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Halt & Retool: Rewriting Software Development in the Age of AI Agents

The Enterprise AI Show · 2026-04-29 · 35 min

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Topics in this episode

Software developmentTokenmaxxingAI developmentSam RamjiSailplane

Episode notes

SUMMARY: Exploring how to fully embrace AI-driven, agent-based software development, resulting in dramatically increased productivity and faster feature delivery. It highlights a broader shift in engineering - from writing code to orchestrating AI agents. GUEST: Sam Ramji , CEO/Co-founder at Sailplane SHOW: 1023 SHOW TRANSCRIPT: The Reasoning Show #1023 Transcript SHOW VIDEO: SHOW SPONSORS: Nasuni - Activate your data for AI and request a demo ShareGate - ShareGate Protect. Microsoft 365 Governance, we got this! SHOW NOTES: Halt and Retool (presentation) OpenAI Harness Engineering Anthropic Harness Engineering 1. The “Halt and Retool” Moment A single-day build and deployment of a production feature triggered a company-wide realization Paused all development to reassess how AI fundamentally changes engineering workflows Creating “shock moments” (like stopping work) is key to driving mindset shifts 2. From Coding to Agent Orchestration Developers are shifting from writing code → managing AI agents Work resembles “multi-boxing” or conducting an orchestra of parallel agents Success depends on coordinating tasks, not executing them directly 3.

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