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[Scaling Monday.com: From Failure to a Billion-Dollar ARR Powerhouse]-[20VC: Monday.com: Scaling from $6M to $120M in ARR in 3 Years | How Monday Have Built the Best Performance Marketing Engine in SaaS | Going Upmarket, International and Multi-Product; The Biggest Lessons and Mistakes with Eran Zinman]

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch · B2 · 2025-01-17

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📋 Summary

Scaling Monday.com: A Blueprint for Resilience and Execution

In this episode, Eran Zinman, co-founder and co-CEO of Monday.com, discusses the remarkable journey of the company—from being turned down by 99% of VCs to becoming a public entity with a $12 billion market cap and over $1 billion in ARR. His story serves as a masterclass in product-led growth, operational efficiency, and the importance of embracing failure.

The Philosophy of Embracing Failure

Zinman attributes much of Monday.com's success to a shift in mindset regarding failure. Reflecting on his first startup, which he described as a "complete disaster," he realized that his fear of negative feedback and desire to avoid failure were the very reasons he struggled. He swore that with his next venture, he would "fail often" and be happy about it to learn as quickly as possible. This "DNA of failure" encourages constant A-B testing and direct user feedback, ensuring that the product is built based on real-world needs rather than academic perfection.

Strategy and Product Flexibility

When Zinman and his co-founder, Roy, started, they didn't chase a "never-before-seen" idea. Instead, they identified a "huge vacuum" in the work management market. While competitors like Salesforce dominated CRM, no single player dominated the core of managing daily work processes. They decided to build a platform that was "100% flexible," allowing customers to customize the product to their own needs. Zinman notes, "we don't know exactly what's the solution for every business, but we're going to give people the ability to customize Monday for their needs."

The Power of a Performance Marketing Engine

One of the most critical components of Monday.com’s scale was the development of "BigBrain," an internal tool built to track every campaign, click, and user journey. Rather than relying on off-the-shelf software, they invested heavily in building their own analytics infrastructure. This allowed them to optimize for cash flow, not just traditional SaaS metrics like LTV/CAC. By focusing on annual subscriptions and efficient onboarding, they created a "cash cycle at velocity," essentially using their own revenue as the primary investor to fuel further growth.

Scaling Upmarket and Multi-Product Strategy

Zinman candidly discusses the transition from a purely PLG (Product-Led Growth) model to one that includes a robust sales team. Despite initial resistance, he realized that as the company grew, customers needed more than just software—they needed "relationships," "security," and "governance."

Furthermore, Monday.com’s shift to a multi-product strategy—introducing CRM, Dev, and Service tools—was driven by observing how customers were already bending the flexible platform to perform these functions. By packaging these features into dedicated products, they leveraged their existing platform to compete with industry giants like Salesforce and Jira. Zinman views these competitors not as blockers, but as opportunities to "disrupt that industry."

Leadership and Co-CEO Structure

Perhaps the most unconventional aspect of the company is its co-CEO structure. Zinman explains that this works because of a lack of ego and a shared vision. Their daily routine of walking home together to discuss the business keeps them aligned. Zinman’s approach to board management is equally disciplined: "never surprise the board." By providing full transparency through daily automated updates on company performance, board meetings focus on strategy rather than crisis management.

Conclusion: The Future of SaaS

Looking ahead, Zinman is optimistic about AI. He believes agents will not replace SaaS tools but will instead enhance them, as users will still require a "system of record" to analyze and verify data. For Zinman, the focus remains on execution and maintaining a peak professional state, treating himself like a "professional athlete" to ensure he can lead the company effectively. His journey underscores that scaling to a billion-dollar business is not just about the code, but about the relentless pursuit of focus, efficiency, and the courage to iterate.

🎯Key Sentences

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I was working in a company called Conduit.
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I'm at point zero.
3
I'm sure that with that momentum.
4
It was a lot of fun.
5
This is a special one.
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📝Key Phrases

1
back in the days
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get the idea
3
see the big picture
4
embracing failure
5
counterintuitive
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📖 Transcript

It was still hard for us to raise funds back in the days because people didn't get the idea.
We grew from 6 million of ARR to 18 the year after, and then from 18 to 50 and 50 to 120 in three years.
What I found about founders is that you try to avoid the hardest things in your business.
If something is very painful, that's the right time to get into it and fix it.
The story of Monday.com is insane, turned down by 99% of VCs.
The company then scaled from $6 million in ARR to 120 in just three years.

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