Raman Rajakumar

Zero to One: Product Journeys

Zero to One features bi-weekly conversations with some of the world's best Product leaders, unpacking the real decisions behind building and scaling category-defining products. Each episode focuses on trade-offs, judgment calls, and lessons that help sharpen how you think and operate as a product professional. Featured guests have come from foundational companies, including AWS, Stripe, UiPath, Twilio, Amplitude, X, Box, Google, 1Password, PrizePicks, VMware, Fitbit, Gusto, Upwind Security, Salesforce, Freshworks, PayPal, and many more.

Author

Raman Rajakumar

Category

Technology

Podcast website

podcasters.spotify.com

Latest episode

Jul 10, 2026

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Episodes

Stop Filling the Leaky Bucket: Why Retention Comes Before Acquisition | Jaclyn Zhuang 10.07.2026

Jaclyn Zhuang grew up in Singapore, spent years consulting across Southeast Asia, and came to American tech with what she calls an outsider's view. Her path runs through Deloitte, EA, Google, Twitch, Facebook, Zoom, Atlassian, and now as a former VP of Product and GM for Eightfold AI. In this episode, we cover: How gaming at Electronic Arts taught her systems thinking - and why multiplayer gam...

Data Is the Moat: What Working with the Frontier Labs Actually Teaches You | Deepak Tiwari 12.06.2026

Deepak Tiwari came up through engineering and strategy consulting at Accenture before moving into product, and his career has run through some of the most consequential AI and infrastructure builds of the last 15 years, across Google, Lyft, Turing, and Meta. At Turing, he served as CPO and built the training data platform used by OpenAI, Anthropic, DeepMind, and Meta. Before that, he helped take G...

Build vs Buy, Acquisition Integration, and Launching Agentic AI in Construction | Rajitha Chaparala 29.05.2026

Rajitha Chaparala has spent 20 years building data and AI products in some of the world's most heavily regulated industries. She founded Intralinks' AI Center of Excellence, scaled the data platform at ZoomInfo through two simultaneous acquisitions delivering eight figures of incremental revenue in year one, and has spent the last four years as VP of Product for Data and AI at Procore, bri...

Building Across Every Platform Shift - Google, Oculus VR and Beyond | Robert Hamilton 15.05.2026

Firstly, welcome to Season 3, and thank you to all my listeners! Please follow and rate the show so I can keep bringing on incredible Product leaders on the podcast! Robert Hamilton has been building products since before the Web existed. He founded the world's first SMS search and shopping company in 1999, spent 8 years at Google shipping the Google Mobile App, Voice Search, and Nexus hardwar...

Inside AWS, Stripe & Google Cloud: The Hard Truth About Scaling Enterprise Platforms | Bob Krentler 02.04.2026

How do you actually scale enterprise platforms inside companies like AWS, Google Cloud, and Stripe? In this episode of Zero to One, I sit down with Bob Krentler , former GM at AWS and Product leader at Stripe and Google Cloud, to break down what it really takes to build, operate, and monetize Enterprise-grade platforms at massive scale. Bob has led multi-billion dollar product lines, driven Enterp...

Before Product Was a Function, Lessons from Amazon’s First 100 Employees | Joshua Burgin 20.03.2026

What did product look like before product management even existed? In this episode of Zero to One , I sit down with Joshua Burgin , former Chief Product Officer at Upwind Security and early Amazon employee, to break down how product thinking evolved from the earliest days of Amazon into today’s world of AI, cloud infrastructure, and platform-scale systems. Joshua has led product and engineering ac...

Scaling Multi-Billion AI Platforms at Salesforce, Adobe, and Freshworks | Sriram Iyer 05.03.2026

Sriram Iyer has spent the last two decades building and scaling enterprise platforms across Salesforce, Adobe, and Freshworks. Over that time, he has helped grow products from sub-$1B to multi-billion dollar ARR, working across platform strategy, AI systems, and now full general management with P&L ownership. In this conversation, we explore the journey behind those platforms and the decisions...

