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Alex Finkelstein

Alex Finkelstein

VC

Co-Founder & General Partner, Spark Capital

Backs unconventional founders outside Silicon Valley

Boston, MA$5M–$15M checks3 notable investments
SeedSeries ASeries B+
LinkedIn𝕏@finkelstein1Spark CapitalCrunchbase
Enterprise SaaSCommerceFintechConsumerMarketplaces

Background

Alex Finkelstein co-founded Spark Capital in 2005 after stints at Cambridge Associates, Softbank venture funds, and a stint writing television shows for Fox, Discovery, and E!. He is known for backing unglamorous but operationally complex markets, famously spending three years convincing Wayfair's CEO to accept his investment. He was the first investor in Flywire (Nasdaq: FLYW), Talkspace (Nasdaq: TALK), and Wayfair (NYSE: W).

Investment Thesis

Find unconventional, product-focused founders outside Silicon Valley who challenge the status quo and modernize complex markets.

Investment Focus

Stages

SeedSeries ASeries B+

Typical check: $5M–$15M

Sectors

Enterprise SaaSCommerceFintechConsumerMarketplaces

Based in: Boston, MA (North America)

Notable Investments

Wayfair

First institutional investor

Flywire

First investor and board member

GetYourGuide

First check in 2014

All Investors
Last updated: Jun 11, 2026