The Hindsight: How SpotDraft Built the AI Layer for Legal Teams

PODCAST
CONVERSATIONS
2 min
August 7, 2026
We’re excited to share that our portfolio company, Digantara, has raised a $50 million Series B round.

We congratulate Anirudh, Tanveer and Rahul and the entire Digantara team on this incredible milestone. Since our seed investment in 2021, the team has demonstrated deep commitment to their core mission – making space more accessible and building a comprehensive space situational awareness & surveillance platform.

"India will teach you how to build. It'll harden you."

When Shashank Bijapur built SpotDraft, the AI layer for legal teams and contract management, he realized early that selling in India first brought important learnings: it is easier as there is a stronger local network and word-of-mouth helps bring new customers. But his team also realized their product was finally solid once the bugs reported dried up. That is when they decided to start looking at the US market, with high-priced customers.

In this episode of The Hindsight, Vani Kola sits down with Shashank to talk about his unlikely move from corporate lawyer to founder.

The episode covers:

-- How picking the right co-founder is so important

-- Why dressing up hard conversations is not only dishonest, but makes things more difficult in the startup journey

-- How leadership is both learning and unlearning

-- How to run teams by taking everyone together and answering the difficult questions

-- How to arrive at a pricing strategy once you have built a product

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