Greg Isenberg
Co-Founder & CEO, Late Checkout
- Startups
- AI Products
- Community
Editorial bio
Greg Isenberg is a Canadian entrepreneur from Montreal who has built and sold multiple community-focused internet companies: 5by (video discovery, acquired by StumbleUpon), Islands (messaging / community app, acquired by WeWork), and work on Wall Street Survivor (financial-education community). He then served as Head of Product Strategy at WeWork and as adviser to Reddit and TikTok on product, growth and community.
In 2020 he co-founded Late Checkout, a self-funded holding company and product studio that builds, acquires and incubates community-based internet businesses. The model is a hybrid of agency, studio and fund, and the operation has reported 8-figure revenue. The public output – The Startup Ideas Podcast, the newsletter, the X and YouTube feeds – is a running catalog of concrete AI-era product ideas, stress-tested in public with guests, not pitched.
Worth following if you want AI-era startup ideas tested in public, not pitched.
Key facts
- based in
- Miami, Florida
- current
- Co-Founder & CEO, Late Checkout · Host, The Startup Ideas Podcast
- prior
- Founder, 5by (acquired by StumbleUpon) · Founder, Islands (acquired by WeWork) · Wall Street Survivor · Head of Product Strategy, WeWork · adviser at Reddit, TikTok
- late checkout
- Self-funded holding company (agency + studio + fund model); reported 8-figure revenue
- focus
- Community-led products · AI product ideas · idea generation
Featured work
Late Checkout (Co-Founder & CEO, 2020–)
Holding company incubating community-based internet businesses.
The Startup Ideas Podcast
Stress-testing concrete AI-era product ideas with guests, in public.
5by (Founder)
Video discovery app, acquired by StumbleUpon.
Islands (Founder)
Messaging / community app, acquired by WeWork.
Advisory & operator roles
WeWork (Head of Product Strategy), Reddit, TikTok.