Be Interesting And Interested

copy, reflection, imitation

There’s this distinct memory I have from when I was 11. It was the second to last day of sixth grade – somewhere in the middle in the sweltering ’08 June heat. Despite efforts to hold them back, it was the first time in a long, long time that I cried in public. On a day when everyone was obsessed with signing yearbooks and bragging about summer vacation plans, my core teacher, Mr. S called one of my classmates and I up to his desk.

As soon as I realized his usual smiling demeanor was nowhere to be found, I knew something was very wrong. It turned out that my classmate had submitted the exact same final project as I did – one that I had painstakingly created over two months to be what I believed to be the most ingenious final project my sixth grade teacher would have ever seen. I don’t remember who that classmate was. Hell, I don’t even remember if they were boy or girl.

Between salty tears and choked hiccups, “She… she cop-… copied me,” I stuttered to Mr. S.

All I remembered was that the next few minutes flew by in a watery blur trapped above the floodgates beneath my eyes. I failed to hear a single word he said. I just stood standing facing the beige walls behind Mr. S’s desk. He pulled my classmate to the side to a conversation I was not privy to.

As time went on, my eyes drifted further up, hoping gravity would be kind to my waterworks today, until I was staring right where the west wall and ceiling met. And right on that horizon, I saw the words he hung against that beige wall since the beginning of the school year. A meme. Borderline, a dad joke.

Opportunity is now here.

But the ‘w’ and ‘h’ were so close together, when I first walked into Mr. S’s classroom, I thought it read: Opportunity is nowhere. When I asked, he once told me, “You know there’s a fine line between opportunity and lack thereof.” In a chuckle befitting of a dad, he continued, “The only difference is that you have to give yourself some space.”

And for the briefest moment, I remembering smiling just a little then.

After chatting with my classmate for a few minutes, they solemnly walked back to their seat and sat down. He beckoned me over, and waited a few seconds so that my sniffles wouldn’t drown out his soft, but firm voice.

“David, you should be proud [she] copied you. That means you have something worth copying.”

To this day, that line stays in my head rent-free.

Interest is a two-way street.

Eight years later, after crafting the perfect cold outreach email to someone I really respected, I received the most meaningful rejection email to date from her. Just four words. “Be interesting and interested.”

In fairness, it took me a few weeks before those words clicked, which I wrote about here. I was definitely interested in her background, but I hadn’t given her any reason to be interested in me. I wasn’t interesting. Or at least, I hadn’t painted myself to be an interesting person.

Interest comes in many forms. The ability to be useful. Being a host of exciting or inspiring stories. Strategic value. Bragging rights. Simply put, you need to have something that people want. They either want something from you, or they want to be like you. In Mr. S’s words, “something worth copying.”

Of course, maybe there’s a world where you don’t want people to know. For instance, Max Levchin once shared in Founders at Work. “If you patent [software], you make it public. Even if you don’t know someone’s infringing, they will still be getting the benefit. Instead, we just chose to keep it a trade secret and not show it to anyone.”

Or you might make your VCs sign NDAs. Which most of us aren’t a fan of.

In closing

If there’s anything you take away from this essay, it’s that:

  1. I used to be crybaby, and
  2. Have something worth people’s time and interest.

It doesn’t matter if you’re copied. Hell, it’s good that you’re being copied, or that there are similar ideas in the market.

I came across a thread by Greg Isenberg that echoed the same notion.

At the end of the day, it’s not about the idea; it’s about execution. No one can beat you at being you. Do things that excite you. Do things that, if you were someone else, you would want to hang out with you.

Don’t ever have someone you meet with feel like they’ve wasted their time. Rather, make them feel like they got time back from meeting with you. That’s when you feel the magnetic pull of the people around you. And that’s when the people you want to meet and learn from will want to learn from you.

I’m once again reminded of two quotes. One of my recent favorites.

“Magic is just spending more time on a trick than anyone would ever expect to be worth it.” – Penn & Teller

The other from my favorite movie.

Not everyone can become a great artist, but a great artist can come from anywhere.”

Stay magical, my friends.

Photo by Andre Mouton on Unsplash


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Any views expressed on this blog are mine and mine alone. They are not a representation of values held by On Deck, DECODE, or any other entity I am or have been associated with. They are for informational and entertainment purposes only. None of this is legal, investment, business, or tax advice. Please do your own diligence before investing in startups and consult your own adviser before making any investments.

Should You Make Investors Sign NDAs?

Years ago, when I first started in venture at SkyDeck, I met a founder who made me sign an NDA before he pitched. At the time, I had no idea that it wasn’t the norm. So, I ended up signing it without a second thought. It wasn’t my first time I signed one, and certainly not the last. He spent 20 minutes pitching his idea to me. I don’t remember the exact details of the pitch, but I remember it being an intriguing pre-launch idea outside of my realm of expertise.

In our last five minutes, out of curiosity, I asked him why he had me sign an NDA – something I’d never been asked to do since I jumped into VC.

He said, “I can’t afford to have you take my idea.”

Nevertheless, I had a couple names in mind that might be useful to him. At least more useful to him than I could be. But given the NDA, I needed written consent for every person I wanted to send his startup to. As well as consent for what I could and could not tell them. After two weeks of back and forth emails, he only allowed me to pass his idea to one other person. Even so, in a very limited scope. With very little context. Far from enough for my investor friend to say yes to a meeting. All in all, regrettably, the long slog of asynchronous communication heavily drained my willingness to help. And at the end of the two weeks, I was happy to get that load off my chest.

It was a lesson for myself. Ever since then, I err on the side of not making people sign NDAs. Why?

  1. Most people don’t care enough about your problem space to pursue the idea you’re going for. If they were, they’d have pursued the idea/solution already.
  2. Sharing your idea helps you more than it helps them. You get free advice and feedback, all of which are ammunition to further your idea. The more you share, the faster you learn, the faster you can iterate and grow your startup.
  3. If you make a potential partner sign an NDA, it implicitly shows a lack of trust in the partnership, and there could lead to future friction between you 2, which would detract you from focusing on actually building the business. I’ve seen it happen. And I’ve seen businesses crumble because of a lack of trust. And it could start from the smallest thing and exacerbate into a full-blown drama.
  4. On the off chance, they do take your idea and run with it to the market, they become a competitor to your business. And if you’re scared of competition, you’re probably in the wrong industry. Or if you want to run a lifestyle business (one at your own pace) – like a side hustle or one you find great joy in doing, it really doesn’t matter what other people are doing.

The success of a business is determined by how well you can execute. The first mover advantage is about who can get to product-market fit first, not who birthed the idea first. Before Google, AltaVista, Aliweb, and Yahoo! existed, just to name a few. Equally so, Myspace and Friendster started before Facebook.

A week after my intro, my investor friend hit me up again to tell me he turned down that founder before the founder even pitched. He told me, “It’s unnecessary red tape and not worth my time. And I’m not short on deal flow.”

Almost a year after that, in an effort to keep a complete record of the deals I’ve sent to investors, I revisited that startup. A quick LinkedIn search told me they’d closed up shop. I never checked back in with them to ask why. It could have been trouble in their go-to-market motions. It could have been co-founder disputes. Or it could have been their inability to find investment. I don’t know. But I imagine that their inability to find investors contributed to their closure.

Photo by Scott Graham on Unsplash


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