Event guide
Why this event is on the calendar
SaaStr AI Annual 2026 was a three-day B2B software and AI gathering held at the San Mateo County Event Center on May 12–14, 2026. SaaStr described it as a meeting place for founders, senior operators and investors working on AI-native SaaS, cloud and go-to-market execution. The organizer reported 10,000+ attendees, 200+ speakers, 100+ workshops and 3,000+ scheduled one-to-one meetings; those scale figures are organizer claims, not an independent audit.
For someone who attended, the useful part was not simply the keynote program. SaaStr built the week around its matchmaking app, deep-dive workshops, executive CMO/CRO/CCO sessions, a Meet a VC program, a pitch competition, happy hours and side events. The 2026 edition is now past; this page preserves what that edition offered, while the organizer's current site should be checked for any later Annual announcement.
Who gets value from it
B2B SaaS and AI founders, product and go-to-market leaders, revenue and customer-success executives, cloud operators, investors, and teams evaluating AI-agent or AI-native business models.
How the day tends to work
The attendee portal documented a campus-style, three-day rhythm: badge pickup, sponsor expo access, sessions and workshops during the day, then happy hours and a final wrap party. Founders could apply to Meet a VC or the pitch competition, while qualifying operators could join smaller executive summits and workshops.
Prior-edition evidence
What past editions show
Plan with primary sources
Official links and follow-up
Organizer sources
Official social
Researched from organizer-owned sources. Programs and logistics can change, so confirm registration and venue details before booking travel.
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