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Coffee with a Founder Podcast: Nikhil Sethi, Workgrounds

On this episode of Coffee with a Founder, Beck Bamberger sits down with Nikhil Sethi, co-founder and CEO of Workgrounds. After building and selling his first company to Accenture, Nikhil jumped back in to solve a surprisingly painful problem: booking and managing hotel room blocks for teams.

The conversation dives into why group travel is still wildly manual, how distributed teams are reshaping how companies gather, and what it actually looks like to build a company the second time around.

If you’re into founders rebuilding with the same team, solving unsexy but real problems, and designing companies for how we actually work today, don’t miss this one.

show notes:

0:05: What Workgrounds is and the problem it solves

0:52: Why booking hotel room blocks is still broken

2:03: Giving smaller companies the buying power of big enterprises

3:16: The tailwind of distributed teams and in-person gatherings

5:18: Why Nikhil keeps building and founder “DNA”

9:58: The “napkin idea” that turned into funding overnight

12:25: What’s different the second time building a company

17:23: The org design unlock and operating with one meeting a week

Read More About The Episode:

 

0:05: What Workgrounds is and the problem it solves

Nikhil explains how Workgrounds simplifies booking and managing hotel room blocks for teams.

0:52: Why booking hotel room blocks is still broken

The conversation dives into how group bookings are still handled through manual calls, emails, and fragmented processes.

2:03: Giving smaller companies the buying power of big enterprises

Nikhil talks about how Workgrounds lets smaller teams access competitive rates typically reserved for large organizations.

3:16: The tailwind of distributed teams and in-person gatherings

The conversation highlights how hybrid work is driving more intentional in-person meetups.

5:18: Why Nikhil keeps building and founder “DNA”

Nikhil explains how early exposure to entrepreneurship shaped his drive to keep solving problems.

9:58: The “napkin idea” that turned into funding overnight

They walk through how a casual idea and investor conversation quickly turned into a funded company.

12:25: What’s different the second time building a company

Nikhil shares what’s easier, what’s harder, and how the startup landscape has changed.

17:23: The org design unlock and operating with one meeting a week

Nikhil explains how a highly asynchronous culture allows for deeper work and fewer meetings.

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