Crafting Product Marketing That Actually Lands with Customers | Michael Rothschild 05.02.2026

Product marketing sits at the intersection of product, sales, and growth, but it’s often misunderstood or treated as an afterthought. In this episode, I’m joined by Michael Rothschild , a product marketing leader who’s spent his career translating deeply technical products into stories that actually land with customers. We go deep on what product marketing really exists to solve, and where teams t...

From Startups to Stripe, Trade-offs, Conviction, and Building in Ambiguity | Rama Veeraragoo 15.01.2026

Welcome to 2026, and a new run of conversations on Zero to One. In this episode, I’m joined by Rama Veeraragoo , a founder and product leader who’s built across early-stage startups, scaled platforms, and now at the edge of agentic systems. Rama has led 0-1 product bets at Stripe and previously co-founded DocuVision.ai, an NLP and computer vision redaction company acquired by OneTrust, where he we...

Orchestrating Agentic AI for HR, Inside Rival’s Product Transformation | Poornima Farrar 04.12.2025

In this episode of Zero to One: Product Journeys, I sit down with Poornima Farrar , Chief Product Officer at Rival. Her career spans analytics, AI, and HR tech, with leadership roles at Alteryx through their IPO, at Workday shaping AI and HCM, and at Salesforce after the Tableau acquisition. Most recently, she led a full product and AI transformation at Rival. We explore her path from linguistics...

Product Sense, Personalization and Responsible AI | Sandy Huang 13.11.2025

On this episode of Zero to One, Sandy Huang joins me to unpack a career spent building and scaling category defining products across Minted, Flipboard, Amazon and GoodRx. We get into the early zero to one moments that shaped how she builds, from scrappy startup execution to leading multimodal search and shopping for Amazon. Sandy breaks down the core drivers behind the growth at Minted and Flipboa...

Problem > Product: How to Build Useful, Joyful Systems at Scale | Nathalie Criou 30.10.2025

In this episode, Nathalie Criou joins Zero to One: Product Journeys to share insights from a career spanning Google, Amazon, Twilio, Docker, and her own start-up, RidePal. Nathalie talks about why every great product starts with a painful, expensive, human problem, what it means to stay married to the problem rather than the product, and how to balance innovation with customer readiness. We discus...

Voice AI, Product Craft, and Founder Partnership | Ryan Johnson 16.10.2025

In this episode, I sat down with Ryan Johnson , CPO at CallRail , a $100M+ PLG company serving over 200,000 businesses. Ryan’s path into product wasn’t traditional - he started in finance and operations before scaling product orgs at companies like Virtue (acquired by Oracle), Banjo (SoftBank-backed), and now CallRail. We spoke about how he leads with transparency and trust, and what it takes to s...

From Eng Roots to CPO: Scaling Security and Trust | Akshay Bhargava 02.10.2025

Trust is one of the hardest things to measure in product, and one of the hardest things to earn. In this episode, Akshay Bhargava shares how he grew from early engineering roles into senior product leadership, with lessons from scaling security, developer tools, and observability products across Oracle, FireEye, Malwarebytes, 1Password, and New Relic. We cover: How stepping up as an engineering ma...

From Youngest Amazon Senior PM to Founder of Nayru | Nabeel Khan 18.09.2025

What does it take to go from warehouse operations to Senior PM at Amazon by 24, then build an AI platform that helps PMs level up faster? A special episode of Zero to One this week as we dive into entrepreneurship and product , I’m joined by Nabeel Khan , founder of Nayru and former Amazon product leader. At Amazon he owned product strategy for the software used to build the vast majority of their...

Simplifying the Complex: Building Trust in Crypto, AI and Platforms | Chander Chawla 04.09.2025

What does it take to build products across every wave of innovation - from telecom and wearables, to crypto, AI, and enterprise SaaS? This week on Zero to One, I’m joined by Chander Chawla , a product leader whose journey has spanned startups and big tech alike. From co-founding Ever App to leading product at Open Garden and Meta, he’s consistently been at the edge of what’s next. In this episode...

