The Cynical Entrepreneur

Suppose you are an entrepreneur who is seeking start-up funding for a terrific idea you have. You do your homework and put together a solid business plan. Market research shows a lot of upside. Then you pitch your idea to a group of investors and hear the following observations, “I’m concerned that it would be very easy for a competitor to take this idea and run with it faster than you will.” Or “you are projecting revenues to grow at a 25% rate per quarter for the first three years. Do you seriously believe this can be accomplished?” And finally, “your burn rate seems pretty low – in my experience a rate double what you suggest would seem more appropriate.” What do these statements and questions represent? If you said “skepticism,” you are correct.

Skepticism can be a healthy thing for entrepreneurs and non-entrepreneurs alike. In 1987, Ronald Reagan made his famous “trust but verify” statement about a treaty with the then-Soviet Union. This is a great guidepost for us where skepticism is kept in a positive perspective. Part of advancing new ideas is to have them challenged. A lot of questions are to be expected, many of which may be doubting in nature. This is good – if our ideas can survive rigorous scrutiny and we can provide evidence that is sufficient to prove our case, everyone wins.

There’s a very fine line between the kind of skepticism that is all about looking for answers or proof, and that which questions veracity or integrity. When others become suspicious of our motives, we’ve entered dangerous territory for now we’re on the border of “cynicism.” Cynics suspect that others are motivated by self-interest and at times exhibit varying degrees of paranoia. When cynicism exists in an organization it’s like a cancer. The attitude of a cynic is negative. I believe that cynics are related to Murphy – you know, the Murphy of Murphy’s Law . . . anything that can go wrong will go wrong. Cynics are often denigrating, disapproving, apprehensive, sarcastic, and like to run other people down. You can see why cynics and their cynicism are so unproductive for any organization or institution.

Let’s juxtapose the skeptic and the cynic in our previous example of the start-up seeking funding. I already provided statements and questions that might have been made from a skeptical point of view. Now, here is what the cynic might say. “This idea is unoriginal and doesn’t stand a chance to succeed. Why are you pitching this to us? I’ll bet you’re going to take our money; buy a few computers; have a big party; shut down your company and leave us holding the bag!” Not one positive thing was said there. And all the various cynical tendencies were on full display – sarcasm, suspicion, bitterness, paranoia, and disapproval. Sure, this may be a bit over-dramatized. But the illustration shows the stark contrast that is important to understand.

We need to maintain a certain dose of skepticism lest we suffer too large a degree of naïveté. Skepticism can be difficult for some entrepreneurs. We are optimists and have powerfully positive mindsets. There may be times when we aren’t interested in looking at the downside of our ideas. That’s why it’s critical that we have people on our team who exhibit a higher level of skepticism. And we must give them permission to prod and probe while expressing their skepticism in a constructive manner. Skeptics serve the entrepreneur well as a counterbalance to wild, pie-in-the-sky unrealistic notions. On the other hand, we must constantly be on the lookout for cynics and eliminate them when they surface.

Embracing healthy skepticism helps to build a better and more sustainable organization. Denying cynicism before it takes root is equally important to the long-term success of whatever it is that we are pursuing.

This blog is being written in tandem with my book, “An Entrepreneur’s Words to Live By,” available on Amazon.com in paperback and Kindle (My Book), as well as being available in all of the other major eBook formats.

Chips and Shoulders

I listened to a fascinating business podcast the other day. The host was interviewing an entrepreneur who apparently has faced a number of challenges throughout her career. What struck me the most was her statement that she has a “chip on her shoulder.” We’ve all heard this phrase before, and often it’s portrayed in a positive light. The thesis is that a person has faced adversity and come away from the experience stronger and tougher. I actually downloaded the transcript of this interview (which lasted for nearly an hour) and read it carefully. What I pieced together led me to question how positive a “chip on the shoulder” notion actually is.

