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When building a startup gets hard, where should we turn?

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“I am so excited about this company, but the cofounder is quitting. My other friend who works there is leaving. What should I do? I love the product and think they are onto something special.”

I was strolling around the Salt Lake City Walmart parking lot with Varun Anand, the lanky, 6-foot-4-inch soon-to-be cofounder of software company Clay, and sweating profusely. Anand had us doing laps, wildly gesticulating as he explained his conundrum. He was looking for his next gig, and he couldn’t stop thinking about a little startup in New York. 

It was 2021, the height of Covid-era career moves, and Anand was on the hunt. Because of his background having led go-to-market at large startups, he had more established offers on the table. But he had fallen in love with a soon-to-be-released product. I had started writing at Every six months before and was living in Salt Lake City, and through a friend of a friend, he had reached out to me to talk shop on what startups I found interesting. 

Everyone who plays the high-risk game of early-stage startups can relate to this feeling. Analysts (including this one) will tell you that the odds of startup failure are over 95 percent. The gray hairs will accumulate, the cushy life you could have working at Google will haunt you, and discomfort will be your constant state. 

Nevertheless, some part of you yearns for the adventure. You have an irrational instinct that this idea could work—somehow, some way. Anand had it that day. I had it the day I sent my first newsletter to 25 subscribers, consisting exclusively of my roommates and extended family. You, too, have probably heard the siren song of building something new. 

That emotion is important. It is that heady mix of passion, American individualism, and capitalist spirit that has propelled Silicon Valley forward for the past 50 years. 

In the case of Anand, it led to him joining Clay. Since then, the software startup that helps companies launch their products in the market raised a $62 million Series B at a $500 million valuation from Meritech Capital, with participation from Sequoia. It has grown like a weed since its launch on Product Hunt in February 2022, and now has 100,000 users at more than 2,500 companies. Last year, while most software founders I know were fighting tooth and nail for growth the Clay team had so much they could barely keep up. 

None of that success was obvious in 2021, when the company hadn’t publicly launched yet. Anand’s only guiding light was his intuition that the several-year-old company had potential. At the time, Anand asked me what he should do. A few months after we had met in person we debated the variables of Clay’s potential success over text messaging, trying to pin it down to technical factors—the focus of its product-led growth, how it would capitalize on the buzz. I realized that there was something much grander to rely on than these details—his intuition. I sent Anand a text: “I mean if you are still excited about a B2B SaaS thing after this long then do it.”

Five years into its operation, in early 2022, Anand joined Clay, leading all things go-to-market. By doing so, he joined cofounder Kareem Amin, who had been investing in Clay’s mission since it incorporated in 2017. (The other cofounder, whom Anand referenced in our meeting, left to pursue ideas in crypto.) Two intuitions came together to guide what is now a category-defining platform to help sales and marketing teams amass data on prospective customers and customize their outreach.

The founding feeling

“We wanted to give other people access to the magic of computers.” 

In the mid-2010s, multiple founders had the same idea. Surely there was a way to give people who couldn’t program a taste of the power that a software engineer felt when they built something from scratch. This idea powered the creation of incredible companies: Notion taught people the productivity potential of personal databases. Bubble was a no-code app builder. Retool made it easy for companies to build internal apps easily. All of these startups are worth billions, and all of these startups started with the same insight as Amin and his cofounder Nicolae Rusan.

Amin and Rusan sold a company they had cofounded in 2012, so they were familiar with what it took to build something. After their time at the acquirer ended in 2015, they spent a couple of years exploring ideas, trying to figure out the right form factor for their idea on giving more people the power of programming. “We walked all around, so we could see the map of the startup game we were trying to play,” says Amin. “I felt comfortable going all in because we had put in the time and the effort.”

Finally, in 2018, after building and rejecting various options, they settled on a form factor—the spreadsheet. It was the one programming-esque environment with which everyone in the world was familiar. They could make a spreadsheet that connected with APIs and new types of data. Great! They just invented Airtable, a startup founded in 2012 that raised funding at a $11.7 billion valuation in 2021.

