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Eran Zinman, Co-Founder & Co-CEO @Monday.com: Going Upmarket, International and Multi-Product |E1247

Eran Zinman is the Co-Founder and co-CEO of monday.com, and previously served as the company's Chief Technology Officer between 2012 and 2020. Before co-founding monday.com, he was part of the leadership team at Conduit Mobile (now Como) and managed R&D operations, as well as the Co-Founder and CEO of Othersay. ---------------------------------------------- In Today’s Episode with Eran Zinman: (00:00) Intro (01:02) The Role of Video Games in Founders' Success (02:18) The Fail That Taught a $10BN Founder Everything (09:36) Pivoting to a $12BN Company: How, When and Advice on Pivots (13:49) Why 99% of Investors Turned Monday Down: Fundraising Lessons (18:06) Building a Performance Marketing Engine (20:59) How to Scale ACV and Move Upmarket (31:40) What Have Been the Most Effective Marketing Strategies (32:57) How Have Monday Been So Successful with Youtube Ads? (33:40) Biggest Challenges & Lessons in Channel Spend (34:41) Building a Multi-Product Strategy: The Rise of Monday CRM (37:33) Competing in the SaaS Market: Is Competition Good? (45:05) The IPO Journey: Why Then? Pros and Cons of Being Public? (48:55) How a Co-CEO Structure Works (50:32) How to Manage a Board (51:54) Quick-Fire Round ----------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZTtgTNBKwtZBMHvl?si=85bc9196860e4466 Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast/the-twenty-minute-vc-20vc-venture-capital-startup/id958230465 Follow Harry Stebbings on Twitter: https://twitter.com/HarryStebbings Follow Eran Zinman on Twitter: https://twitter.com/zzeran Follow 20VC on Instagram: https://www.instagram.com/20vchq Follow 20VC on TikTok: https://www.tiktok.com/@20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/contact ----------------------------------------------- #20vc #harrystebbings #eranzinman #mondaycom #founder #ceo #venturecapital #startups #fundraising

Eran ZinmanguestHarry Stebbingshost
Jan 16, 20251h 1mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

From DaPulse to $1B ARR: Monday.com’s Playbook for Relentless Scale

  1. Eran Zinman, Co-Founder & Co-CEO of Monday.com, shares how early failure, product pivots, and an obsessive test‑and‑learn culture shaped Monday’s path from a small communication tool into a $1B+ ARR multi-product platform.
  2. He explains how they moved from pure PLG and low-ACV SMB customers to adding a large sales organization and going upmarket, all while maintaining strong cash-flow discipline via an in-house performance marketing engine, BigBrain.
  3. Zinman details Monday’s horizontal-to-vertical evolution, including the rise of Monday CRM, Dev, and Service, and how customer behavior on the core platform directly informed their multi-product strategy.
  4. He also discusses co-CEO dynamics, board management, personal focus and mental health, and why he sees AI as an accelerant—not a threat—to horizontal software like Monday.

IDEAS WORTH REMEMBERING

5 ideas

Treat failure as a necessary input, not an outcome to avoid.

Zinman’s first startup failed largely because he feared negative feedback and delayed launch for 14–15 months; he reversed this at Monday by institutionalizing rapid shipping, A/B testing, and aggressive customer feedback loops.

Pivot based on customer reality, not your next feature idea.

After burning 70–80% of their seed money on a communication tool with weak pull, the founders stopped coding, interviewed customers deeply, and pivoted to flexible work management—unlocking true product-market fit.

Optimize for cash efficiency early, not just SaaS vanity metrics.

Monday built BigBrain in-house to track every click and cohort, then designed campaigns, billing terms, and onboarding around cash payback velocity, effectively recycling ~$5M of marketing spend into a ~$15M budget and embedding cash discipline into the culture.

Use PLG to earn the right to add sales, not to avoid it.

They grew to roughly $40–60M ARR on PLG before adding sales, realizing that expansion, governance, and enterprise needs required human relationships and processes—eventually building a 1,000+ person sales org without abandoning SMB.

Let customers reveal your next products, then build business units around them.

Tens of thousands of accounts built DIY CRMs, dev and service workflows atop Monday’s flexible boards; this demand led to packaging vertical products (CRM, Dev, Service) on the same platform, each with dedicated GTM and product teams like startups inside the company.

WORDS WORTH SAVING

5 quotes

The reason I failed in that company is that I was afraid to fail.

Eran Zinman

From day one, we didn’t build a product; we built a platform.

Eran Zinman

We always felt we were one feature away—until we realized it wasn’t about the next feature, it was about talking to customers.

Eran Zinman

Our customers have been the biggest investor in Monday—more money than we ever raised from VCs.

Eran Zinman

I should treat myself like a professional athlete. I need to be at my peak to take care of the company.

Eran Zinman

Lessons from early startup failure and embracing fast, frequent customer feedbackFounding Monday.com (DaPulse), early product focus, and pivotal product-market fit pivotBuilding an ultra-efficient performance marketing and cash-flow engine (BigBrain)Transition from SMB/PLG to upmarket enterprise with a 1,000+ person sales organizationMulti-product strategy: launching Monday CRM, Dev, and Service from the core platformCompeting in crowded markets and the impact of AI on horizontal SaaSLeadership, co-CEO structure, board management, and founder personal habits/focus

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