watch out for business mistakes

How Not To Succeed in Business, Even If You Try

watch out for business mistakesEveryone tells you what to do to succeed;  I think you also need to know what not to do if you don’t want to fail.

Running your own business is the  classic American dream.  It’s romantic in ways that are hard to describe.

The romance of self determination, market recognition, and profit obscures the fact that the overwhelming percentage of small businesses fail within 5 years.

I love entrepreneurs.  They are creative, determined, skillful, and incredibly  hard working.  And still they fail.

Those failures represent not only dashed dreams, but financial pain.  That financial pain is personal pain as well.

In thirty years as a bankruptcy lawyer, I’ve found themes in why they failed.  Here is my list of five behaviors tied to business failures.

They plan only for success

The business plan too often assumes a single, steady movement toward growth and profit.  A typical plan may start small and project growth.  But it doesn’t plan for setbacks.

What if it takes twice as long to get a toe hold in your market?  What if capital costs more than you think?  What if your pricing model  craters?

Before you take the self employment plunge, you need to assess your ability to survive if  your rosy plan for success is off by 25%.

The entrepreneur loves the craft, but not the business of the craft

If you’re a great carpenter, a great cook, or a great lawyer as an employee for someone else, it’s tempting to ply those skills for your own benefit.  Run your own business, the way you think it should be run, and make more money doing what you do well.

When you go into business, you wear two hats:  the skilled professional AND the business manager.

Many business failures are grounded in the entrepreneur spending all his time on the craft, and less than the bare minimum on management.

Employment laws are ignored, bank accounts aren’t balanced, taxes are postponed.

To be a success in business, you need to attend to business, or to partner with someone who loves the business side of things.

They pay too much for existing business

Buying an existing business seems like the answer to all the start up difficulties.  It’s a turn key operation, often coming with some transitional help from the seller.

And, all too often, too good to be true.

The first question to ask is why the business is for sale.  Frequently, it’s because it isn’t really making it.  It may be paying the expenses of operation, but it isn’t actually supporting the owner who works there.  The hours are too long, the challenges larger than the rewards, and the owner wants out.

Ask yourself, why you want in under those circumstances?

The same inattention to bookkeeping may plague the  business.  Are the books up to date?  Reliable?

Another motivation for sale is that the sellers want to retire and they see the business as their retirement plan.  To substitute for retirement savings, the selling price needs to be generous.  Is the business priced at what the sellers need, or what the business as constituted is worth?

They can’t make a profit when financed on credit cards

Credit cards are associated with consumers and household budgets.  But all too often, new businesses are started on the owner’s credit cards.

Plastic is pitched to small business owners as either a convenience, a status item, or the bedrock of business operations.

It’s really hard to make a profit if your seed capital requires interest payments at 22%.

Also, far from simplifying business bookkeeping, credit cards obscure the fact that the debt service you pay on the credit card this month is really paying for a fraction of last month’s costs of operation.  Credit card payments become their own line item in the budget rather than simply a means of paying for inventory or services required last month.

They gamble their retirement on business success

When your retirement account  is the only hoard of money you’ve set aside and you want to go into business, the temptation to draw on your retirement to make it happen is almost irresistible.  You tell yourself you are making an investment in your future.

When you do that, you break one of the basic rules of investing:  diversification.  You have put all of your retirement “eggs” in the business basket.

If the business fails, you have neither a livelihood nor a nest egg for old age.

The phenomenon is not confined to those just starting in business.  Too many folks in my bankruptcy office to deal with a dying business tell me that the business was their retirement plan.  Instead of setting aside earnings for retirement, they plowed their money back into the business.

They expected to sell it to retire.

And now there’s nothing to sell.

Make a better business plan

Give some thought to the  business side of your craft.  Make a plan and go for it.  You can be great.

Image:  © teracreonte –


Category: ArticlesLife After Debt



  1. Thanks for mentioning that the business of a field is not the same as working in a field. I’ve heard many people say “I’m just a [insert profession here] and not a business person.” Someone who takes that attitude doesn’t need to worry about the business side of things because they’ll be out of business soon enough that the issue will take care of itself.

    1. The trick is to recognize the issue, if you don’t enjoy the business side, before it takes you down. Reconsider self employment, get a partner, or hire the business stuff done. You’re quite right that otherwise, the business is in deep trouble.

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Article by: Cathy Moran

Cathy is a lawyer in Northern California, where she's run her own small firm for over 30 years. A certified consumer bankruptcy specialist, Cathy pioneered the use of the Internet as a means of educating people about their debt relief options. Her clients have educated her about money.