What OpenAI and Google engineers learned deploying 50+ AI products in production

What OpenAI and Google engineers learned deploying 50+ AI products in production

January 11, 2026 1 hr 26 min
🎧 Listen Now

🤖 AI Summary

Overview
This episode dives into the unique challenges and strategies for building AI products, as shared by Aishwarya Naresh Reganti and Kiriti Badam, who have collectively deployed over 50 AI products. They discuss how AI products differ from traditional software, the importance of iterative development, and the skills and mindsets necessary for success in the AI era.

Notable Quotes
- Pain is the new moat.Kiriti Badam, on the value of persistence and learning through challenges in building AI products.
- If the unexamined life is not worth living, was the unlived life worth examining?Aishwarya Naresh Reganti, reflecting on balancing ambition with living fully.
- AI is just a tool. Be obsessed with the problem, not the technology.Aishwarya Naresh Reganti, on focusing on solving real customer pain points.

🧠 Key Differences Between AI and Traditional Software
- AI products are inherently non-deterministic, meaning user inputs and AI outputs are unpredictable, unlike traditional software with fixed workflows.
- The agency-control trade-off: Granting AI systems more autonomy reduces human control, requiring trust and reliability to be built over time.
- Successful AI development requires tighter collaboration between PMs, engineers, and data scientists, breaking traditional role silos.

🚀 Iterative Development and the CCCD Framework
- The Continuous Calibration, Continuous Development (CCCD) framework emphasizes starting with low-agency, high-control systems and gradually increasing autonomy as confidence grows.
- Example: In customer support, start with AI routing tickets, then move to drafting responses, and finally enable end-to-end resolution.
- Iterative development minimizes risks, builds trust, and creates a flywheel for continuous improvement.

📊 Evals and Monitoring: Misconceptions and Best Practices
- Evals (evaluation datasets) are crucial but not a cure-all. They catch known issues but fail to address emerging patterns in production.
- Combine evals with production monitoring to capture implicit user feedback (e.g., thumbs up/down, regenerating responses).
- Avoid over-reliance on evals; instead, focus on actionable feedback loops tailored to your product's context.

🏆 Patterns of Successful AI Teams
- Leadership engagement: Leaders must rebuild their intuitions and stay hands-on with AI developments. Example: A CEO dedicating daily time to learning AI.
- Empowering culture: Foster collaboration and alleviate fears of job replacement by emphasizing AI as a tool for augmentation, not substitution.
- Workflow obsession: Deeply understand workflows to identify where AI can add value, rather than forcing AI into ill-suited processes.

🔮 Future of AI Products
- Proactive agents: AI systems will anticipate user needs, offering solutions before problems arise (e.g., coding agents fixing bugs autonomously).
- Multimodal experiences: Combining text, images, and other inputs will unlock richer, more human-like interactions and tackle complex tasks like parsing messy documents.

AI-generated content may not be accurate or complete and should not be relied upon as a sole source of truth.

📋 Episode Description

Aishwarya Naresh Reganti and Kiriti Badam have helped build and launch more than 50 enterprise AI products across companies like OpenAI, Google, Amazon, and Databricks. Based on these experiences, they’ve developed a small set of best practices for building and scaling successful AI products. The goal of this conversation is to save you and your team a lot of pain and suffering.

We discuss:

1. Two key ways AI products differ from traditional software, and why that fundamentally changes how they should be built

2. Common patterns and anti-patterns in companies that build strong AI products versus those that struggle

3. A framework they developed from real-world experience to iteratively build AI products that create a flywheel of improvement

4. Why obsessing about customer trust and reliability is an underrated driver of successful AI products

5. Why evals aren’t a cure-all, and the most common misconceptions people have about them

6. The skills that matter most for builders in the AI era

Brought to you by:

Merge—The fastest way to ship 220+ integrations: https://merge.dev/lenny

Strella—The AI-powered customer research platform: https://strella.io/lenny

Brex—The banking solution for startups: https://www.brex.com/product/business-account?ref_code=bmk_dp_brand1H25_ln_new_fs

Transcript: https://www.lennysnewsletter.com/p/what-openai-and-google-engineers-learned

My biggest takeaways (for paid newsletter subscribers): https://www.lennysnewsletter.com/i/183007822/referenced

Get 15% off Aishwarya and Kiriti’s Maven course, Building Agentic AI Applications with a Problem-First Approach, using this link: https://bit.ly/3V5XJFp

Where to find Aishwarya Naresh Reganti:

• LinkedIn: https://www.linkedin.com/in/areganti

• GitHub: https://github.com/aishwaryanr/awe