Data Strategy & Analytics Lead
Jonathan Gerstein
Leads data strategy and analytics at Leni; previously Head of Business Intelligence at Olive Tree and led analytics at Outbrain. MIT alumnus.

Jonathan leads Leni's data model strategy and analytics foundation. He ensures definitions, transformations, and metrics are consistent and decision-grade across products and customer deployments.
He partners with product and customer teams to translate domain knowledge into models and dashboards customers can trust. With over a decade of experience in business analytics, data mining, and statistical analysis across ad-tech, finance, and luxury goods industries.
Education
Master of Science in Statistics and Data Science, MIT; BBA, Columbia University- Built Universal Data Model for Leni with semantic layer expertise
- Former Head of Business Intelligence at Olive Tree and Analytics Lead at Outbrain ($1B+ revenue)
- Elite educational background from MIT and Columbia with decade+ analytics experience
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Practical Tips & Guides for Real Estate Teams
Step-by-step tutorials and tactical advice to help you maximize Leni's platform and optimize your CRE workflows.
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