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In this masterclass episode of Techie Talks with Kuldeep, host Kuldeep Singh sits down with industry veteran Sanjay Singh (Fractional CTO and Angel Investor). Sanjay shares raw, un-sugarcoated insights from his decades-long journey building and scaling tech—from the pre-TCP/IP days of telecom to handling catastrophic scale as a multi-time CTO at Paytm, managing 600+ engineers at Tiket.com, and founding an acquired healthcare analytics startup.Sanjay breaks down why most modern software engineers fail at core engineering fundamentals, the truth about organizational design vs. throwing processes at low talent density, and the exact playbook he uses to evaluate startups as an angel investor looking at hundreds of deals a month.Whether you are a software engineer, a tech leader navigating cross-border teams, or an aspiring founder, this episode provides a realistic blueprint for balancing technical elegance with business viability.⏱️ CHAPTERS (TIMESTAMPS)00:00 - Key Highlights01:39 - Introduction: Meet Sanjay Singh (Fractional CTO & Angel Investor)05:42 - From Iit Roorkee to Builder: The Pre-TCP/IP Telecom Days10:13 - The Roots of Scalability: Moving from Telecom to Paytm & Tiket10:54 - Scaling Paytm's Backend to 60,000 TPS & Navigating Black Swan Events10:14 - Managing Production SRE Teams vs. Business Velocity: The Ultimate Trade-off16:06 - The Engineering Innovation Behind Paytm’s Lightning-Fast Scan & Pay18:07 - Organizational Scale: Managing 600+ Engineers at Tiket Across 3 Countries22:05 - Matrix vs. Centralized Teams: Structuring Engineering Horizontals & Verticals24:08 - Dousing Fires vs. Fixing the Wiring: A Playbook for Tech Leadership Architecture28:25 - Founding a Healthcare Analytics Startup: The Hard Lesson of Business Viability 34:09 - The Impact of GenAI on Engineering Productivity vs. True System Design38:51- An Angel Investor's Judgment: Why AI Companies Have Zero Moat Without Distribution45:28 - The Key Trait of Successful Entrepreneurs: Long-Term Mission vs. Extreme Flexibility48:06 - Filtering Through 600+ Deals a Month: Why Being a Good Engineer Solves Any Problem50:55 - Outro & Closing Remarks: Techie Talks with Kuldeep📌 Subscribe to Techie Talks with Kuldeep for more raw engineering and leadership deep dives!------------------------------------------------------------------------CONNECT WITH US 🌐Connect with Techie Talks with Kuldeep:YouTube Channel: @techietalkswithkuldeep WhatsApp Channel: https://www.whatsapp.com/channel/0029Vb7Q4JHAjPXUt8hBgm2TLinkedIn: https://www.linkedin.com/company/techietalkswithkuldeepFacebook: https://www.facebook.com/profile.php?id=61574642927780Instagram: https://www.instagram.com/techietalkswithkuldeepFollow Sanjay Singh on LinkedIn:https://www.linkedin.com/in/sanjaysinghiitr/
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