Rob Chaplinsky

Co-Founder & Managing Director, Link Ventures
Rob Chaplinsky, Canadian-born Silicon Valley–based managing director, bridges Canadian and U.S. tech, serves on fintech boards including MotoRefi and Caribou, and uses large internet data to spot AI consumer opportunities.
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Stages their fund invests in
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Sectors their fund invests in
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Avg Check
$1M - $8M
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Does their fund Lead?
Yes
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Geos their fund invests in
USA, Canada, Israel
Rob Chaplinsky
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Sectors their fund invests in
AI
Consumer
Fintech
Insurtech
Marketplaces
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$1M - $8M
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Leads?
Yes
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About Rob Chaplinsky

Rob Chaplinsky is a Canadian-born, Silicon Valley-based managing director at Link Ventures who has built a bridge between the Canadian tech ecosystem and Silicon Valley while serving on boards of fintech startups like MotoRefi/Caribou. At Link Ventures, he focuses on using large-scale internet data sets to identify consumer behavior patterns and market opportunities for AI across industries, drawing from his background as co-founder and managing partner at growth-equity firm Bridgescale Partners.

About their Fund

Link Ventures

Sectors
AI, Consumer, Fintech, Insurtech, Marketplaces
Rounds
Pre-Seed - Series A
Avg Check Size
$1M - $8M

Link Ventures operates as an "inside-the-ecosystem" capital partner for MIT and Harvard student and recent grad founder teams, tightly integrated through AI venture courses, visiting lectureships, and mentors embedded in Media Lab and Harvard programs rather than functioning as a distant VC. The fund is built around a proprietary company-building engine called Cogo Labs that uses large-scale online traffic and data to algorithmically discover and spin out new companies, allowing Link to incubate ventures based on measurable demand signals rather than relying solely on founder pitch flow.

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