For starters, let’s look at some phrases that I excerpted from the transcript. “Not everybody had a fair shake.” “In another way the industry is biased and the numbers are terrible and bleak.” “I will say that it took an embarrassingly long time to get anyone to take me seriously, so that’s where the insult is.” “Some of these barriers are just insulting.” “One person has to climb the mountain and another’s gotta climb a fence.” “The person across the table has to get a fighting chance.” “I don’t play well with others.” “I’ll tell you this honestly, our goal post has moved – it’s also there is a microscope on what I’m doing and what my company is doing, that is not on other companies.” And how about this gem? “Back to the theme that it’s a meritocracy except you have to work five or ten times harder than everybody else which is the opposite of a meritocracy.” Other words were used like “dignity,” “gut punch,” “injustice” and “really screwed me over.”

This entrepreneur shared her journey of the past two or three years, and while she’s clearly made some progress with her business, a case could be made that she ought to be farther along. She obviously believes that the reason that she’s not is due to external forces that have conspired against her. I don’t think I’ve listened to someone sound more like a victim in a long time. Unfortunately, the podcast host played the part of enabler and sympathizer. He egged her on and attempted to validate her claims. Yet, she presented very little concrete evidence to support her mindset.

I can’t begin to know all of the experiences encountered by this entrepreneur. Undoubtedly there have been some trials and tribulations along the way – however, the world is not selective about this! The entrepreneur from the podcast has chosen to develop a “chip on her shoulder,” advocating that the deck has been stacked against her and others have stood in the way of her success. The result appears to be a bitter self-fulfilling prophesy.

What if this entrepreneur took a different path? What if this entrepreneur looked at the obstacles as opportunities rather than conspiracies? What if she believed in her heart that every failure meant that something even bigger and better was in store? What if she could visualize abundance and possibility instead of lack and limitation? Over the course of my career, I’ve always found that embracing optimism and positivity begat the desired results far more often than wallowing in pessimism and negativity.

For me, a “chip on the shoulder” is a cynical mindset. It is typified by wariness, suspicion, skepticism and distrust. Entrepreneurs that wrap themselves in a “chip on the shoulder” cocoon will have a much tougher time receiving the good which they are pursuing. Here’s an indisputable fact. The adversity we experience directly shapes our mindset. But we make a choice as to what shape it takes. When we dwell on “being screwed over,” “gut punches” and “not playing well with others,” we are setting that shape as a giant chip that rests on our shoulder. And what a weight that chip can become!

We can avoid a “chip on the shoulder” mentality by following the positive path to our success. This enables us to work through, around, over and under the obstacles that we face and see them as opportunities to grow.

You can also listen to a weekly audio podcast of my blog. What you hear will be different than what you read in this blog. Subscribe on iTunes or wherever you get your podcasts. You can also click on this link – Click here to listen to Audio Episode 83 – Hall of Famer.

This blog is being written in tandem with my book, “An Entrepreneur’s Words to Live By,” available on Amazon.com in paperback and Kindle (My Book), as well as being available in all of the other major eBook formats.

Who Is This Murphy Guy?

Suppose you are an entrepreneur who is seeking start-up funding for a terrific idea you have. You do your homework and put together a solid business plan. Market research shows a lot of upside. Then you pitch your idea to a group of investors and hear the following observations, “I’m concerned that it would be very easy for a competitor to take this idea and run with it faster than you will.” Or, “you are projecting revenues to grow at a 25% rate per quarter for the first three years. Do you seriously believe this can be accomplished?” And finally, “your burn rate seems pretty low – in my experience a rate double what you suggest would seem more appropriate.” What do these statements and questions represent? If you said “skepticism,” you are correct.

Skepticism can be a healthy thing for entrepreneurs and non-entrepreneurs alike. In 1987, Ronald Reagan made his famous “trust but verify” statement about a treaty with the then-Soviet Union. This is a great guidepost for us where skepticism is kept in a positive perspective. Part of advancing new ideas is to have them challenged. A lot of questions are to be expected, many of which may be doubting in nature. This is good – if our ideas can survive rigorous scrutiny and we can provide evidence that is sufficient to prove our case, everyone wins.

