Subscript and Freckle

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After freckle was acquired, i i spent a bunch of time putting together this 35 page dock that no one but me has seen. And it's just like this brain dump of everything i can think of that i learnt. So subscript is very much a reflection of all the things that i've learned and also in the way that year six of running freckle is a reflection of the first five years. I want to talk about some of those key learnings and how it applied, specifically, maybe to the people and culture piece of subscribe.

Today’s episode is with Sidharth Kakkar, founder and CEO of Subscript, a subscription intelligence platform that empowers B2B SaaS leaders to better understand their revenue. (Read more about the company in this Techcrunch article.)

Previously, he was the founder, CEO of Freckle, an education platform that grew to serve 10 million students and was acquired by Renaissance Learning in 2019. As a repeat founder, Sidharth picked up a ton of valuable lessons, particularly when it comes to company culture and management.

Right from the start, he knew he wanted to build Subscript to be global, distributed, and asynchronous. That’s why there are no internal company meetings. Everyone also operates autonomously, deciding what to work on for themselves.

We dive into both the philosophy behind this unique approach and the nitty gritty details of how exactly it works in practice. Here’s a preview:

How to share company updates asynchronously every week.
Advice on how to approach goal-setting and performance feedback, while minimizing micromanagement.
Tips for improving transparency and documentation, plus details on Subscript’s running product/market fit journal.
Thoughts on how to assess asynchronous communication skills when hiring.
How this culture impacts a founder’s role and schedule.

There’s tons of food for thought in here, whether you’re a founder thinking about shaping your company culture, or a manager looking for some fresh ideas.

You can follow Sidharth on Twitter at @sikakkar. You can email us questions directly at review@firstround.com or follow us on Twitter @firstround and @brettberson.