Beyond competition, there was another problem: They had no consistent users. Paradoxically, the product was too powerful. Because an API-integrated spreadsheet is such a flexible idea, it was being used for anything from automating data workflows to handling recruiting pipelines. Amin and Rusan struggled to build a brand identity and repeatable sales motion. Of all the things you could do with Clay, sales and marketing were the most popular.

However, as they themselves started to pitch the product to prospective customers, Amin had a flash of insight: “Once we started doing sales and marketing of Clay did we actually realize the pain we should solve.” They spent 2020 and 2021 removing features and streamlining the product toward a single use case. If they could help customers add data to the leads they were storing in their customer relationship manager (CRM), they could solve a problem that no one else was.

It may be easy to connect the dots and think Clay’s path was somewhat linear. Try, make a few mistakes, try again, then win. But if you stop for a moment and meditate on how much time has passed, you’ll realize that it was a seven-year journey from the moment they first had their idea. That is seven years of doubt and suffering and experimentation. Seven years with unclear market signals and the only push being intuition. At one point, Amin was so stressed that he went on a 10-day silent meditation retreat.

Eventually, he found that it wasn’t merely market signals and rational decisions that helped Clay grow. “Most of my best decisions were all guided by a clarity of feeling and coincidences where it felt right,” he says.

Amin found that when he trusted his intuition, he could figure out what to do. “It only really started working when I stopped cosplaying, when I stopped performing,” he says. “There were decisions I was making that were rationally the right call but went counter to my beliefs.”

The team found that if they rationalized their way into product choices, they could also rationalize away why things went wrong. Instead, if they maintained a strong sense of belief, they could update their belief system more easily than their logic. “If I just rationalize it, I don’t get to learn from it,” Amin says. “If my beliefs are wrong then I get to learn from it.” It is easy to rationalize the idea that more customers are better or more features will result in more users. But when the team started to focus on giving only one segment of users exactly what they needed—when they started helping sales teams add data to the leads in their CRMs—it all started clicking. 

Most business writing over-indexes on frameworks and strategy. Having met with hundreds of successful founders, I’ve found a principle that Clay’s story perfectly illustrates: It is the emotion experienced by the early employees, not the product, that makes a company succeed. A startup's journey is so grueling that the only way to have the energy to fight through it is to have an underlying feeling that pushes you to be your best. 

If you have the right belief system, then you can build the culture that will make the company. Here, again, Clay embodies that lesson. 

The strategy is the easy part

When a sales team is looking to get data on their potential customers, they can either Google, pay someone more junior to call prospects and ask them questions to get data, or purchase data from a provider like ZoomInfo. Or they could use Clay, which created tooling that uses AI to scrape data (replacing Googling) and built a data provider marketplace (replacing reliance on ZoomInfo).

The product is genuinely magical. As part of my research for this piece, I used it to enrich the customer list from our latest AI product Spiral. I inputted the emails with which people had registered, wrote some formulas to pull in LinkedIn data, and presto, I had detailed customer profiles on the majority of our users. I dropped that text data into Claude, and asked it to read it and build user profiles. Then I used those profiles to inform an outreach campaign. It was dead simple and made it far easier to create an email marketing campaign. (Disclosure: The Clay team gave me a free account so I could experiment with the product for this piece.)

By 2021, when Anand was thinking about joining, the company had narrowed in on the use case I just described. In our text messages, we debated the variables that would matter for Clay. We decided three things had to happen:

  1. They would need to build a new product category that would sit between the CRM and the software they would use to contact leads, interacting with both.
  2. They should have a product-led-growth (PLG) motion.
  3. The creativity and flexibility of the platform had to get everyone else as excited as he was.

After the Product Launch hunt in 2022, each of those three components had come to pass and contributed to the company's success. Clay still sits in between the CRM and the outbound platform, Varun focused on improving PLG, and they cultivated a community of advocates who shared their Clay usage on LinkedIn. All of this activity was driven by instinct, not data. 

Once a company makes the main thing the main thing, what they need to do becomes obvious.

