DiscoverVC10X - Investing, Venture Capital, Asset Management, Private Equity, Family OfficeFounder10x - Cybersecurity Engineer Turned Fashion-Tech Founder - Harish Chandramowli, Co-founder, Flaire
Founder10x - Cybersecurity Engineer Turned Fashion-Tech Founder - Harish Chandramowli, Co-founder, Flaire

Founder10x - Cybersecurity Engineer Turned Fashion-Tech Founder - Harish Chandramowli, Co-founder, Flaire

Update: 2025-10-07
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Harish Chandramowli, Co-Founder of Flaire, he transitioned from Lead Engineer at MongoDB to building fashion ERP software despite having zero industry background.


We dive into his journey from cybersecurity engineer to fashion-tech founder, the bold decisions that shaped his company's growth, and his contrarian views on the future of enterprise software in the AI era.


⭐ Sponsored by Podcast10x - Podcasting agency for VCs - https://podcast10x.com


Flaire - https://www.flairesoftware.com/


Harish Chandramowli - https://www.linkedin.com/in/scharish


🎙️ Hosted by Prashant Choubey


Follow Prashant on LinkedIn - https://www.linkedin.com/in/choubeysahab


Timestamps:


(00:00 ) Introduction


(02:11 ) Validating the Flaire idea without a fashion background


(04:53 ) Operating in stealth mode with design partners


(06:00 ) Challenges in getting demos and converting customers


(08:14 ) Using AI to solve real workflow problem


(10:11 ) Learning curve of transitioning from tech to sales


(11:25 ) Approach to product-market fit and go-to-market strategy


(13:08 ) Building a product that adapts to macro changes in fashion workflows


(16:15 ) Dealing with the urge to radically pivot


(17:22 ) Unique metrics for fashion ERP


(18:18 ) Approach to fundraising as a technical founder


(19:26 ) Building defensibility and moats in the age of AI


(21:38 ) Most vulnerable moment building the startup


(22:22 ) Pivotal decision that changed Flaire's growth trajectory


(25:17 ) Transition from employee to founder and impact on lifestyle


(27:01 ) Contrarian view on the future of fashion tech and ERP


(29:04 ) Strategic decision to complement Shopify


(31:16 ) Biggest learning as a founder


(33:34 ) Closing remarks and where to follow Harish's journey


For sponsorship or guest appearance requests, write to prashantchoubey3@gmail.com


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Founder10x - Cybersecurity Engineer Turned Fashion-Tech Founder - Harish Chandramowli, Co-founder, Flaire

Founder10x - Cybersecurity Engineer Turned Fashion-Tech Founder - Harish Chandramowli, Co-founder, Flaire

Prashant Choubey