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The Big Picture by Iron PillarAuthor: Mohanjit Jolly
A series of business conversations led by Mohanjit Jolly, Partner and cofounder, Iron Pillar with global investors, entrepreneurs and C Suite executives on their experience and insights for creating successful global enterprises. Iron Pillar is a growth stage investor in technology enterprises built from India for the world. Language: en Genres: Business, Entrepreneurship Contact email: Get it Feed URL: Get it iTunes ID: Get it Trailer: |
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The Big Picture conversation with Nitin Jayakrishnan, cofounder & CEO, Freehand.ai
Wednesday, 30 September, 2026
Here is the much-awaited episode on the AI -Human handshake in a world obsessing over their conflictIn the upgraded and “in person” version of @ironpillar’s Big Picture podcast, I had the pleasure of welcoming back @nitin Jayakrishnan, the rockstar co-founder and CEO of @freehand.ai, on the back of the company $75M Series B raise. This was a conversation I had really been looking forward to, specifically diving into crucial topics including the company’s phenomenal pivot from a logistics SaaS platform to a true AI-native “agents for Accounts Payable and complex enterprise spend management” shift; the courage it took to make the decision; the move to San Francisco; the organizational redesign; the bold go-to-market motion; and amazing traction with F500 global enterprises. We also talked about the difference between selling in Silicon Valley vs. the broader America, the interplay between humans and AI and perhaps what the long term impact of AI might be.Nitin is humble and brilliant. As I smiled through the episode, I felt a grave sense of gratitude and pride to be associated with @freehand.ai. This is an incredible company in the making and what they have accomplished in less than 3 years since the pivot is a strong indicator of what’s to come. Upward and onward!!!