There’s a very fine line between the kind of skepticism that is all about looking for answers or proof, and that which questions veracity or integrity. When others become suspicious of our motives, we’ve entered dangerous territory for now we’re on the border of “cynicism.” Cynics suspect that others are motivated by self-interest and at times exhibit varying degrees of paranoia. When cynicism exists in an organization it’s like a cancer. The attitude of a cynic is negative. I believe that cynics are related to Murphy – you know, the Murphy of Murphy’s Law . . . anything that can go wrong will go wrong. Cynics are often denigrating, disapproving, apprehensive, sarcastic, and like to run other people down. You can see why cynics and their cynicism are so unproductive for any organization or institution.

Let’s juxtapose the skeptic and the cynic in our previous example of the start-up seeking funding. I already provided statements and questions that might have been made from a skeptical point of view. Now, here is what the cynic might say. “This idea is unoriginal and doesn’t stand a chance to succeed. Why are you pitching this to us? I’ll bet you’re going to take our money; buy a few computers; have a big party; shut down your company, and leave us holding the bag!” Not one positive thing was said there. And all of the various cynical tendencies were on full display – sarcasm, suspicion, bitterness, paranoia, and disapproval. Sure this may be a bit over-dramatized. But the illustration shows the stark contrast that is important to understand.

We need to maintain a certain dose of skepticism lest we suffer too large a degree of naïveté. Skepticism can be difficult for some entrepreneurs. We are optimists and have powerfully positive mindsets. There may be times when we aren’t interested in looking at the downside of our ideas. That’s why it’s critical that we have people on our team who exhibit a higher level of skepticism. And we must give them permission to prod and probe while expressing their skepticism in a constructive manner. Skeptics serve the entrepreneur well as a counterbalance to wild, pie-in-the-sky unrealistic notions. On the other hand, we must constantly be on the lookout for cynics and eliminate them when they surface.

Embracing healthy skepticism helps to build a better and more sustainable organization. Denying cynicism before it takes root is equally important to the long-term success of whatever it is that we are pursuing.

You can also listen to a weekly audio podcast of my blog. What you hear will be different than what you read in this blog. Subscribe on iTunes or wherever you get your podcasts. You can also click on this link – Click here to listen to Audio Episode 63 – Go Away – We’re Closed!

This blog is being written in tandem with my book, “An Entrepreneur’s Words to Live By,” available on Amazon.com in paperback and Kindle (My Book), as well as being available in all of the other major eBook formats.

All the Best

Question: I hate being disappointed about so many things in my life. How do I set my expectations so that this doesn’t happen?

Answer: Disappointment is an insidious feeling. Years and years of disappointment breeds cynicism. Disappointment also leads to pessimism. Cynicism and pessimism slowly creeps into our consciousness and attacks our soul. At all costs we must avoid allowing ourselves to be disappointed. So your question is really about how to avoid being disappointed.

The solution may sound perverse but it’s really not. Expect the best. It’s that simple. Expect the best. This is not a Pollyanna concept but a mindset. Think about it. When we try to lower our expectations what does that do? It creates a mindset that is limiting. We may take actions that align with our lowered expectations and as a result we ensure that we won’t achieve our highest good. The reason we may be disappointed is because we may not really believe high expectations. We think at one level that things are going to be amazing but deep down inside we don’t really believe it. And the situation then becomes a self-fulfilling prophesy.

Expecting the best is all about truly believing. I’ve written before about being accused of wearing rose-colored glasses. But I’ve found over the years that always expecting the best generally turns into reality. It’s the law of mind-action. What we believe in our minds is produced in the world around us. Of course a distinction must be made lest this law be misunderstood. If I’m 60 years old and believe I’m 20, I’m not really going to roll the clock back and become 20 again. But if I believe that I feel like I’m 20 . . . if I truly believe this . . . then I will feel like I’m 20. Which brings us back to expectations. How many times have we said, “I really want to win that new contract, but the deck is probably stacked against me.” What is most likely to happen? We won’t win the contract because we affirmed that we wouldn’t. Our lowered-expectation is that we won’t win.

Expecting the best is liberating. It means that we have no need to lower or measure our expectations. Instead we can truly believe the best about our lives. And as an added bonus, our beliefs will manifest.

This blog is being written in tandem with my book, “An Entrepreneur’s Words to Live By,” available on Amazon.com in paperback and Kindle (My Book), as well as being available in all of the other major eBook formats.

Ice Cream