Season 3
December 26, 2021

The one essential for any founder

So I have finally been 'stumped' for words. Twice Marty has reinvented the concept of the photo booth for events. He asks me a number of questions about the economic environment, the start up eco system and also marketing.

Uncovering the Single Most Essential Ingredient for Founder Success

I have spent a significant portion of my life talking about business. From the boardroom to the set of Shark Tank, from keynote stages around the world to this very podcast, I have answered thousands upon thousands of questions. I’ve been quizzed on strategy, drilled on financials, and challenged on marketing tactics. After a while, you begin to see the patterns. The questions, while unique to each founder, often fall into familiar categories.

It is a rare and wonderful thing to be asked a question so fundamental, so piercingly direct, that it genuinely stops you in your tracks. A question that makes you pause, take a deep breath, and search not for a pre-prepared answer, but for a deep, honest truth.

I recently had one of those moments. In fact, I had two.

I was speaking with Marty on my podcast. Marty is a brilliant and resilient entrepreneur who has, not once, but twice reinvented the concept of the photo booth for events. He's a perfect example of a founder who adapts, innovates, and endures.

Our conversation was fantastic. We covered the economic environment, the startup ecosystem, and marketing strategies. And then, he asked two questions that stumped me. They weren't complex or technical. They were simple, profound, and not easy to answer.

His two questions were:

  1. Would you start RedBalloon now?
  2. What is the one thing that is an absolute must-have for a startup?

These questions forced me to cut through all the noise, all the business jargon, all the frameworks, and get to the very heart of what it means to be an entrepreneur today, and what it has always meant. Our conversation became an exploration of the timeless and the timely, and it revealed what I truly believe is the one essential ingredient for any founder.

Today, inspired by Marty's incredible questions, I want to unpack my answers for you. This is a deep dive into the core of entrepreneurial DNA.

The Time Machine Question - "Would You Start RedBalloon Now?"

This first question is a fascinating one because it's not really about RedBalloon. It's about the nature of opportunity and the entrepreneurial spirit. Would I, Naomi Simson, in today's landscape, launch an online marketplace for experiences?

My initial, honest answer required a moment of deep thought. Because the world today is profoundly different from the world in 2001 when I started RedBalloon with a $25,000 personal investment from my living room.

The Landscape Then (2001):

  • The Internet was the Wild West. E-commerce was in its infancy. There was no Shopify, no Stripe, no Facebook Ads, no Google Analytics as we know them today. The barrier to entry for technology was immense. We had to build everything from scratch, which was incredibly expensive and slow.
  • The "Experience Economy" didn't exist. The idea of giving an experience as a gift was a radical, unproven concept. I wasn't just building a business; I was educating an entire market and building a new category from the ground up.
  • Competition was low. Because the barriers were so high and the concept was so new, we had a relatively clear field to run in for a number of years.

The Landscape Now:

  • The Barriers to Entry are Incredibly Low. Today, someone could replicate the basic functionality of the original RedBalloon website in a weekend using off-the-shelf tools for a tiny fraction of the cost. The technology has been democratized.
  • The Market is Educated and Crowded. The experience economy is now a massive, mainstream global industry. There are countless competitors, from huge global players to niche local operators.
  • The Noise is Deafening. The cost of getting a customer's attention has skyrocketed. You are not just competing with other gift companies; you are competing with every single piece of content on the internet for a sliver of your customer's mental bandwidth.

So, would I start it now?

My answer is yes, but it would have to be a completely different business.

I wouldn't start a broad "marketplace for everything." The opportunity today is not in being broad; it is in being niche. I wouldn't be "RedBalloon." I might be "Unforgettable Foodie Experiences for Couples in Sydney," or "Adrenaline Adventures for Corporate Teams." I would find a highly specific, underserved niche and build a deep, fanatical community around it.

The playbook would be different. The strategy would be different. The technology would be different.

But this brings me to the core of the answer. The reason I can say "yes" is not because of the market or the technology. It's because the one thing that hasn't changed—the one thing that is constant across any era—is the entrepreneurial spirit itself. It's the ability to see a problem, to feel a passion, to spot an opportunity, and to have the unrelenting drive to build a solution.

