MIT reports that 95% of AI initiatives are failing to show ROI. Pablo Dominguez, Operating Partner at Insight Partners, joins the show to explain how to escape that group, and be in the 5% of companies that succeed.

Pablo opens the playbook on "Dylan," Insight's internal system of 13 autonomous agents that cut their due diligence process from 35 hours down to 14.

Other high points:

How Insight used tools like Relevance AI and Gong to build an agent swarm that handles research, analysis, and data cleaning.
Why Engineers aren't necessarily who you'd want to build these workflows (and who you need instead)
How the CEO of a successful SaaS company is aiming for 5x developer productivity in 2026
Plus the "why" behind some spicy 2026 predictions like: the death of the traditional CRM, Sam Altman's potential exit from OpenAI, and the coming consolidation of "vibe coding" platforms.

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Chapters:

00:00 Introduction: Pablo Dominguez and Insight Partners

04:57 Insight's Structure and Value Creation Engine

08:12 Why Most Companies Fail to Get AI ROI

11:05 Case Study: Automating Diligence with AI Agents

15:39 Resources Required to Build Autonomous Systems

21:23 Managing Hallucinations and Accuracy in AI

31:09 Scaling AI Literacy and Organizational Fluency

37:15 Measuring Engineering Productivity and Cloud Coding

43:14 Balancing AI Automation with Human Authenticity

52:23 Market Trends: Buyer Behavior and Churn Risks

57:18 The Spectrum: From Workflows to Agentic Systems

01:01:13 Why Retention Issues Are Always Product Problems

01:04:35 Bold Industry Predictions for 2026

01:05:43 The Potential Death of the Traditional CRM

49ers and Raiders Can't Return to Senior Bowl - Haberman & Middlekauff Segment