Prachi Gupta

Engineering leader & advisor | ex-Head of Engineering @ Discord, ex-LinkedIn Feed/Homepage Head | Building the playbook for engineering in the age of AI agents

πŸ“ United StatesπŸ”„ Updated October 2026πŸ’Ό 3 investmentsπŸ“… 2 years investingπŸ—“ Last invested Jan 2025
VC🌍 United States
3
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0
Early stage
0
Mid stage
0
Late stage
2y
Years active

Portfolio

3 investments Β· sorted by recency
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Advisor & Angel Investor
Jan 2025
Beautiful market analysis reports and personalized newsfeeds.
Angel Investor
Dec 2024
Most marketing teams invest heavily in targeted ads, social, and influencer campaigns, then send all that traffic to the same generic site experience. On the one hand, targeting keeps getting smarter. On the other hand, the pages never change. That mismatch is where conversion goes to die. Tailor AI fixes that. Tailor AI personalizes website pages based on audience intent, ad creative, keywords, and context, without rebuilding your site or running endless manual A/B tests. Every visitor sees messaging and experiences that actually match why they clicked. Founded by leaders from LinkedIn and Meta, Tailor AI uses AI to generate and optimize hundreds of on-brand page variations across your site. Instead of guessing which message works, the platform continuously learns and refines each experience to increase relevance, conversion rates, and ROI. In customer pilots, Tailor AI has driven meaningful, statistically significant performance lifts across both B2C and B2B use cases. This includes a 43% increase in click-through rate from keyword-driven page personalization, as well as a 140% lift in enterprise page conversions for a major B2B PLG company valued at over $10B, measured across thousands of unique visitors. https://tailorhq.ai/case-studies This is not about creating more landing pages. Its about replacing one-size-fits-all websites with experiences that adapt in real time, at scale. Built for B2C growth teams and B2B PLG teams who need their site to adapt to user intent, not just measure it, Tailor AI turns intent into conversion and clicks into customers.
Angel Investor
Nov 2024
Your new favorite app
Experience Β· 8 entries
All (8)
Investments (3)
Founder (2)
2025
Advisor & Angel Investor
Jan 2025
Beautiful market analysis reports and personalized newsfeeds.
Co-Founder & Technical Advisor
Jan 2025
2024
Angel Investor
Dec 2024
Most marketing teams invest heavily in targeted ads, social, and influencer campaigns, then send all that traffic to the same generic site experience. On the one hand, targeting keeps getting smarter. On the other hand, the pages never change. That mismatch is where conversion goes to die. Tailor AI fixes that. Tailor AI personalizes website pages based on audience intent, ad creative, keywords, and context, without rebuilding your site or running endless manual A/B tests. Every visitor sees messaging and experiences that actually match why they clicked. Founded by leaders from LinkedIn and Meta, Tailor AI uses AI to generate and optimize hundreds of on-brand page variations across your site. Instead of guessing which message works, the platform continuously learns and refines each experience to increase relevance, conversion rates, and ROI. In customer pilots, Tailor AI has driven meaningful, statistically significant performance lifts across both B2C and B2B use cases. This includes a 43% increase in click-through rate from keyword-driven page personalization, as well as a 140% lift in enterprise page conversions for a major B2B PLG company valued at over $10B, measured across thousands of unique visitors. https://tailorhq.ai/case-studies This is not about creating more landing pages. Its about replacing one-size-fits-all websites with experiences that adapt in real time, at scale. Built for B2C growth teams and B2B PLG teams who need their site to adapt to user intent, not just measure it, Tailor AI turns intent into conversion and clicks into customers.
Angel Investor
Nov 2024
Your new favorite app
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Investment activity
2024–2025 Β· 3 investments
2024220251
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