Nicola Onassis

Engineering Choices You Have to Defend

Real-world engineering decisions in AI, compliance, and production systems

Author

Nicola Onassis

Category

Technology

Latest episode

Jul 1, 2026

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Episodes

“How Ankur Mattoo Built the AI Foundations That Made Enterprise Machine Learning Scalable” 01.07.2026

Episode Summary: In this episode of Engineering Choices You Have to Defend , host Nicola Onassis sits down with Ankur Mattoo, technology leader, architect, and AI practitioner, to discuss why the most successful AI initiatives begin years before generative AI ever reaches production. While helping build the machine learning foundation at Iterable, Ankur faced a challenge common to many fast-growin...

“How Gautamdev (Gautam) Chowdary Built Healthcare AI That Prioritizes Interoperability, Reliability, and Trust at Scale” 30.06.2026

Episode Summary: In this episode of Engineering Choices You Have to Defend , host Nicola Onassis sits down with Gautamdev (Gautam) Chowdary, Co-Founder and CTO of Zynix AI, to discuss one of healthcare AI's most difficult engineering challenges: building intelligent systems that work reliably across fragmented healthcare environments. Rather than optimizing for a single electronic medical record (...

“How Eban Bisong Transformed Engineers into AI Orchestrators to Eliminate Delivery Bottlenecks” 12.06.2026

Episode Summary: In this episode of Engineering Choices You Have to Defend, host Nicola Onassis sits down with Eban Bisong to discuss how AI-native workflows are reshaping software engineering teams and changing what it means to be an engineer. While leading engineering at Part DNA, Eban faced a challenge familiar to many growing organizations: a small team supporting multiple clients, constant co...

“How Pavel Spesivtsev Argues That Knowledge Infrastructure Matters More Than AI Models” 11.06.2026

Episode Summary: In this episode of Engineering Choices You Have to Defend, host Nicola Onassis sits down with Pavel Spesivtsev , CTO, AI strategist, and agentic engineering practitioner, to explore why many AI-driven software initiatives fail long before coding becomes the problem. After spending the last eighteen months helping organizations implement agentic development workflows, Pavel has obs...

"How Paul Baker Stopped Feature Development to Save Engineering Velocity" 10.06.2026

Episode Summary: In this episode of Engineering Choices You Have to Defend , host Nicola Onassis sits down with Paul Baker to discuss one of the most difficult decisions an engineering leader can make: stopping feature development in order to rebuild the engineering foundation. While working at Capshare, Paul inherited a growing product with strong market traction but a fragile engineering system...

“How Alexander Smirnoff Built Practical Enterprise AI Systems by Combining GenAI with Traditional NLP” 27.05.2026

Episode Summary: In this episode of Engineering Choices You Have to Defend , host Nicola Onassis sits down with Alex Smirnoff to explore how enterprise AI systems can deliver real business value without replacing the proven infrastructure that already works. At Luminoso, Alex has spent years building large-scale NLP and text analytics systems that help enterprises analyze customer reviews, semanti...

“How David Phipps Built AI-Powered Retail Systems by Prioritizing UX Over Feature Factories” 26.05.2026

Episode Summary: In this episode of Engineering Choices You Have to Defend , host Nicola Onassis sits down with David Phipps to explore how engineering teams can scale AI-powered retail systems without sacrificing usability, reliability, or operational simplicity. Before joining Generation Tux, David helped build AI-driven digital signage and audience analytics systems that combined computer visio...

"How Matt Lievertz Built Privacy-First AI Coaching Systems by Treating Compliance as a Core Product Strategy" 15.05.2026

Episode Summary: In this episode of Engineering Choices You Have to Defend , host Nicola Onassis sits down with Matt Lievertz , VP of Engineering at Cloverleaf, to explore how engineering teams can build AI-powered products that balance personalization, privacy, and enterprise trust. Cloverleaf combines behavioral assessments, workplace communication data, and AI-driven insights to help teams impr...

"How Lavanya Elangovan Reduced Technical Debt by Embedding Security, Compliance, and Infrastructure Upgrades into Healthcare Engineering Workflows" 14.05.2026

Episode Summary: In this episode of Engineering Choices You Have to Defend , host Nicola Onassis sits down with Lavanya Elangovan to discuss the hidden engineering decisions required to maintain secure, compliant, and scalable healthcare platforms. Lavanya shares how a planned MongoDB upgrade quickly evolved into a full-stack modernization effort involving Ruby on Rails, infrastructure dependencie...

"How Roy Resh Scaled Retail AI by Moving from Custom Pipelines to Configurable Computer Vision Systems" 06.05.2026

Episode Summary: In this episode of Engineering Choices You Have to Defend, host Nicola Onassis sits down with Roy Resh , VP of Engineering at Trax Retail , to explore a pivotal architectural decision that reshaped how large-scale computer vision systems are built and scaled in retail environments. At Trax, Roy and his team built a computer vision platform that analyzes shelf images captured in re...

"How Keith Deming Scaled Computer Vision by Moving AI from Servers to the Edge" 20.04.2026

Episode Summary: In this episode of Engineering Choices You Have to Defend , host Nicola Onassis sits down with Keith Deming , an engineering leader with experience at Postmates, Uber, and PRISM Skylabs, to explore a pivotal architectural decision that transformed how computer vision systems scale in the real world. At PRISM Skylabs, Keith and his team built a platform that turned retail surveilla...

"How Sean Graham Reduced Deployment Risk with Small Batch Delivery" 01.04.2026

Episode Summary: In this episode of Engineering Choices You Have to Defend , host Nicola Onassis sits down with Sean Graham , VP of Engineering at Idelic, to unpack a critical shift in how engineering teams approach delivery in high-stakes environments. At Idelic, where software directly impacts fleet safety, compliance, and insurance risk, reliability isn’t optional. Sean shares how their team mo...

“How Kevin DiGilio Builds Compliance-First Software for Regulated Industries” 03.03.2026

Episode Summary: In this episode of Engineering Choices You Have to Defend , host Nicola Onassis sits down with Kevin DiGilio , President of KMD Technology. Kevin explains how compliance frameworks like ITAR, NIST, and DFARS don’t just guide documentation; they dictate core system architecture. When regulations evolved, KMD faced a choice: layer compliance on top of existing software or refactor t...

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