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David Boskovic

David Boskovic

Founder, CEO Flatfile. Engineer, designer, humanist, experimenter

david-boskovic
Washington DC-Baltimore Area
Joined June 2025

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Summary

David Boskovic is a serial entrepreneur with a strong background in B2B SaaS, having co-founded Rainmaker, Inc. and later Flatfile Inc. His entrepreneurial journey is characterized by identifying and passionately solving real-world problems he encountered firsthand, specifically the persistent challenges of data onboarding and migration. co+2
As the Founder and CEO of Flatfile, David has pioneered an AI-assisted data onboarding platform designed to eliminate manual, error-prone data exchange processes. He conceived the initial product through 'rage design' driven by frustration with repetitive custom CSV importer builds, leading to a solution that automates data mapping, transformation, and validation for businesses and has attracted nearly $100 million in funding. flatfile+4
David is a thought leader in the realm of AI integration and the future of work. He advocates for a saastr+1
He identifies as an 'engineer, designer, experimenter, humanist', and 'schemer, builder', reflecting a multidisciplinary approach to technology and business. His philosophy emphasizes iteration and deep engagement with problems, advising aspiring entrepreneurs to become experts in their chosen problem space. medium+1

Work

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