Scaling to a $30B IPO, and the Future of Enterprise AI | Palak Kadakia 21.08.2025

How do you build products that can succeed in highly complex, regulated, and fast-changing enterprise environments? For the 11th episode, I’m joined by ⁠ Palak Kadakia ⁠, a product leader whose career has spanned Microsoft, UiPath, and now Trase. She’s led teams through IPO journeys, scaled enterprise platforms, and built AI-driven products designed to serve industries where precision and trust ma...

Building Category-Defining Products across Kindle Fire, Twitter, Box and Amplitude | Ibrahim Bashir 07.08.2025

What does it take to build a product org that can thrive across stages - from 0 to 1, and then to $100M+ scale? This week on Zero to One, I’m joined by ⁠⁠ Ibrahim Bashir⁠⁠ , a seasoned product executive whose career has spanned Kindle Fire, Twitter, Box, and Amplitude. He’s led high-impact product teams across B2B SaaS, platforms, and infrastructure, helping companies evolve from single-product to...

Solving the Hardest Problems in Fintech | Yair Levin 31.07.2025

What does it take to scale from a single-product company to a multi-product platform, without losing customer focus or speed? This week on Zero to One, I’m joined by ⁠ Yair Levin ⁠, a product leader who’s helped companies like SoFi, Gusto, Remitly and Velocity Global do just that. From launching new fintech products to leading platform teams and building with AI at scale, Yair brings a thoughtful,...

Building Products That Truly Serve People | Prashanthi Ravanavarapu 17.07.2025

What does it take to build products that serve real, often overlooked customer needs, while aligning with both business goals and social impact? This week on Zero to One, I’m joined by ⁠ Prashanthi Ravanavarapu ⁠, a product leader whose career has spanned fintech, enterprise platforms, and mission-driven innovation. From her early days at PayPal to scaling teams at Workiva, she’s built inclusive,...

The Data-Driven PM Mindset, From Smart TVs to Stablecoins | Krishnan Nair 10.07.2025

In this episode of Zero to One, I’m joined by Krishnan Nair , SVP of Product at 21Co, whose journey spans from launching Samsung’s first Smart TV app marketplace to leading product in streaming and crypto. We unpack the lessons behind building regulated digital asset platforms, the frameworks he uses for product trade-offs, and how experimentation, data, and user-centric design have shaped his app...

How to Build Fan-First Products at Mass Scale | Brian Huss 27.06.2025

On this episode of Zero to One, I sit down with Brian Huss , VP of Product at PrizePicks, where he’s helped scale the platform into one of North America’s fastest-growing sports apps. We talk about what it takes to build truly fan-first products, how to balance monetization with great UX, and the behind-the-scenes story of launching PrizePicks Arena. Brian also shares lessons on product leadership...

From Goldman to Hypergrowth: Building with Purpose | Vivek Bedi 20.06.2025

On this episode of Zero to One, I’m joined by Vivek Bedi , a product leader who’s built and scaled platforms at Goldman Sachs, LearnVest, Northwestern Mutual, and high-growth SaaS companies. We cover his shift from eng to product, how he approaches digital transformation in complex orgs, and why product leadership starts with empathy. He also shares takeaways from his book You: The Product , focus...

Building Cybersecurity Products at Scale | Nachi Periakaruppan 12.06.2025

On this episode, I’m joined by Nachi Periakaruppan , a Cybersecurity focused product leader with deep experience building security and mobile products at scale. He’s led teams at Oracle, McAfee, and Malwarebytes, shaping mobile security portfolios that protect millions globally. We talk about his tranistioning into product from engineering, the complexity of building user-first security on mobile,...

Leading Product in Regulated AI | Errol Apostolopoulos 05.06.2025

If you're curious on best practices when building for highly regulated industries across all scales, I’m joined by Errol Apostolopoulos , an B2B SaaS and AI focused product leader who’s built and scaled AI-powered SaaS platforms across Crimson Hexagon, Equifax, and Case IQ. We talk about his path from engineering to product, the lessons from scaling startups through IPO and M&A, and what it ta...

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