That spirit is timeless. And that leads directly to Marty's second, even more profound question.

The Ultimate Question - "What is the ONE thing that is an absolute must-have for a startup?"

This is the question that truly stumped me. One thing. Not a list of five. Not a handful of important traits. ONE.

The business school answer would be "product-market fit." The venture capitalist answer might be "a massive, scalable market." The marketer's answer might be "a unique value proposition."

All of these are critically important. But they are outcomes. They are the result of something else. They are not the essential, foundational ingredient. You can have a huge market and fail. You can have a great product and fail.

So, what is the one thing you absolutely cannot succeed without?

After a long pause, my answer became crystal clear. It is the one common denominator I have seen in every single successful founder, from the Shark Tank to my own ventures, across every industry and every era.

The one absolute must-have for any founder is resilience.

That's it. More than the idea, more than the funding, more than the market timing, more than the team. Resilience.

Let me tell you what I mean by resilience. It is not just about being tough or having a high tolerance for pain. It is a dynamic, multi-faceted quality.

  • It is the ability to get back up, again and again and again. You will be knocked down. Your product launch will fail. Your key employee will quit. A global pandemic will shut down your industry. You will make mistakes. You will run out of money. Resilience is the emotional and mental fortitude to experience these setbacks not as a final judgment on your worth, but as a data point on the path to success. It is the ability to grieve the loss for a moment, and then get back up and ask, "What did I learn, and what's the next move?"
  • It is the ability to learn and adapt. Resilience is not about stubbornly sticking to your original plan no matter what. That is rigidity, and rigidity shatters under pressure. True resilience is flexible. It is the ability to listen to customer feedback, to see that your initial assumptions were wrong, and to have the courage to pivot your strategy. It is the humility to learn. Marty is the perfect example of this—he has reinvented his business twice in response to changing market conditions. That is resilience in action.
  • It is the ability to manage your own psychology. The entrepreneurial journey is a marathon of emotional extremes. The highs are euphoric, and the lows can be devastatingly dark. Resilience is the inner work you do to manage your own self-talk, to combat imposter syndrome, and to maintain a fundamental belief in yourself and your mission, even when there is no external evidence to support it. It's about finding an anchor in the storm of your own emotions.
  • It is the ability to endure. Sometimes, success is not about a brilliant strategic move. It is simply about outlasting the competition. It's about having the grit and determination to keep showing up, day after day, chipping away at the problem, long after everyone else has given up and gone home.

Why is this the one essential? Because every other "essential" is conditional on it.

You can't achieve product-market fit without the resilience to endure the initial period of customer rejection and feedback. You can't build a great team without the resilience to survive the inevitable hiring mistakes. You can't secure funding without the resilience to hear "no" from dozens of investors before you get to a "yes."

Resilience is the meta-skill of entrepreneurship. It is the engine that powers everything else.

A Conversation That Changed My Own Perspective

Our full conversation on the podcast was one of my favourites because it forced me back to first principles. Marty's sharp, simple questions were a gift. They cut through the complexity and revealed the core truths. We explored these ideas in depth, with personal stories and real-world examples. It was a powerful reminder that the most important conversations in business are often about the simplest, most human qualities.

Your Most Valuable Asset is Your Ability to Get Back Up

In a world of constant change, what can you rely on? The economy will fluctuate. Technologies will become obsolete. Your first product idea will probably be wrong. Customer tastes will shift.

The only constant in the equation is you. And your ability to withstand the shocks, to learn from the blows, and to keep moving forward is the only asset that truly matters.

So, if you are an aspiring founder, by all means, work on your business plan. Do your market research. Build your MVP. But do not forget to build your own resilience.

  • Cultivate your support network.
  • Practice mindfulness and manage your inner critic.
  • Study the stories of other entrepreneurs, not for their successes, but for how they handled their failures.
  • Embrace challenges as opportunities to strengthen your "resilience muscle."

The great ideas are a dime a dozen. The great markets are competitive. The funding is never guaranteed. But a resilient founder? A founder with the grit to endure and the grace to adapt? That is the rarest and most valuable commodity in the entire business ecosystem. That is the one thing that will, in the end, determine your success.

What has been the single biggest test of your own resilience on your entrepreneurial journey?