ThoughtSpot

He Built a $200M AI Agent 10 Years Before ChatGPT

Summary:

In this conversation, I talked to Ashish Shubham (VP of Engineering), who's been at ThoughtSpot for 10 years, about AI agents in enterprise analytics. ThoughtSpot started as a search-based analytics company trying to make data accessible to regular business users. In 2019, they tried building natural language interfaces using BERT, but only hit about 50% accuracy. For a product where enterprise customers make billion-dollar decisions, that wasn't good enough. They shelved the project.

When ChatGPT came out, ThoughtSpot was ready. Ashish walked me through how they pivoted: they built a 25-30 person team, decided to use prompting instead of fine-tuning, and leveraged their existing semantic data modeling layer to get accuracy into the high 90s. We got into the technical evolution from monolithic systems to agent architectures with tools, how they went from manual human judges to using LLMs to evaluate their outputs, and how enterprise security requirements shaped what they built.

We also talked about how software engineering is changing. Ashish said 50-60% of his code is AI-generated now, and he thinks system design is becoming the critical skill, even for junior engineers. He had an interesting take on the "95% of AI deployments fail" stat too.

He Built a $200M AI Agent 10 Years Before ChatGPT
Episode still: Ashish Shubham, ThoughtSpot

What this episode covers

A look at enterprise AI agents before and after ChatGPT, centered on analytics workflows, user trust, and the product lessons behind ThoughtSpot.

Why this matters in practice

Enterprise analytics agents create value when they shorten the path from a business question to a decision users can understand and trust.

Chapters

  1. 0:00Intro and Ashish's journey to ThoughtSpot from GoDaddy
  2. 0:13ThoughtSpot's mission to democratize data analytics for business users
  3. 1:26Early search-based analytics before natural language processing
  4. 2:36ThoughtSpot vs Tableau and the promise of self-service analytics
  5. 4:40The analyst bottleneck problem and how ThoughtSpot aimed to solve it
  6. 5:49Early technical challenges with in-memory databases and data migration
  7. 8:11Semantic data models, joins, and creating abstraction layers for users
  8. 11:39Who builds the data models and the role of analysts
  9. 12:22Pre-LLM natural language processing using BERT and word2vec in 2018-2019
  10. 14:43The accuracy problem and ambiguity in translating user queries
  11. 16:58Trust challenges and why the early NLP product never became core
  12. 19:59Competition with Tableau, Looker, and Power BI
  13. 22:44How analyst roles changed with self-service analytics tools
  14. 25:30The ChatGPT moment and pivoting to LLM-powered natural language
  15. 27:48Early prompt engineering days and generating SQL with LLMs
  16. 31:09Training vs prompting debate and why fine-tuning was eventually abandoned
  17. 34:28Organizational changes and building the NLS team
  18. 37:16Coaching systems for company-specific terminology vs training models
  19. 39:02Evolution of evaluation methods from human judges to LLM-as-judge
  20. 43:23Moving to LangFuse and GCP for agent infrastructure
  21. 46:29How LLM context windows and capabilities evolved their product
  22. 50:07From 30-column limits to agentic systems with 90%+ accuracy
  23. 52:52RAG, column selection, and using proprietary data indexes
  24. 54:59Multi-model support and enterprise data security concerns
  25. 59:14How AI has changed Ashish's personal engineering workflow
  26. 1:02:42Impact of AI on the broader engineering organization
  27. 1:04:15Measuring AI productivity and the challenge of metrics
  28. 1:07:2650-60% AI-generated code and the changing nature of coding
  29. 1:09:18System design skills becoming more important than coding
  30. 1:13:00Junior engineers doing senior-level work and interview changes
  31. 1:14:37Customer conversations about Gen AI adoption across industries
  32. 1:17:26The MIT report on 95% agent failures and why it misses the point
  33. 1:22:12Agent architecture with LangGraph vs Google ADK and building internal agent platform
  34. 1:24:26Where value lies in the next two years: tools, skills, and optimization
  35. 1:28:05Startup opportunities in making AI accessible to non-technical users
  36. 1:29:26Closing remarks

Key takeaways

  • AI agents before ChatGPT
  • Search-based analytics and LLM interfaces
  • Trust in enterprise analytics
  • Lessons for production AI products
Enterprise agents win when they reduce the distance between a business question and a trusted decision.

Related topics

More episodes