The Engineering Leadership Podcast The Engineering Leadership Podcast

Applying Agentic AI to the Supply Chain, Building Systems to Withstand Chaos, and Leveraging your Curiosity w/ Pooja Brown #266

Aug 25, 2026 · 54m

Summary

Pooja, founder of Inventory, joins hosts Jerry Lee and Patrick Gallagher to discuss her transition from engineering leader at DocuSign and Stitch Fix to a bootstrapped founder in supply chain. She emphasizes adopting a beginner’s mindset to deeply understand mid-market manufacturing problems rather than forcing tech solutions. Pooja shares how she leveraged agentic AI to augment existing ERP systems, achieving profitability and near-$1M ARR by focusing on immediate value and strategic, relationship-based fundraising.

Topics discussed

Sponsor: Cinch and communication infrastructure Intro: Engineers as product managers and curiosity Guest introduction and framing the founder journey Origin story: Family business and immigrant background Career path: DocuSign, Stitch Fix, and finding the problem The search for the right problem and AI's role Discovering the supply chain inventory gap Complexity of supply chain and human-centric workflows Supply chain as a distributed systems problem Agentic AI and the retirement cliff in manufacturing Beginner's mindset and understanding business fundamentals Building with customers and the forward-deployed model The importance of understanding the 'why' behind problems Sponsor: Cinch infrastructure details Fundraising journey and first principles approach Early customers and building trust with Otis Finding investors who believe in the founder Scaling strategy and the mid-market manufacturing opportunity Strategic capital and unlocking scale for engineering leaders Balancing technical depth with business pain points Why rip-and-replace fails in legacy industries Changing purchasing behaviors and faster deployment cycles Rethinking RFPs and the future of ERP systems The future of supply chain: agents and identity-based transactions Human psychology and meeting customers where they are Identifying decision makers and buying signals Reference selling and building trust in enterprise sales Integrating AI agents into sales and marketing functions Augmenting customer support with AI agents Automating debugging and troubleshooting with agents The instinct to debug and the value of discovery calls Managing customer expectations and saying no Building trust and communicating trade-offs Current reading: Business models and AI trends The value of founder networks and community Trend: The generational knowledge gap in the workforce Final advice: Show up with a point of view, not a solution Closing remarks and thanks to the guest Outro and credits
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