
After banking, logistics, Salesforce, ThoughtSpot, Brex and Vanta, Scott Holden's career keeps returning to one choice: leave scale behind, find the unfinished story, and build again. In August 2026, that instinct took him to SpaceX AI by way of a first-day twist at Cursor.

After Capital One, Wall Street and ThoughtSpot, Puneet Mittal brought a finance operator’s eye to WorkSpan - and to the messy arithmetic of companies trying to sell together.
The company that made corporate data searchable is betting that the next dashboard will behave less like a report and more like a careful analyst - one that shows its work.
Sudheesh Nair is the cofounder and CEO of TinyFish, a Palo Alto company building enterprise web agents that let AI navigate, research, and extract data from the web at scale. He grew up in a lower-middle-class family in a small town in India before a teacher's nudge toward a campus interview set him on a path to the United States. He was an early employee and president of Nutanix, where he helped scale the company from zero to more than $1 billion in revenue and a 2016 IPO, then served as CEO of ThoughtSpot, steering it from on-premises BI to a cloud-native AI analytics platform. In 2024 he cofounded TinyFish, which launched publicly in 2025 with $47 million in funding and counts Google among its early customers.

Benn Stancil is a co-founder of Mode Analytics (acquired by ThoughtSpot for $200M in 2023), one of the most widely read voices in the data and analytics world, and an angel investor. He writes the popular newsletter at benn.substack.com - known for its witty, intellectually honest takes on the modern data stack, BI, AI, and startup culture. After a stint as Field CTO at ThoughtSpot post-acquisition, he now runs independently via benn.company, investing and writing with signature Friday dispatches that open with 'it's friday, and...' - a ritual his thousands of subscribers recognize instantly.