typically evolves into a business plan -- or at least an outline that fleshes out your original inspiration. From there, you'll have to carefully consider the feasibility of your business as well as what sacrifices you'll have to make when you pull the trigger.

Related: 5 Necessary Conditions for Entrepreneurial Success

Whether it's quitting your job, cashing in your nest egg or calling on friends and family members to pitch in and help you start up, you'll make sacrifices and need help along the way. Deciding to move forward with your business is a courageous and tough moment, and it often starts with telling your boss that you're quitting your current job.

2. Funding your business

Once you've decided to move forward with your business, you'll need some money to get things going. There are tons of ways to fund your business, but all of them have advantages and drawbacks you'll need to consider. Choosing which way to go is tough, and can dictate your potential success.

For example, funding your business yourself can give you complete autonomy, but can also put you in severe personal financial stress. Seeking a venture capitalist or angel investor can ease that stress but could also force you to relinquish some degree of control over your company. Crowdfunding is another option, but it can be unpredictable and difficult to manage.

3. Deciding when and who to hire

As the owner of your business, you're going to be the decision-maker, the visionary and the figurehead, but it's the team you hire who will ultimately execute your directives and carry your business to success. Choosing the right people for your team is an excruciatingly hard series of decisions, and you'll need to be prepared for that difficulty.

Among other factors, you'll have to carefully evaluate each candidate in terms of talent, experience, cost, and perhaps most important, culture fit. Without a strong company culture tying your workers together, you might as well give up any notion of teamwork. You'll also have to be prepared for the tough decision of firing an employee in the event that the relationship doesn't pan out as you intended.

Related: 21 Tips for First-Time Entrepreneurs

4. Choosing when and how to expand

Expansion, for any company, is an exciting notion, but it can also make your business extremely vulnerable. Expanding too quickly or too soon can put so much strain on your resources that the company can no longer stand. Slow or postponed expansion can prevent your company from scaling, and limit the amount of revenue you achieve.

Finding the perfect balance between the two is your job as an entrepreneur, and you'll have to babysit your company's growth over time if you want any chance of expanding successfully.

5. Figuring out when and how to exit

Everything that has a beginning has an end, and eventually, you'll need to find an exit strategy for your business. For some entrepreneurs, that will mean selling the business. For others, it will mean handing it off to a family member. For some unfortunate business owners, it will mean filing bankruptcy or closing down, and for others it will mean retiring with millions of dollars.

Determining the right time and right way to exit your company is the last business decision you'll make, and it might have the greatest lasting impact on your future.

Making these decisions won't be easy, but once you've settled on a choice, try not to look back. Your goal should be to make the most educated, confident decision you can, with the understanding that some of those decisions won't work out the way you thought they would.

As long as you've done your research and spent ample time weighing your options, there's no reason to regret any decision you make throughout your course as an entrepreneur. Enjoy your successes when they come, and take your failures as a learning experience.

Related: 9 Keys to Ensuring Your Business Continues to Succeed Without You

Want to be an Entrepreneur Leadership Network contributor? Apply now to join.

Editor's Pick

Starting a Business

From Side Gig to 6-Figure Success — How I Built a Thriving Home-Based Business as a Busy Family Man

I've made over $17,000,000 for clients worldwide and brought in multiple six figures for myself, all while barely leaving my kitchen.

Business Ideas

63 Small Business Ideas to Start in 2024

We put together a list of the best, most profitable small business ideas for entrepreneurs to pursue in 2024.

Franchise

Expanding Your Franchise Overseas Can Make You Millions — Or Tank Your Profits If You Don't Consider These Risks.

Deciding to expand your franchise concept internationally is a challenging one. Doing so can provide growth opportunities far beyond those in your current home market. But doing so before you're ready can create undue stress on your system. International expansion requires a full investment of time and resources to do it right; it is a serious commitment that reburies hard work, supported by a well-thought-out and well-executed game plan.

Business News

If Your Bank Is Calling, Don't Answer. It's Probably a Scam.

Scammers are getting sophisticated, from AI voices and videos to spoofing caller IDs. Here's how to spot them.

Growing a Business

How to Choose The Right Insurance Broker to Grow Your Lower to Mid-Market Company in 2025 and Beyond

Private, client-focused insurance firms matter more than ever in 2025 — here's why.