# Sid Yadav

> Sid Yadav is the New York-based co-founder and CEO of Circle, a platform for community-led businesses. His route to the CEO chair began with teenage tech blogging and a 60,000-user iPhone diary app in New Zealand, continued through five years as Teachable's first designer and front-end engineer and later VP of Product, and passed through a carefully designed consulting stint at Gumroad. He founded Circle with former Teachable colleagues Andrew Guttormsen and Rudy Santino, pairing product craft with an unusually deliberate approach to company culture.

- **Role:** Co-founder and CEO at Circle
- **Organizations:** Circle, Teachable, Gumroad, Rev2, Memiary
- **Education:** Computer Science, University of Auckland
- **Known for:** Built Memiary as a teenager; the iPhone diary app gained more than 60,000 users and was featured by Apple., Progressed from Teachable's first designer and front-end engineer to VP of Product and built an eight-person product team., Helped Teachable scale to more than $1 billion in creator earnings before its acquisition.

## Career timeline

- **2005-2010** — Published the technology blog Rev2 as a teenager in New Zealand.
- **2008** — Built Memiary, an early iPhone diary app that later surpassed 60,000 users and was featured by Apple.
- **2014** — Joined Teachable as its first designer and front-end engineer.
- **2014-2019** — Advanced through product roles at Teachable and became VP of Product, building an eight-person product team.
- **2019** — Left Teachable and worked 20-30 hours a week as a design and engineering contractor for Gumroad while incubating startup ideas.
- **2019-2020** — Developed Circle with former Teachable colleagues Andrew Guttormsen and Rudy Santino after interviews with creators repeatedly surfaced community as an unmet need.
- **2020** — Launched Circle in August; Yadav later said the company grew from zero to about $1 million ARR by December.
- **2021** — Raised a $24.7 million Series A led by Tiger Global at a reported $200 million post-money valuation after Circle crossed $4 million ARR.
- **2025** — Reported Circle's first profitable month while the company was still doubling year over year.
- **2026** — Led the Circle Eclipse launch, introducing Circle AI, Discover, Studios, a redesigned course builder and Inbox.

## Achievements

- Built Memiary as a teenager; the iPhone diary app gained more than 60,000 users and was featured by Apple.
- Progressed from Teachable's first designer and front-end engineer to VP of Product and built an eight-person product team.
- Helped Teachable scale to more than $1 billion in creator earnings before its acquisition.
- Co-founded Circle with Andrew Guttormsen and Rudy Santino.
- Took Circle from its August 2020 launch to roughly $1 million ARR by December 2020.
- Raised $24.7 million in Series A funding for Circle in December 2021, bringing disclosed funding to roughly $30 million.
- Expanded Circle to more than 20,000 community businesses and 15 million members by mid-2026, according to Circle.

## Latest updates

- **2026-07** — Discussed Circle's evolution into an ecosystem for community-led businesses and said the company had grown to about 280 people while remaining hands-on at the founder level.
- **2026-06** — Published Circle's AI-native platform thesis after the Eclipse launch, describing AI that can build spaces, configure access, set up paywalls and seed content under an operator's direction.
- **2026-06** — Circle announced Eclipse, a coordinated release spanning Circle AI, Discover, Studios, course-building updates and Inbox.
- **2025-07** — Wrote that Circle had recorded its first profitable month and was still doubling year over year.

## Links

- Website: https://sidyadav.com/
- LinkedIn: https://www.linkedin.com/in/sidyadav
- Twitter/X: https://twitter.com/sidyadav

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Profile page: https://yespress.io/sid-yadav
Published by YesPress — https://yespress.io
Last updated: 2026-09-28