Building insight engines, emotionally intelligent AI products & blending PLG / enterprise GTM w/ Aiswarya Sankar @ Entelligence.AI

How do you build an AI product that engineers actually enjoy? ****Aiswarya Sankar, co-founder of Entelligence.AI, reveals how her team is creating an AI-powered “insight engine” that supports (and celebrates) the work of engineering teams. We explore how Entelligence.AI evolved from code search to a full-stack insight engine that reduces merge times, improves code quality, and makes teams more effective. Aiswarya explains how personalization, context awareness, and positive reinforcement drive adoption. Plus Aiswarya unpacks the psychology of feedback, how to make AI feel collaborative (not corrective), and their dual GTM strategy blending product-led growth with enterprise sales. Whether you’re building an AI-native product, leading an eng org, or just curious about the future of developer tools, this episode is packed with insights.

ABOUT AISWARYA SANKAR

Aiswarya Sankar is the co-founder of Entelligence.AI, an AI-powered engineering intelligence platform that streamlines development, enhances collaboration, and accelerates engineering productivity. Previously, Aiswarya has held roles at Intel, Google, and Uber. She has a degree in Electrical Engineering and Computer Science from UC Berkeley.

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SHOW NOTES:

• Aiswarya’s eng leadership background & founder journey (3:22)
• The early “mini search engine” project that ignited Entelligence.AI (6:23)
• Behind the decision to start with code search and what it unlocked (7:44)
• From Uber to full-time founder: the leap into AI entrepreneurship (9:03)
• What Entelligence.AI does & who it serves (10:12)
• Deconstructing engineering pain points into product strategy (12:04)
• Insights from engineering users that informed the product’s direction (13:52)
• Building customizable, context-aware intelligence for teams (16:47)
• Lessons learned on balancing proactive feedback and team culture (19:24)
• Use sprints & rituals to surface hidden team contributions (21:05)
• Emerging trends in how software is being built and how teams are measured (23:45)
• Key principles for designing AI-based systems to align with evolving workflows (26:49)
• Strategies for measuring qualitative & quantitative impact (29:27)
• Frameworks for humanizing AI & creating enjoyable AI experiences (31:42)
• Identifying the psychological needs / drivers of your users (33:14)
• Rapid fire questions (36:47)

This episode wouldn’t have been possible without the help of our incredible production team:

Patrick Gallagher - Producer & Co-Host

Jerry Li - Co-Host

Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/

Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/

Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/