I have written about this phenomenon. In B2B software, the playbook is fairly straightforward. Most of the risk is on the execution side. It is so hard to do this stuff well—it requires making a million extra tiny decisions of one last revision of the marketing copy, one more pass on button placement, one more cold call. To suffer through those extra hours, that emotional core becomes crucial. 

For example, when Anand first joined, he spent months in back-to-back customer calls. He would walk them through the product live, screenshot every bug, and share each one in Slack. He did this over and over again until there weren’t any more hitches in the sign-up flow to send to the product team. Anand was so maniacal about understanding how customers were using and understanding the product that he would give eight demos to secure a $300 monthly contract. 

This sounds awful (to me, at least). But because he had believed in the product, he ground through it.

That divine belief

There’s a quote from Martin Luther King that I think about all the time. It’s about how we spend our life's work: 

“If a man is called to be a street sweeper, he should sweep streets even as a Michaelangelo painted, or Beethoven composed music or Shakespeare wrote poetry. He should sweep streets so well that all the hosts of heaven and earth will pause to say, 'Here lived a great street sweeper who did his job well.’”

When I was younger, I used to think that this was simply about doing your best in whatever you do. Now, after over a decade in the workforce, I choose to read a more abstract interpretation. 

There is a divine nature inherent to labor. The key to finding professional success and happiness is in seeking that sacred thing. Some people find that the divine comes from only devoting their labor to missions they care about. For me, I’ve found something spiritual in delighting in the minutia of my work. 

Almost a year ago, I wrote, “The point of work is doing the labor, not delegating it away. When we focus excessively on productivity, when our biggest concern is on how to ‘scale ourselves,’ we miss the point of work—and, really, life—which is to find meaning in the daily tasks that consume our time. Like a bike chain catching a gear, there is a deeply satisfying *cachunk* that happens in your brain when you go from enjoying the outcome of your labors to enjoying the process of them.”

Clay’s stratospheric results come from an incredible, well-timed product that the founders struggled for many years to create. There are some important lessons to learn from them, like the value of product-led growth or the benefit of doubling down on a single ideal customer profile. But they’re not universally applicable. The useful application of these lessons was only downstream of the struggle. It did not come from ex-nihilo. It came from a truth that lies at the heart of every technologist: “I must build.” 


Evan Armstrong is the lead writer for Every, where he writes the Napkin Math column. You can follow him on X at @itsurboyevan and on LinkedIn, and Every on X at @every and on LinkedIn.

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@nathan.stevenson 5 months ago

Evan what a great piece of writing - you capture the in-the-moment pace and action of startup life, the excitement, passion and deep dark depths. It has the pace of a Ben Mesrick book, while somehow touching on the metaphysical and philosophical aspects of what truly motivates us. As a snapshot of the good, the bad and the divine in American entrepreneurialism it is outstanding.

Beth Adele Long 5 months ago

Compelling, as always. One (apparent) contradiction piqued my curiosity: you say that "All of this activity was driven by instinct, not data," and then a couple paragraphs later that "when Anand first joined, he spent months in back-to-back customer calls." All those customer calls, in my mind, constitute an incredibly rich set of data -- qualitative, rather than the quantitative data we usually obsess over in tech circles, but data nonetheless.

My interpretation is that their early activity was driven by instinct, which itself was necessarily informed by qualitative data generated through customer research and not by quantitative data that could be represented in charts and graphs. But that interpretation may be skewed by my own beliefs! Am I tracking with the spirit of the piece, or do you believe that the instincts that drove their early activities were genuinely independent of the qualitative research?

Evan Armstrong 5 months ago

@bethadele Good question! They committed to the GTM use case and felt that it was right before Varun started to do all those calls. That belief is the thing that justified him suffering through all those calls haha. But you are totally right, those calls constituted data that they used to refine the product.

Bill Blackmon 5 months ago

Great piece thanks!

@dnnl8017 5 months ago

Great piece. Since starting my own journey in entrepreneurship this year, I've become a believer in the "divine self" and trusting you in your intuition. We are put on this earth to create something uniquely ours and it's important to discover that rather than trying to mimic others' definition of success.

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