

Matchmaking — AI-Native Services Edition
The Program
Matchmaking: AI-Native Services Edition is a 4-week co-founding experience by Canastra Ventures — designed to connect domain operators with AI builders to create the next generation of AI-native service companies.
This is our 4th edition of Matchmaking, and our most focused yet. The thesis is simple: a domain operator without a tech founder only goes so far. A tech founder without deep sector knowledge does too. This program exists to bring the two together.
Over 4-weeks, selected participants go through a structured matching and validation process — with active curation from the Canastra team at every stage. The goal is not only networking. It is co-founding.
Who should apply
Founders
Background in business, strategy, ops, or product.
Interest in founding a VC-backable startup
Sales, distribution, or market insight capability
Deep domain expertise across services industries (Legal, Tax, IT)
CEO/COO/CPO (Business Roles) for the AI-Native Services startup
AI Talent
Engineers, CSs, and PhDs from top-tier universities
Strong technical skills in LLMs, agents, infra, or data
Track record of execution or high potential
Ready to build, not just work
CTO/CAIO (Tech Roles) for the AI-Native Services startup
*Applicants must select the profile that genuinely reflects their background and intended role. Applications from candidates who fit the Founder profile but apply as AI Talent will not be considered. If you are unsure which profile applies to you, reach out before submitting.
**AI Talent applications will only be considered if the technical evidence field is completed. Demonstrate your technical skills through open-source repositories, projects you've built, papers you've published, or other related work. Incomplete applications will not move forward in the selection process.
Key Information
Application deadline: May 28, 2025
Application-based: we review on a rolling basis
Capacity is limited: up to ~60 seats
Program dates: June 1 – June 26, 2025
→ Learn more on the program’s page.
*By registering, you agree to share your data with Canastra Ventures, sponsors and our partners. Additionally, by registering, you authorize us to send you the latest news, company announcements, and other communications from Canastra Ventures and partners.