
Greg Isenberg
About Greg Isenberg
Greg Isenberg is a Canadian entrepreneur and the CEO & Co-Founder of Late Checkout, a product studio that builds, acquires, and incubates businesses powered by internet communities. He's known for his pragmatic approach to AI-assisted development and building in public.
Isenberg has founded and sold three venture-backed community companies, including Islands (acquired by WeWork) and 5by (acquired by StumbleUpon). He's served as an advisor to companies like TikTok and Reddit, bringing deep expertise in community-driven products.
Career Highlights
- Late Checkout (2020-present): CEO & Co-Founder of product studio
- WeWork (via Islands acquisition): Led holistic technology product strategy
- Islands: Founder/CEO, messaging/community app acquired by WeWork
- 5by: Founder/CEO, video discovery app acquired by StumbleUpon
- Indicator Ventures (2014-present): Venture Partner
Notable Positions
On AI Development
Strong advocate for accessible AI development education:
"There are thousands, literally thousands of other Claude Code tutorials on the internet, but there are none as simple as this."
On Product Building
Emphasizes audacity and taste in the age of AI:
"Software building is becoming easy, but software engineering is very, very hard. Push Claude Code to get you to scroll-stopping software."
Key Quotes
- "There are none as simple as this." (on accessible AI education)
- "Push Claude Code to get you to scroll-stopping software."
Related Reading
- AI Agents - The autonomous systems Greg teaches
- Rise of AI Agents - The trend driving his content