Jagsir Singh
The Oblique View Podcast
Technology, business, and the human questions underneath. For founders, operators, and people who think for a living. jagsir.substack.com
Be sure to visit the podcast's website and support the creator: jagsir.substack.com
Author
Jagsir Singh
Category
Podcast website
Latest episode
May 27, 2026
Where to listen?
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Android almost 10M downloads · 4.8 rating
iOS soon
Episodes
Serial Founders Are Eating Cybersecurity's Lunch 27.05.2026 3:51
The same names keep appearing at the top of cybersecurity funding rounds. Not because investors have short memory or weak deal flow. Because those founders have already done this, sold it, and started again. By the third company, the founder is not learning enterprise sales. They already know which titles in a Fortune 500 security org actually control budget (hint: it is rarely the CISO in early-s...
Cybersecurity GTM Changed Quietly. Most Founders Haven’t Noticed Yet. 14.05.2026 0:57
Cybersecurity has become dramatically harder to build and sell in over the last decade. Peter Laakkonen mentioned that back in 2006, he could count serious cybersecurity product companies in India on his fingers. Today, Bangalore alone probably has 3–5x that number. Every category is crowded. Every vendor promises AI, automation, faster detection, and platform consolidation. The challenge is no lo...
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