The Entrepreneur Life

Month: March 2021

What your team wants may impact your happiness

Team Work

One of my pet peeves is how common the perception of a “hero entrepreneur” is. Steve Jobs or Elon Musk are amongst the two most common responses my students give when asked to name an entrepreneur. While these two men have accomplished much and altered the lives of millions, this continued veneration by much of the media (whether newspapers, television or the ocean of writing that’s out there) swamps the truth that entrepreneurship (like innovation) is a TEAM sport.

entrepreneurship (like innovation) is a TEAM sport. Click To Tweet

As anyone who’s stayed on at the end of a movie (I’m one of those chaps) to watch the entire credits roll knows, movie making involves hundreds of people at the very least. Startups and entrepreneurship is no different, a cast of thousands usually are toiling to make an enterprise successful. Of particular note amongst these are the co-founders and early employees many of whom not only buy into the vision but take what’s fuzzy and shape it into reality. In most cases, including in my own, they keep the founders honest and focused, not getting distracted by the next shiny thing all too often unacknowledged and at times at significant emotional and professional cost.

Once an individual has been exalted to hero status by the general public, there is an implicit level of responsibility we place on them, whether they want it or not. We end up projecting our loftiest ideals of character onto these people and forget that whether its Mahatma Gandhi or MLK, they were always just human beings.

Efe Otokiti

The very attributes that can make a founder successful—perseverance in the face of great odds, repeated missteps or even failures (that don’t quite kill the startup) can make them pig-headed (boy, do I know!) So the hero myth only makes it worse as they drink their Kool-Aid and believe in their own infallibility. Surprisingly many founders who ultimately exit their business find out it’s hard to be ‘happy’ despite their ‘success’ financially or otherwise, if their co-founders or employees don’t get what they want. And it is easy to imagine that this is unlikely to be the case when those employees or co-founders get a good or even great payoff.

As I learned in my own startups, while making money (or the thought of it) makes people happy (for a few minutes to months), everything from the trivial (“What do you mean I’ve got to pay taxes?”) to important (“What is my role going to be?”) all the way to the sublime (“What’s going to happen to our company culture?”) can muddy things at best or make them unhappy at worst. And of course as humans we are all to likely to succumb being happy with the $250K we made till we find out the next chappie made $255K! So what should founders do?

Here are three simple steps to begin with

  • Recognize that entrepreneurship is a team sport and acknowledge your team mates publicly and repeatedly
  • Ask and listen what their expectations beyond money are and be prepared that they might not be the same as yours
  • Factor their needs and expectations by discussing and if needed educating them in how you run and exit your business

This is one of the topics that’s covered in my book, The Art of A Happy Exit – How Successful Entrepreneurs Sell Their Businesses.

The big role luck plays in our lives

4-leaf clover

One of the topics that we don’t talk a whole lot about in entrepreneurship is the role of luck. Luck of course can mean very different things to each of us. While commonly people tend to think of luck as good fortune, something over which we have no control, others view it as a matter of being open and responsive when new opportunities present themselves.

“Always say Yes!” I heard Andy Billman, the former president of Worthington Cylinder say this to my class at the Ohio State University back in 2017. Since then I’ve heard him repeat, even exhort folks to say yes, when an opportunity presents itself, such as a promotion or a move to a new location.

Two weeks ago I had a guest speaker Ellen Desmarais come in to speak to my Advanced Concepts in Entrepreneurial Studies class. Ellen in recounting her professional journey recalled that in her first job at a large credit card company an opportunity arose for her to move to a new business being set up in London. She jumped at the opportunity (as though she’d heard Andy Billman’s voice encouraging voice) and found herself at a ‘startup’ with all the freedom to experiment and but with the safety of a large organization backing it. As the years passed and new opportunities, jobs and roles arose, the lessons from that era of a rapidly growing new business continue to serve her.

“It’s a great example of how luck at some point will factor in your life.”

In my own career, luck has figured in a multiplicity of ways. The common one was often of poor timing—such as when we conceived and built an Apple Watch equivalent in 2004 (battery life, interoperability were not ready for wearables), pitched a GPS-powered game scenarios in 2007 (which eventually we saw Pokemon Go make happen).

Other times we’ve had the good fortune of customers sharing with us creative ways in which they’d put our technology to use. A customer from Korea, played Desert Rose by Sting on wireless headphones they’d built around our Bluetooth technology. This was an idea my engineers had pitched repeatedly to an non-receptive me. That chance encounter in a San Jose hotel persuaded me to finally agreeing to focus our entire company on wireless stereo music the led to the eventual acquisition of our company. Of course a great deal of smart people had to put in an enormous amount of effort, yet if that chance encounter hadn’t happened or I hadn’t said Yes, as Andy would have surely told me, I wonder how many other dead ends we’d have run down.

Thank you, Ellen for sharing your journey and insights.

Here are some other interesting takes on the role luck plays in entrepreneurship.

The Secret to Good Storytelling

Each semester as the entrepreneurship class that I teach reaches about midpoint, I find myself talking about storytelling and it’s centrality to business in general and startups in particular. You’d think storytelling would be easy, given how long humanity has been at it. And all those folks on Moth Radio and stand up comedians make it look easy. Yet telling compelling and concise story is a skill that seems in much shortage. This is a topic that I’ve written about before here, here and here and still talk about constantly.

Recently, I came across TED curator Chris Anderson’s video on what they’ve learned at TED about storytelling. The eight minute video (half the length of the typical TED talk, concisely lays out four points.

  • Pick one idea We often start with one, but it gets lost as we layer more on there. Don’t just stick with one but share context, give examples and link back to it throughout your talk
  • A reason to care Give your listeners a reason to care and the best way to do this is by stirring your audience’s curiosity. Provocation is one way to do it he suggests but I’d say try challenging them.
  • Build your idea piece by piece Most of us fall into jargon while trying to explain our ideas. Chris reminds us it is critical to use metaphors or analogs to explain in the audience’s language
  • Make your idea worth sharing No surprise since this is indeed TED’s byline. By articulating who benefits, you can help the idea spread

So not only can you tell good stories but inspire others.

The Art of a Happy Exit

Yesterday my father would have turned 92. Though my father had worked for 37 years at the same firm—rising from accounting intern to the CEO of multiple group companies—he was my biggest supporter when I decided to quit my job and become an entrepreneur.

Dr. K. Kuppuswamy

As a miniscule shareholder in my first startup but a major lender of working capital, he was our first angel. While I was in high school, my father used to regale me with a variety of tales, a surprising number of which came in handy during my own entrepreneurial journey.

As I’ve continued to learn from all that he’d shared, I’ve also had the good fortune to working with some incredible people who’ve mentored, coached, supported me and kept me honest.

Art of A Happy Exit

Yesterday was also the day my first book, “The Art of a Happy Exit – How Successful Entrepreneurs Sell Their Businesses” went on pre-sale on Amazon (USA India). While I wish my dad were here to see it, hopefully some of his stories will live on and help other entrepreneurs.

I love you dad and miss you.

© 2026 K Srikrishna

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