Ending Soon! Save 33% on All Access

6 Stressful Things New Entrepreneurs Never See Coming The biggest dangers in entrepreneurship don't usually come from the conventional sources of stress.

Edited by Dan Bova


By the time you actually start your business, you're already prepared for how hard entrepreneurship is. You've been told by classmates, friends, family members, peers, investors and partners that you'll need to put in long hours, work nights and weekends and solve ridiculously hard challenges to eventually be successful.

Related: 10 Things That Stress Out Entrepreneurs More Than Anything

But the biggest dangers in entrepreneurship don't usually come from the conventional sources of stress. Those dangers are difficult, but predictable, and most dedicated entrepreneurs are well-equipped to handle them.

Instead, you'll more likely be stressed and challenged by the things you never see coming. Here are six of those less predictable common surprises you'll face:

1. Cash-flow hiccups

There are many potential businesses that you can start with almost no money -- but once you get going, cash flow becomes super important. Cash flow, after all, is what keeps your business's doors open. It pays your employees, keeps your shelves stocked and enables you to reinvest in the business.

Even a profitable business on paper can suffer from cash-flow problems (from customers not paying on time, sudden emergency expenses or other surprises), and when yours is one of them, you'll have to make a mad scramble to cover all your financial bases. Be as proactive as possible here, and detail every cent going in or coming out of your business.

2. Partner departures

When you start your business, you may have a partner, a mentor or at least an employee or two who is there to help you round out your ideas and tackle the early hurdles of building a business.

It's easy to imagine these people sticking around forever because they've been there from the start; but sooner or later, one of them is likely to leave. Unless that event happens after a gradual build, it's likely to take you by surprise, and you'll be forced to make a drastic change to your approach. Psychologically, this can be very difficult to face.

3. Loneliness

Some entrepreneurs are natural introverts, who thrive on working in solitude. Others are extroverts, who prefer constant engagement with the team. Either way, eventually, you'll start to feel the loneliness associated with entrepreneurship.

You'll be forced to be the "face" of the company, hiding any concerns or reservations you have about the business, and you won't have anyone to talk to within your business about the stresses of your own role. On top of that, you'll be working long hours away from your loved ones, so you'll start to feel even more isolated. Loneliness is a rarely-discussed downside of being an entrepreneur, and it's hard to prevent.

Related: Deepak Chopra's 7 Ways to Reduce Stress and Anxiety

4. Major client departures

It's never a good idea to put all your eggs in one basket, but oftentimes, businesses grow dependent on "anchor" clients, who either provide the major portion of your incoming revenue or just seem like they'll be around forever.

When an anchor client leaves, you can experience a shock to your system. It may cause you to doubt your approach, and will certainly force you to rebalance your outgoing sales and client retention efforts.

5. Imitation

It doesn't matter how long you've been building your company's reputation. When a competitor arrives that replicates your business model almost completely, your entire company will be put in jeopardy.

If the competitor is able to differentiate itself or do what you do a little bit better, you'll be facing what may seem like an insurmountable threat. Instead of panicking, though, take the time to analyze the competitor's approach, and find a way to outcompete him (or her) -- which may include cutting prices, offering more to your customers or just targeting a different audience.

6. Burnout

No matter how enthusiastic and energetic you are at the beginning of your venture, you'll face the possibility of burning out. Burnout may take several years, or only a few months, to develop; but when it sets in, it will become nearly impossible to reverse. The real danger here is that burnout develops gradually; you'll keep working hard, barely noticing that you've started to grow resentful of the business and tired of the work.

Then, one day, you'll hate the idea of getting out of bed in the morning, and you'll realize your passion project has become a chore. The best way to address burnout is to prevent it before it grows; take time for yourself, and don't work too hard.

Even knowing some of these potential sources of stress are on the horizon, you'll find that they're still likely to catch you off guard. You might not be prepared for the specifics, or ready for their intensity when they arrive. But, instead of trying to predict everything that could happen to you and your business, focus on developing yourself as much as possible.

Related: 10 Rules for Beating Stress

Remain adaptable, focused and patient. Most importantly, build a network of support that you can rely on in your darkest moments. This will give you the resilience and foundation you need to handle just about anything -- even the surprises.

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

Business Models

How to Become an AI-Centric Business (and Why It's Crucial for Long-Term Success)

Learn the essential steps to integrate AI at the core of your operations and stay competitive in an ever-evolving landscape.

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.


Is Consumer Services a Good Career Path for 2024? Here's the Verdict

Consumer services is a broad field with a variety of benefits and drawbacks. Here's what you should consider before choosing it as a career path.